Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 588-04-5 | MDL No. : | MFCD00048080 |
Formula : | C14H14N2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | HPSZIXYLILUGIP-UHFFFAOYSA-N |
M.W : | 210.27 | Pubchem ID : | 11491 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With 1,3-bis(N',N'-dimethyl-4-aminopyridinium)propane diiodide; sodium hydride In N,N-dimethyl-formamide; paraffin oil at 20℃; for 0.25h; Inert atmosphere; | |
95% | With potassium hydroxide In water; isopropyl alcohol at 35℃; for 8h; Inert atmosphere; | |
94% | With Piperonyl butoxide; ammonium formate In methanol for 1.25h; Heating; |
94% | With C24H16CoN4O4; hydrogen; sodium hydroxide In <i>tert</i>-butyl alcohol at 80℃; for 1h; chemoselective reaction; | |
94% | Stage #1: 1-methyl-3-nitrobenzene With sodium tetrahydroborate; palladium diacetate In ethanol; dichloromethane; water at 20℃; Stage #2: With oxygen In ethanol; dichloromethane; water Stage #3: With sodium tetrahydroborate; oxygen In methanol; ethanol; dichloromethane; water | |
93% | With triethylammonium formate; magnesium In methanol at 20℃; for 2h; | |
93% | Stage #1: 1-methyl-3-nitrobenzene In ethanol for 0.0333333h; Stage #2: With sodium tetrahydroborate In ethanol for 0.2h; Reflux; | |
92% | With lead; triethylammonium formate In methanol at 20℃; for 2h; | |
90% | With triethylammonium formate; magnesium In methanol at 25℃; for 1.33333h; | Typical procedurefor the reductive dimerization ofnitrobenzene into azobenzene General procedure: To a solution of triethylammonium formate (15 mmol),taken in a round bottomed flask,nitrobenzene (10 mmol) in methanol (15mL)followed bymagnesium turnings (12 mmol) were added and stirred at room temperature (25 4C).After the completion of the reaction (monitored byTLC), the reaction mixture was filtered through celite pad,washed with diethyl ether. The filtrate waswashed successively with saturated brine solution,water,dried over anhydrous sodium sulfate. Solventremoval and silica gel column chromatography gave azoarene. |
88% | With ethanol; sodium hydroxide at 80℃; for 24h; chemoselective reaction; | |
88% | Stage #1: 1-methyl-3-nitrobenzene With sodium tetrahydroborate; 6Zr(4+)*4O(2-)*7HO(1-)*4.5C36H20O4S2(2-)*4H2O*F6Sb(1-)*Ag(1+) In ethanol; water at 60℃; for 4h; Stage #2: With oxygen at 20℃; for 0.166667h; | |
85% | With gold-ceria nanoparticle; carbon monoxide In toluene at 150℃; for 8h; Autoclave; Sealed tube; | |
82% | With hydrogen In toluene at 50℃; for 5h; Autoclave; Green chemistry; chemoselective reaction; | |
78% | Stage #1: 1-methyl-3-nitrobenzene With indium(III) triflate; triethylsilane In N,N-dimethyl-formamide at 60℃; for 20h; Stage #2: With oxygen In N,N-dimethyl-formamide at 60℃; for 15h; Stage #3: With oxygen In N,N-dimethyl-formamide at 60℃; for 15h; | |
78.7% | Stage #1: 1-methyl-3-nitrobenzene With hydrogen; potassium hydroxide In para-xylene at 120℃; for 12h; Stage #2: With oxygen In para-xylene at 120℃; for 2h; | |
73% | With 4,4'-di-tert-butylbiphenyl; lithium; iron(II) chloride In tetrahydrofuran for 4h; Heating; | |
70% | Stage #1: 1-methyl-3-nitrobenzene With indium(III) triflate; triethylsilane In N,N-dimethyl-formamide at 60℃; Inert atmosphere; Stage #2: In N,N-dimethyl-formamide for 15h; chemoselective reaction; | 3 4.2. General procedure for indium-catalyzed reductive synthesis of azobenzene compounds General procedure: To a 5 mL screw vial under N2 containing a freshly distilled DMF (0.6 mL) were successively added aromatic nitro compound (0.60 mmol), In(OTf)3 (0.030 mmol, 17 mg), and Et3SiH (1.80 mmol, 287 μL). The resulting mixture was stirred at 60 °C (bath temperature), and monitored by TLC analysis. After completion of the reaction, the resultant mixture was further stirred under either an ambient or an O2 atmosphere during the corresponding reaction time. The reaction was quenched with H2O (6 mL). The aqueous layer was extracted with AcOEt (6 mL×3), the combined organic phases were dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure. The crude product was purified by recrystallization from the solvent (hexane/chloroform) or silica gel column chromatography (hexane/AcOEt) to afford the corresponding azobenzene derivatives. |
50% | With lithium aluminium tetrahydride In diethyl ether; benzene for 40h; | |
With sodium amalgam; ethanol; water | ||
With potassium carbonate | ||
With potassium carbonate; zinc | ||
With ethanol; sodium acetate bei der elektrolytischen Reduktion; | ||
With potassium hydroxide; palladium on activated charcoal; hydrazine | ||
With potassium hydroxide; zinc | ||
With sodium hydroxide; zinc | ||
With lithium | ||
Multi-step reaction with 2 steps 1: zinc; alcoholic KOH-solution 2: zinc; alcoholic KOH-solution | ||
94.5 %Chromat. | With hydrogen; potassium hydroxide In hexane; para-xylene for 3h; | |
82 %Chromat. | With formic acid; N/TiO2 In methanol for 0.433333h; UV-irradiation; | Catalytic synthesis of azo compounds General procedure: Catalytic reduction of aromatic compounds to corresponding azo compounds was performed in a self-designed photochemical reactor with an electromagnetic stirrer. In a 100-mL round-bottom quartz flask equipped with a magnetic stirring bar,20 mL of a solution of nitro compounds (1 mmol) in absolute methanol was mixed with 20 mL of a suspension of 10.0 g L-1 TiO2 in absolute methanol. Then, formicacid (0.2 mmol) was added to the previous solution. The mixture was stirred and irradiated using a high-pressure mercury lamp (500 W, 365 nm). After 20-min periods, sample solution was taken from the reaction system. The solid catalyst was immediately separated from the mixed phase by centrifugation, and the remaining top solution was analyzed by high-performance liquid chromatography (HPLC) (Agilent 1100 series, USA) equipped with an ultraviolet (UV) detector and anautosampler. 1H nuclear magnetic resonance (NMR) (DRX-300; Bruker, Switzerland) technology was employed to identify the products. The photocatalytic behavior of Degussa P25 was also measured for comparison with that of the synthesized catalysts. |
88 %Chromat. | With sodium hydroxide In ethanol at 20℃; for 12h; UV-irradiation; | |
With sodium tetrahydroborate In water at 60℃; for 3.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With tin; hydrazine hydrate In methanol at 20℃; for 0.3h; | |
90% | With ammonium chloride; magnesium In methanol at 20℃; for 0.0833333h; | |
With ethanol durch elektrolytische Reduktion; |
With ammonium sulfide | ||
With triethylammonium formate; magnesium In methanol at 25℃; for 0.416667h; | Typical procedurefor the reduction of azobenzene into hydrazobenzene General procedure: A mixture of azobenzene (182 mg, 1mmol), triethylammonium formate (15 mmol), magnesium turnings (10 mg atom) and methanol (5 mL) in a round bottomed flask was stirredat room temperature (25°C). After the completedisappearance of thecolor of the starting material (orange to colourless), the reaction mixturewas filtered through a Celite pad and washed withlittle diethyl ether. The combined filtrates andwashings were evaporated under in vacuuo. The residue was purified either by preparative TLC or column chromatography to get hydrazobenzene (0.175 g,95 %). | |
Multi-step reaction with 2 steps 1: pyridine-4-carbonitrile / pentane / 24 h / 70 °C / Inert atmosphere; Sealed tube 2: water / 0.17 h / 20 °C / Inert atmosphere | ||
With sodium tetrahydroborate In methanol at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique; | ||
With pyridine; 5%-palladium/activated carbon; hydrogen In ethanol |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With hydrazine hydrate; aluminium In methanol for 0.167h; Heating; | |
90% | With hydrazine hydrate; magnesium In methanol for 0.166667h; Heating; | |
90% | With tin; hydrazine hydrate In methanol for 0.166667h; Heating; |
With potassium hydroxide; zinc |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With acetic anhydride; sodium nitrite In acetone at 20℃; for 0.5h; | |
84% | With sodium hydrogen sulfate; silica gel; sodium nitrite In acetone at 20℃; for 0.5h; | |
83% | With oxygen; eosin Y disodium salt In acetonitrile for 20h; Sealed tube; Irradiation; |
durch Oxydation mit Luftsauerstoff; | ||
With dihydrogen peroxide | ||
With iron(III) chloride; acetone |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 5 % Chromat. 2: 18% 3: 54% | With hydrazine hydrate; nickel(II) nitrate; zinc In <i>tert</i>-butyl alcohol for 0.666667h; Heating; | |
1: 33% 2: 30 % Chromat. 3: 10% | With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 5h; Heating; | |
1: 96 % Chromat. 2: 0.5 % Chromat. 3: 3.5 % Chromat. | With carbon monoxide; water; sodium formate In tetrahydrofuran at 105℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 10% 2: 90% | With sodium hydroxide; sodium tetrahydroborate; diphenyl ditelluride In ethanol for 20h; Heating; | |
78% | With sodium tetrahydroborate; water In ethanol at 30℃; for 3h; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With pyridine; oxygen; copper; ammonium bromide In toluene at 100℃; | |
96% | With pyridine; copper(I) bromide In toluene at 60℃; for 20h; | 7.1 Example 7 [1] 3-Methylaniline (1.07 g, 10.0 mmol), cuprous bromide (43.0 mg, 0.3 mmol), pyridine (71.2 mg, 0.9 mmol), and 40 mL of toluene were placed in a 100 mL flask. The mixture was heated to 60 ° C in an air atmosphere for 20 hours and the reaction was terminated by TLC. The reaction solution was cooled to room temperature, and the solvent was evaporated under reduced pressure.100-200 mesh; the developing agent is petroleum ether] separation and purification, collecting the eluate containing the product, and evaporating the solvent to obtain 3,3'-dimethylazobenzene1.01 g (96% yield). |
94% | With manganese oxide compound (MnOx) In N,N-dimethyl-formamide at 80℃; for 12h; Autoclave; | 3 Example 3Synthesis of 3a 50 mg of the manganese oxy compound MnOx prepared in Example 1,4 mL of DMF,107 mg of 3-methylanilineWas added to a 25mL teflon-lined autoclave,Closed reaction vessel,80 reaction 12h,The crude product,Cooled to room temperature,Slowly deflated buck.The reaction solution was extracted with 3 x 5 mL of ether / water (v: v = 2: 1)The ether layer was collected,Dried over anhydrous magnesium sulfate,filter,The ether was distilled off,(Petroleum ether: ethyl acetate = 10: 1) to give the product 3a116 mg as a yellow solid, m.p .: 128-130 ° C, yield 94%. |
94% | With pyridine; oxygen; copper(I) bromide In toluene at 110℃; Green chemistry; | 2.3. General procedure for synthesis of the azobenzenes in a new micro flow system General procedure: In order to achieve the continuous synthesis of azobenzene derivatives,a simple gas-liquid-solid three-phases filow reactor was assembled (Fig. 1). The online prepared catalyst could be automatically filled and washed in packed column through the control of valves.Initially, when the valve A and D were turned on and the others wereturned off, the cuprous bromide was filled in the column. When the column was filled, the valve B and D were turned on and the others were turned off, the column was washed by distilled water in the syringe.Then the valve B was closed and valve C was opened, alternating with ethanol. When the washing was finished, the valve D was turned off and valve E was turned on. Then, the two flows were injected into the tube in-tube filow reactor AF-2400 at set flow rate. One was aniline (1.863 g,20 mmol) and pyridine (1.582, 20 mmol) solution (40 mL) dissolvedwith toluene, the other was O2. The flow rate of oxygen was controlledby a mass-flow controller, the liquid was injected by pump (VapourtecLtd). Liquid inlet was connected to a standard -28 UNF, gas inlet was connected to a 10-32 UNF [32]. In the tube-in-tube filow reactor, O2 andliquid were respectively flowing from the inner tube and the annularchannel. O2 was dispersed into the liquid through the micropores in themembrane [34, 35]. Subsequently, the mixture was injected into the fixed bed filow reactor which was filled with cuprous bromide. The temperature of the filow reactor was adjusted through air heating (R4reactor heater from Vapourtec Ltd). At set time intervals, the reaction mixture was analyzed using HPLC after centrifugation. The reaction yield was good as the inner diameter of capillary column within 4 mm.The volume of the packed column was calculated by injecting a dye solution through the column at a set flow rate, and the time showed that the column volume was 1.2 mL. |
92% | With Ag/C; potassium hydroxide In dimethyl sulfoxide at 60℃; for 24h; Green chemistry; | |
90.8% | With manganese cobalt oxide In acetonitrile at 60℃; for 4h; | 12 3-methylaniline (1 mmol) was added to a 10 mL reaction tube. Acetonitrile (2 mL), catalyst MnCo2O4 (100 mg), The reaction mixture was reacted at 60 ° C for 240 min, after completion of the reaction, The target product VIII is isolated by column chromatography. The yield was 90.8% and the selectivity was greater than 99.9%. |
89% | With Cs+promoted 1% Au on Co3O4; air In toluene at 100℃; for 8h; Green chemistry; | |
87% | With tetrabutylammomium bromide; copper(II) acetate monohydrate; silver carbonate In N,N-dimethyl-formamide at 80℃; for 3.5h; | |
84% | With isoquinolinium bromochromate; acetic acid at 20℃; for 2h; | |
83% | With potassium hydroxide; 2,6-di-tert-butyl-α-(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadien-1-ylidene)-p-tolyloxyl; potassium hexacyanoferrate(III) In dichloromethane; water | |
83% | With sodium hydroxide; 2,4,6-tri-tert-butylphenoxol; potassium hexacyanoferrate(III) In dichloromethane | |
82% | With potassium hydroxide; TEMPOL; potassium hexacyanoferrate(III) In dichloromethane | |
81% | With sodium perborate; sodium molybdate tetrahydrate In acetic acid at 50℃; for 1h; | SPB (0.011 mol) and Na2MoO4 (0.001 mol) were dissolved in glacial acetic acid (5-7 mL) and aniline (0.015 mol) was added drop-wise or in portions at 50 °C.The temperature was maintained at 50 °C for an hour. The resultant was poured into water (500 mL) and stirred. The solid was filtered, dried and recrystallized from petroleum ether (40-60 °C). |
80% | With barium permanganate In acetonitrile for 0.5h; Heating; | |
78% | With lead(IV) acetate In dichloromethane Ambient temperature; | |
75% | With graphene oxide supported MnO2 nanorods In 1,2-dichloro-ethane at 90℃; for 10h; Inert atmosphere; | |
72% | With aluminum oxide; potassium permanganate; zirconium(IV) oxide for 0.166667h; Neat (no solvent); chemoselective reaction; | |
66% | With [Gd(HL)(NO3)2(H2O)]NO3; dihydrogen peroxide In dichloromethane at 20℃; for 0.25h; | 2.5 Procedure for oxidation of aniline General procedure: To a stirred solution of the catalyst (0.015 mmol) and 30 % of H2O2 (10 mmol) in CH2Cl2 (7 mL), aniline (8 mmol) was added and the reaction mixture was stirred at room temperature for the required time. Progress of the reaction was monitored by TLC at regular intervals and continued for mentioned reaction time. After removal of the solvent, the residue was purified by Silica gel flash chromatography to afford azobenzene. All the azobenzene thus obtained were identified by comparing 1H NMR data with values reported in the literature and those of the authentic samples. The desired 3,3′-azotoluene was obtained (yield: 66 %), for which, 1H NMR (CDCl3, 200 MHz): δ (ppm)=2.44 (s, 6H), 7.27-7.73 (m, 14H). 13C NMR (CDCl3, 100 MHz): δ (ppm)=20.9, 119.7, 123.4, 128.7, 131.4, 138.0, 152.4 |
63% | With air; copper(l) chloride In acetonitrile at 20℃; for 48h; | |
46% | With barium permanganate In benzene for 1.5h; Heating; | |
26% | With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(I) bromide In acetonitrile at 60℃; for 18h; Inert atmosphere; | 3,3′-Dimethylazobenzene (3h) To a solution of 3-metylaniline (652 mg, 6 mmol) in acetonitrile (9 mL), CuBr (36 mg, 0.25 mmol) and TEMPO (39 mg, 0.25 mmol) were added. The reaction mixture was stirred vigorously at 60 °C for18 h. After completing, the reaction mixture was extracted with diethyl ether. Then, the organic layer was washed with water and brine. The organic phase was dried with anhydrous magnesium sulfate, purified by using column chromatography (hexane: ethyl acetate = 15/1) to afford 3h (161 mg, 0.77 mmol, 26 %) as a dark orange solid. |
With sodium hydroxide; sodium perchlorate; potassium hexacyanoferrate(III) In methanol; water at 35℃; for 24h; | ||
With perchloric acid; thallium(III) acetate In acetic acid at 60℃; with or without Ru(3+); various substrate and reagent concentrations; various solvent composition; | ||
With perchloric acid; sodium perchlorate In acetic acid at 50℃; with or without Ru(III); various substrate and reagent concentrations; various solvent composition; | ||
With sodium perborate; sodium tungstate In water; acetic acid at 35 - 55℃; | ||
With sodium perborate In acetic acid at 55℃; | ||
With dihydrogen peroxide; sodium carbonate In acetic acid at 65℃; for 4h; | ||
With nicotinium dichromate; toluene-4-sulfonic acid In <i>tert</i>-butyl alcohol; benzene | ||
With nicotinium dichromate; toluene-4-sulfonic acid In N,N-dimethyl-formamide at 25.84℃; | ||
Multi-step reaction with 2 steps 1: diethyl ether; hypochlorous acid / -80 °C 2: copper; diethyl ether / -70 °C | ||
With [N,N-bis( 3,5-di-tert-butylsalicy1idene)-1,2-ethylenediaminato(2-)]iron(III) chloride; dihydrogen peroxide In acetonitrile at 24.84℃; | ||
With meso-tetraphenylporphyrin iron(III) chloride; sulfuric acid; acetic acid; 3-chloro-benzenecarboperoxoic acid In water at 38.84℃; | ||
Multi-step reaction with 2 steps 1: Oxone / dichloromethane; water / 0.5 h / 20 °C / Reflux 2: acetic acid / water / Reflux | ||
Multi-step reaction with 2 steps 1: ethanol / Reflux 2: Oxone; acetic acid; sulfuric acid / water / 24 h / 45 °C | ||
With Oxone; meso-tetraphenylporphyrin iron(III) chloride; acetic acid In water at 29.84℃; | ||
Multi-step reaction with 2 steps 1: ethanol / Reflux 2: sodium perborate tetrahydrate; acetic acid / water / 25 °C | ||
Multi-step reaction with 2 steps 1: Oxone / dichloromethane; water / 0.5 h / 20 °C 2: acetic acid | ||
Multi-step reaction with 2 steps 1: ethanol / Reflux 2: 3-chloro-benzenecarboperoxoic acid; acetic acid / water / 34.84 °C | ||
With pyridine; copper(I) bromide In toluene at 60℃; for 20h; | ||
With oxygen In chlorobenzene at 160℃; for 24h; Autoclave; | ||
With perchloric acid; tetrabutylammonium bromochromate; acetic acid In water at 29.84℃; | ||
With pyridine; oxygen; copper(I) bromide In toluene at 60℃; for 24h; | ||
With pyridine; copper(I) bromide In toluene at 60℃; for 24h; | ||
With pyridine; oxygen; copper(I) bromide In toluene at 60℃; for 20h; | 2.1 General Procedure for the Synthesis of Symmetrical Azobenzenes. General procedure: A mixture of CuBr (4.2 mg, 0.03 mmol), pyridine (8.7 mg, 0.09 mmol), andarylamine (1 mmol) in toluene (4 mL) was stirred at 60 °C under air (1 atm) for 20 hand then cooled to room temperature and concentrated under vacuum. The residuewas purified by flash chromatography on a short silica gel column, eluting withpetroleum ether, to afford the desired products. | |
With manganese(II) hydroxide; oxygen In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 16h; | Catalytic Experiment General procedure: The anilines oxidation coupling reaction was carried out in a glass reactor under oxygen (1 bar). A mixture of reactants, catalyst, and solvent was placed into the reactor. The reaction mixture was vigorously stirred at the designed temperature for the required time. After reaction, the reaction system was cooling toroom temperature, and the catalyst was separated from the mixture by centrifugation and the conversion was determined by GC. | |
With manganese(IV) oxide In toluene Reflux; | ||
With oxygen; copper(l) chloride In acetonitrile at 20℃; for 6h; Schlenk technique; | Typical Experimental Procedures for Preparation of Azobenzenes: General procedure: Into a round-bottomed flask (300 mL), p-fluoroaniline (2.88 mL, 30 mmol) was placed and covered with acetonitrile (120 mL). To the mixture was added CuCl (594 mg, 6 mmol) under O2 atmosphere. A few minutes later, the resulting black solution was stirred overnight at room temperature. The solution was treated with an aqueous NaHCO3 solution (50 mL) and the aqueous layer was extracted three times with Et2O (20 mL). The combined organic extracts were washed with brine, dried over Na2SO4. The black solution was filtered oncelite and subsequently on silica gel (50:1 hexane-ethyl acetate as an eluent) and concentratedin vacuo. Recrystallization (CH2Cl2-hexane) of the resulting solids gave1,2-bis(4’-fluorophenyl)diazene as red needle crystals in 86 % yield (2.81 g, 12.9 mmol). Other symmetric azobenzenes were prepared according to the similar procedure. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | With N-Bromosuccinimide In tetrachloromethane for 20h; Heating; | |
35% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 70℃; | |
35% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 70℃; |
35% | With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 70℃; | 3, 3'-Bis(bromomethyl)azobenzene (10a) To a solution of compound 9a (1.30 g, 6.18 mmol) in 60 mL of CC14 was added NBS (2.50 g, 14.2 mmol) and AIBN (80 mg, 0.48 mmol). The resultant solution was stirred overnight at 70°C, then filtered and the filtrate was washed with hot water and brine and dried (MgS04). After evaporation the product was recrystallized from acetonitrile yielding 800 mg (35%) of an orange solid. Mp. 140-141 °C. iH-NMR (400 MHz, CDCI3): δ 7.95 (m, 2H), 7.87 (m, 2H), 7.52 (m, 4H), 4.59 (s, 4H). -NMR spectrum in agreement with published data.34 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With disodium telluride In tetrahydrofuran; N,N-dimethyl-formamide at 70℃; for 5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With [(-Ti(H2O)(OH)-O-Ti(H2O)(OH)-O-)*(O*-O-)]n; dihydrogen peroxide In methanol at 25℃; for 0.583333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With formic acid; zinc In methanol at 20℃; for 0.0833333h; | |
95% | With ammonium formate; nickel In methanol at 20℃; for 0.0833333h; | |
95% | With zinc In methanol at 25℃; for 0.133333h; Inert atmosphere; |
94% | With ammonium acetate; zinc In methanol at 20℃; for 0.0666667h; | |
90% | With ammonium bromide; aluminium In methanol for 0.25h; sonication; | |
90% | With ethanol; iron; calcium chloride at 60℃; for 0.416667h; | |
89% | With potassium hydroxide In isopropyl alcohol at 82.84℃; for 2h; | |
84% | With perchloric acid In isopropyl alcohol; acetonitrile at 25℃; for 0.666667h; Inert atmosphere; Irradiation; | |
With zinc; hydrazinium monoformate In methanol for 0.1h; Heating; | ||
With SO2 In hydrogenchloride in the presence of I2, HI, or KI; | ||
With SO2 In sulfuric acid in the presence of I2, HI, or KI; | ||
With magnesium In methanol at 25℃; for 0.166667h; Inert atmosphere; | General Procedure for the Reduction of Azo Compounds General procedure: The experimental procedure for our reduction of azo compounds using CSF and magnesium is very simple. To a flame-dried flask equipped with a magnetic stirrer and condenser, the suspension of appropriate azo compound (5 mmol) in methanol (15 mL), CSF (1 g), and magnesium (5 mmol) were added and stirred under a nitrogen atmosphere at room temperature. Progress of the reaction was monitored by TLC until the starting material was consumed completely. Then the catalyst and resin were removed by filtration, and the solvent was evaporated under vacuum. All of the products were puried by silica-gel chromatography eluted with PE-EtOAc 5:1 and characterized by comparison of their TLC, melting points, IR spectra, 1H NMR , and 13C NMR spectra. | |
With sulfur dioxide In hydrogenchloride in the presence of I2, HI, or KI; | ||
With sulfur dioxide In sulfuric acid in the presence of I2, HI, or KI; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With N-iodo-succinimide; palladium diacetate; toluene-4-sulfonic acid In acetonitrile at 20℃; for 20h; | |
41% | With N-iodo-succinimide; acetic acid at 100℃; for 12h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | In toluene under N2, addn. of azotoluene soln. to soln. of Sm-complex, stirring for 6 hours, removal of solvent in vacuo (glove box); recrystn. from toluene (-34 ° C) ;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | With acetic acid | |
55% | With acetic acid In water Reflux; | |
55% | With acetic acid | 3,3'-Dimethylazobenzene (9a) Compound 8a (500 mg, 4.13 mmol) and 3-methylaniline (369 mg, 3.44 mmol) were dissolved in glacial acetic acid (33 mL) and the mixture was stirred overnight. The solution was diluted with water and extracted with ethyl acetate. The organic phase was washed four times with water and once with brine and dried (MgS04). The crude product was filtered through silica yielding 400 mg (55%) of an orange solid. iH-NMR (400 MHz, CDCI3): δ 7.70-7.74 (m, 4H), 7.41 (appt, J=8.0 Hz, 2H), 7.29 (d, J=7.6 Hz, 2H), 2.46 (s, 6H). -NMR spectrum in agreement with published data.34 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sodium tetrafluoroborate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; silver carbonate In tert-Amyl alcohol at 110℃; for 16h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) triflimide In 1,2-dichloro-ethane at 90℃; for 36h; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) triflimide In 1,2-dichloro-ethane at 90℃; for 36h; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 130℃; for 24h; Green chemistry; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With tetrakis(triphenylphosphine) palladium(0); silver(I) nitrite; ammonium nitrate In 1,2-dichloro-ethane at 90℃; for 60h; | 8 In a closed reaction vessel0.3 mmol of 3,3'-dimethylazobenzene,0.05 mmol of tetrakis (triphenylphosphine) palladium,0.6 mmol silver nitrite,0.6 mmol of ammonium nitrate,3.5 mL DCE,The reaction mixture was stirred at 90 ° C for 60 hours.After the reaction was stopped, the mixture was cooled to room temperature, and 10 mL of dichloromethane was added to the reaction mixture,The solvent was removed by decompression under reduced pressure and the residue was purified by column chromatography [GF254 silica gel (100-200 mesh)The eluent was purified by purification of V (petroleum ether) / V (ethyl acetate) = 6/1]The brown liquid 2-nitro-5,5'-dimethylazobenzene was obtained in a yield of 90%.2-nitro-5,5'-dimethylazobenzene (0.3 mmo 1), zinc powder (0.45 mol 1), formic acid (1.5 mL)In a methanol solvent at room temperature under nitrogen for 24 hours,A yellow solid of 4-methyl-1,2-phenylenediamine was obtained in a yield of 90%. |
72% | With tert.-butylnitrite; tetrabutylammomium bromide; oxygen; palladium diacetate In chlorobenzene at 80℃; for 24h; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In tetrahydrofuran at 60℃; for 20h; Sealed tube; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In tetrahydrofuran at 60℃; for 20h; Sealed tube; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In methanol at 80℃; for 8h; Sealed tube; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer at 80℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer at 80℃; for 24h; | |
55% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer at 80℃; for 8h; | 4 Preparation of Sinolinone Derivative Using Methanol Solvent In the above Examples 1 to 3, a cinnolinone derivative was prepared by reacting in an ethanol solvent under a rhodium catalyst ([RhCp * Cl 2] 2)In this Example, a sino-ranol derivative was prepared by reacting an azobenzene derivative with a dihalogenated Meldrum's acid in a methanol solvent.Specifically, as shown in the following Reaction Scheme 5, 2.5 mol% rhodium catalyst, 10 mol% AgSbF6,And 1.0 ml of a methanol solvent, 0.2 mmol of an azobenzene derivative and 150 mol% of 5-diazo-2,2-dimethyl-1,3-dioxo-4,6- , 2-dimethyl-1,3-dioxane-4,6-dione, hereinafter 2a) was reacted at 80 ° C for 8 hours,The final product was separated by column chromatography and the yield was determined. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In tetrahydrofuran at 80℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 110℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 110℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 110℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With gold-ceria nanoparticle; carbon monoxide In toluene at 150℃; for 9h; Autoclave; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | With gold-ceria nanoparticle; carbon monoxide In toluene at 150℃; for 27h; Autoclave; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With tert.-butylhydroperoxide; trimethylsilylazide; palladium diacetate In decane; dimethyl sulfoxide at 100℃; for 22h; Inert atmosphere; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34% | With tert.-butylhydroperoxide; water In acetonitrile at 120℃; for 24h; Sealed tube; | 4.2. Typical procedure for TBHP-mediated reaction of alcoholswith azobenzenes General procedure: The mixture of azobenzenes 1 (0.25 mmol), alcohols 2(0.5 mmol), TBHP (1 mmol) and CH3CN (1 mL) were added into a sealed tube under air. After being stirred vigorously at 120 °C for 24 h, the mixture was evaporated under vacuum. The corresponding product was isolated by silica gel column chromatography with a petroleum ether/ethyl acetate mixture as eluent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With [CoCp*(CO)I2]; silver(I) acetate In 1,2-dichloro-ethane at 130℃; for 24h; Sealed tube; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With Pd(1,3,4,5-tetramethylimidazol-2-ylidene)<SUB>2</SUB>(diphenylacetylene) In benzene-d6 at 20℃; for 2.5h; Inert atmosphere; | |
With pyridine-4-carbonitrile In pentane at 70℃; for 24h; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With ethylaluminum dichloride In hexane; dichloromethane at 0℃; for 1.33333h; Inert atmosphere; | Typical Procedure for the Synthesis of Compounds 2. General procedure: To a stirred mixture of cyclobutanone 1c (400 mg, 2.20 mmol) and azobenzene (100 mg, 0.55 mmol) in CH2Cl2 (2 mL) was added EtAlCl2 (1.07 M solution in hexane, 1.02 mL, 1.22 mmol) at 0 °C. The reaction mixture was stirred at the same temperature for 80 min. The reaction was quenched by addition of potassium sodium tartrate, and the mixture was extracted with ethyl acetate. Combined organic extracts were washed with brine, dried over anhydrous sodium sulfate, filtrated, and concentrated. The crude product was purified by preparative thin-layer chromatography on silica gel (hexane-ethyl acetate = 3/2) to afford 2c (170.1 mg,0.53 mmol, 97 %) as a yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | Stage #1: 3,3'-dimethylazobenzene; bis(pinacol)diborane With pyridine-4-carbonitrile In pentane at 70℃; for 24h; Inert atmosphere; Stage #2: With water In pentane at 20℃; for 0.25h; | 8 This example is an example of synthesizing 4,4'-dimethylhydrogenazobenzene by the method of: 42.1 mg (0.2 mmol) of 3,3'-dimethylazo, 76.3 mg (0.3 mmol) of bis (pinacolato) diborane,(0.04 mmol) of 4-cyanopyridine, 1.0 mL of n-pentane, sealed with nitrogen gas, and reacted at 70C for 24 hours. PlusAfter stirring at room temperature for 15 min, the solvent was distilled off, CH2Br2 was added as an internal standard, and 1 H-NMRThe yield of 3,3'-dimethylhydrogenazobenzene was 96%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With Pd(1,3,4,5-tetramethylimidazol-2-ylidene)<SUB>2</SUB>(diphenylacetylene) In benzene-d6 at 20℃; for 2.5h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In 1,2-dichloro-ethane at 130℃; for 24h; Sealed tube; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In 1,2-dichloro-ethane at 130℃; for 24h; Sealed tube; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With copper (II) carbonate hydroxide; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate In 1,2-dichloro-ethane at 110℃; for 24h; Sealed tube; | |
50% | With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; oxygen; copper diacetate In 1,2-dichloro-ethane at 100℃; for 24h; | 3 Experimental Procedures General procedure: Under air, a 20 mL Schlenk tube equipped with a stir bar was charged with 1 (0.2mmol), 2 (0.4 mmol), [Cp*RhCl2]2 (5 mg, 4 mol %), AgSbF6 (11 mg, 16 mol %),Cu(OAc)2 (11 mg, 30 mol %), in DCE (2 mL), under 100 oC for 24 h in oil bath.After the completion of the reaction, the solvent was concentrated in vacuum and theresidue was purified by flash column chromatography on silica gel with petroleumether-EtOAc as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With potassium hexafluorophosphate; dipotassium peroxodisulfate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In acetonitrile at 110℃; for 24h; Sealed tube; regioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With indium(III) triflate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In 1,2-dichloro-ethane at 80℃; for 10h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
38.8 mg | [2] 3,3'-dimethylazobenzene (105.2 mg, 0.5 mmol) was added to a closed reaction vessel.Bis(dibenzylideneacetone)palladium (28.8 mg, 0.05 mmol), N-fluorobisbenzenesulfonamide (0.315 g, 1 mmol), potassium nitrate (10.1 mg, 0.1 mmol), dichloromethane (2.5 mL).The reaction mixture was stirred at 55 C for 12 h. Stop the reaction and mix 10mL with BDilute with ethyl acetate, filter and remove the solvent under reduced pressure.The residue was separated and purified by column chromatography [GF254 silica gel; 100-200 mesh; the solvent was V (petroleum ether) / V (ethyl acetate) = 20/1].The eluate containing the product is collected, and the eluent is evaporated to remove the solvent.a mixture of 3,3'-dimethylazobenzene and 2-fluoro-5,5'-dimethylazobenzene. [3] The obtained mixture of all 3,3'-dimethylazobenzene and 2-fluoro-5,5'-dimethylazobenzene was dissolved in 5 mL of ethanol.Sodium borohydride (56.7 mg, 1.5 mmol) and cuprous chloride (99.0 mg, 1.0 mmol) were added portionwise, and the mixture was stirred at room temperature for 10 min.The reaction solution was evaporated to dryness under reduced pressure.The organic phase was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure and separated by column chromatography (eluent ratio: petroleum ether to ethyl acetate volume ratio 20:1).The eluate containing the product was collected, and the solvent was evaporated to give 2-fluoro-5-methylaniline 38.8 mg (yield: 62%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-fluorobis(benzenesulfon)imide; potassium nitrate; bis(dibenzylideneacetone)-palladium(0) In dichloromethane at 55℃; for 12h; Sealed tube; | 7.2 [2] 3,3'-dimethylazobenzene (105.2 mg, 0.5 mmol) was added to a closed reaction vessel.Bis(dibenzylideneacetone)palladium (28.8 mg, 0.05 mmol), N-fluorobisbenzenesulfonamide (0.315 g, 1 mmol), potassium nitrate (10.1 mg, 0.1 mmol), dichloromethane (2.5 mL).The reaction mixture was stirred at 55 ° C for 12 h. Stop the reaction and mix 10mL with BDilute with ethyl acetate, filter and remove the solvent under reduced pressure.The residue was separated and purified by column chromatography [GF254 silica gel; 100-200 mesh; the solvent was V (petroleum ether) / V (ethyl acetate) = 20/1].The eluate containing the product is collected, and the eluent is evaporated to remove the solvent.a mixture of 3,3'-dimethylazobenzene and 2-fluoro-5,5'-dimethylazobenzene. | |
67 %Chromat. | With N-fluorobis(benzenesulfon)imide; potassium nitrate; bis(dibenzylideneacetone)-palladium(0) In ethyl acetate at 55℃; for 12h; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
55% | With VCl2(C4OH8)2 In toluene at 110℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | With barium In tetrahydrofuran at 20℃; for 8h; Inert atmosphere; Schlenk technique; | General Experimental Procedure for Propargylation of Azobenzenes Using MetallicBarium (Tables 2-4): General procedure: Freshly cut barium (small pieces, 0.75 mmol), propargylic tosylate (0.75 mmol), and azobenzene (0.25 mmol) were placed in a Schlenk tube (25 mL) under an argon atmosphere and covered with dry THF (1 mL). Then the mixture was stirred for 14 h at room temperature. The mixture was treated with sat. NH4Cl aq. (10 mL), and the aqueous layer was extracted three times with Et2O (10 mL each). The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated in vacuo after filtration. The residual crude product was purified by column chromatography on silica gel (hexane-methanol, 50:1) to afford the propargylic hydrazine. The chemical yield was determined by 1H NMR spectroscopy using 1,4-bis(trimethylsilyl)benzene as an internal standard. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | In dichloromethane at 20℃; for 24h; Irradiation; | 10 Example 10 A synthetic method of N,N'-diarylbenzohydrazide compounds: This method refers to adding 3,3'-dimethylazobenzene 1j (42.0 mg, 0.2 mmol), benzoylformic acid 2a (30.0 mg, 0.2 mmol, 1 equiv) in dichloromethane (3.0 mL), Stir the reaction at room temperature and 15 W blue LED irradiation until the reaction is completed for 24 h (the reaction is complete by TLC monitoring) to obtain the reaction mixture; the reaction mixture is distilled under reduced pressure to remove the solvent and silica gel column chromatography is used to obtain N,N'-di(m-tolyl)benzohydrazide (3ja). White solid; Yield: 58.2 mg (92%); |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper diacetate; silver(I) triflimide In 1,2-dichloro-ethane at 110℃; for 24h; Inert atmosphere; | Representative Procedure for the Synthesis of Products General procedure: A reaction tube (25 mL) equipped with a magnetic stirrer bar was charged with azobenzene 1 (0.20 mmol), α-Clketone 2 (0.40 mmol), [Cp*RhCl2]2 (6.2 mg, 5.0 mol %), AgNTf2 (15 mg, 20 mol %), Cu(OAc)2 (72.6 mg, 2.0equiv) and 1,2-dichloroethane (2.0 mL). The reaction mixture was stirred at 110 °C for 24 h under nitrogen. Aftercooled to room temperature, the resulting mixture was diluted by ethyl acetate (20 ml). The organic phase wasremoved under reduced pressure and the residue was purified by silica gel chromatography (eluent: petroleumether/ethyl acetate = 80:1-20:1) to afford the desired product 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With methylene blue In acetonitrile at 20℃; Irradiation; | 10 Example 10 4-Phenyl-1,2-bis(m-tolyl)-1,2,4-triazolidine Combine 3,3'-dimethylazobenzene (42.0 mg, 0.2 mmol), N-phenylglycine (75.6 mg, 0.5 mmol, 2.5 equiv.), methylene blue (1.9 mg, 0.006 mmol, 3.0 mol%) and Acetonitrile (3 mL) was added to a glass reaction tube equipped with a magnetic stir bar. The reaction was stirred at room temperature and 6 W white LED irradiation until the reaction was complete as detected by TLC. After the reaction mixture was concentrated by distillation under reduced pressure, and separated and purified by column chromatography (petroleum ether/ethyl acetate = 200:1), 4-phenyl-1,2-bis(m-tolyl)-1,2,4-Triazolidine was obtained. |
Tags: 588-04-5 synthesis path| 588-04-5 SDS| 588-04-5 COA| 588-04-5 purity| 588-04-5 application| 588-04-5 NMR| 588-04-5 COA| 588-04-5 structure
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :