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CAS No. : | 4595-59-9 |
Formula : | C4H3BrN2 |
M.W : | 158.98 |
SMILES Code : | C1=NC=NC=C1Br |
MDL No. : | MFCD00006117 |
InChI Key : | GYCPLYCTMDTEPU-UHFFFAOYSA-N |
Pubchem ID : | 78344 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
41% | With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran at 20℃; for 17 h; | 5-Bromopyrimidine (8 g, 50.3 mmol) was taken in anhydrous THF (160 mL) followed by the addition of cyclopropylmagnesium bromide (106 mL, 52.8 mmol, 0.5 M solution in THF) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour, and then treated with a solution of 2,3-dichloro-5,6-dicyano-l,4-benzoquinone (1 1.42 g, 50.3 mmol) in THF (26 mL). The resultant brown mixture was allowed to stir at room temperature for 16 hours and then evaporated under reduced pressure. The brown solid was suspended in water and extracted with dichloromethane (3x50 mL). The combined organics were washed with a IN aqueous solution of sodium hydroxide (2x15 mL), water, and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude material was purified by silica gel chromatography using 160 g BIOTAGE.(R). column eluting with hexanes/EtOAc (9: 1) to provide Intermediate 61 as a pale yellow solid (4.1 g, 41 percent yield). MS (ES): m/z=199.05 [M+H]+. Intermediate 61 was used in the synthesis of Example 214. |
20% | at 0 - 20℃; for 1 h; Inert atmosphere | To a solution of 5-bromopyrimidine (3 g, 18.87 mmol) in Et20 (120 mL) and THF (20ml) was added cyclopropylmagnesium bromide (39.6 mL, 19.81 mmol) at 0°C. The resulting white suspension was stirred at rt for lh and quenched with water (0.340 mL, 18.87 mmol) followed by addition of DDQ (4.28 g, 18.87 mmol) in THF (10ml). The resulting black mixture was stirred at room temperature overnight. The reaction mixture was extracted with EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with NaOH (IN) and brine. The crude product was purified by Biotage (0-15percent EtOAc/hexanes, 1.2L) to afford the title compound (700 mg, 20percent) as a yellow solid. XH NMR (500 MHz, CC13D) δ ppm 8.87 (1 H, s), 8.66 (1 H, s), 2.40-2.56 (1 H, m), 1.13-1.32 (4 H, m). |
20% | Stage #1: at 0 - 20℃; Stage #2: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; diethyl ether at 20℃; |
Preparation 11 A: 5-Bromo-4-cyclopropylpyrimidine [00148] To a solution of 5-bromopyrimidine (3 g, 18.87 mmol) in Et20 (120 mL) and THF (20ml) was added cyclopropylmagnesium bromide (39.6 mL, 19.81 mmol) at 0 °C. The resulting white suspension was stirred at room temperature for lh and quenched with water (0.340 mL, 18.87 mmol) followed by addition of DDQ (4.28 g, 18.87 mmol) inTHF (10ml). The resulting black mixture was stirred at room temperature overnight. The reaction mixture was extracted with EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with NaOH (IN) and brine. The crude product was purified by BIOTAGE® (0-15percent EtOAc/hexanes, 1.2L) to afford the title compound (700 mg, 20percent) as a yellow solid. XH NMR (500 MHz, chloroform-d) δ ppm 8.87 (1 hr, s), 8.66 (1 hr, s), 2.40-2.56 (1 hr, m), 1.13-1.32 (4 hr, m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58.7% | With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90℃; for 12h; | (1) Preparation of tert-butyl 4-(pyrimidin-5-yl)piperazin-1-carboxylate To a 100 mL eggplant-shaped bottle were added 5-bromopyrimidine (3.16 g, 20 mmol), tert-butyl piperazin-1-carboxylate (3.72 g, 20 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (2.49 g, 4 mmol), cesium carbonate (13.0 g, 40 mmol) and tris(dibenzylideneacetone)dipalladium (1.83 g, 2 mmol); and toluene (80 mL) was added. The reaction was carried out at 90Cunder the protection of nitrogen for 12 h. The mixture was filtrated under suction, the filtrate was concentrated, and the crude product was purified by silica gel column chromatography (dichloromethane: methanol=50:1) to get the title compound (3.1 g, yield: 58.7%). |
Argon is bubbled for 15 minutes into a mixture of 9.3 g of tert-butyl 1-piperazinecarboxylate, 7.95 g of 5-bromopyrimidine and 6.5 g of sodium tert-butoxide in 250 ml of toluene, which is then heated at reflux, 0.277 g of palladium acetate and 1.7 ml of tri-tert-butylphosphine are added and reflux is continued for 24 hours. 0.277 g of palladium acetate is added and the mixture is heated at reflux for 8 hours. The reaction mixture is cooled to AT, water is added, the mixture is subjected to extraction with AcOEt, the organic phase is filtered and dried over Na2SO4 and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM, then with a DCM/AcOEt (50/50; v/v) mixture and finally with a DCM/MeOH (95/5; v/v) mixture. This gives 3.95 g of the expected product following recrystallization from a DCM/hexane/iso ether mixture. | ||
With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In toluene; for 16h;Reflux; Inert atmosphere; | General procedure: 2-Chloro-4-iodotoluene (250muL, 1.78mmol), 1-Boc-piperazine (398mg, 2.14mmol), Pd2(dba)3 (40.8mg, 0.045mmol), Xantphos (103mg, 0.178mmol) and potassium tert-butoxide (280mg, 2.50mmol) were dissolved in toluene (5mL) and heated at reflux for 16h under N2. The reaction was then concentrated and dissolved in EtOAc (20mL), filtered through celite and washed with additional EtOAc (50mL). The organic layer was washed with water (2×20mL) and brine (2×20mL), then dried with Na2SO4 and concentrated in vacuo. The crude residue was then purified by column chromatography (100% CyHex to 10% EtOAc/CyHex) to obtain the protected intermediate as an oil (436mg, 79%). MS, m/z=311 (100) [M+H]+, 313 (30). The intermediate was then dissolved in a 1:3 mixture of TFA/DCM (4mL) and stirred at 20C for 1h. The solvent was then evaporated in vacuo and the crude residue dissolved in EtOAc (10mL) which was then successively washed with a 10% NaHCO3 solution (10mL), water (10mL) and brine (10mL). The organic layer was then dried with Na2SO4 and concentrated in vacuo to obtain 106 as a solid (288mg, 97%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84.2% | With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water; at 80℃; for 24h; | To a suspension of 5-bromopyrimidine (1.59 g), 4-methyl-3-nitrophenylboronic acid (2.35 g) and tetrakis(triphenylphosphine)-palladium (578 mg) in 1,2-dimethoxyethane (20 ml) was added an aqueous solution of sodium carbonate (2M, 13 ml) followed by stirring at 80 C. for 24 hours.. The mixture was diluted with dichloromethane and washed with water and brine.. The organic layer was dried over magnesium sulfate and evaporated under reduced pressure.. The residue was triturated with methanol.. The resulting precipitated was collected by filtration, washed with methanol and diisopropyl ether and dried to give 5-(4-methyl-3-nitrophenyl)-pyrimidine (918 mg, 84.2%).NMR (CDCl3, δ): 2.56 (3H, s), 7.68 (1H, d, J=8.0 Hz), 8.10 (1H, dd, J=8.0 Hz, 1.8 Hz), 8.42 (1H, d. J=1.8 Hz), 9.23 (3H, s) APCI-Mass m/z: 216 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; for 48h;Heating / reflux; | A mixture of the product from step (ii) (0.2g), 5-BROMOPYRIMIDINE (0.16g), sodium carbonate (0.21g) and tetrakistriphenylphosphine palladium (0) (0. 05g) in dioxane (6ML) was heated under reflux for 48h. The mixture was partitioned between EtOAc and water, the organics separated, dried, and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 20% EtOAc/isohexane. Yield 0.283g. MS: APCI (+ve): 297/9 (M+1) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With potassium carbonate;palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In o-xylene; water; at 140℃; for 17h;Inert atmosphere; | Step 1: 1-Methyl-3-(pyrimidin-5-ylamino)-1H-pyrazole-4-carboxylic acid ethyl ester Under an atmosphere of argon, palladium(II) acetate (79 mg), and subsequently xantphos (4,5-bis(diphenylphosphino)-9,9-dimethylxanthene, 256 mg) was added to a mixture of 5-bromopyridine (2.0 g), <strong>[21230-43-3]3-amino-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester</strong> (1.5 g), K2CO3 (2.2 g), water (0.33 ml), and o-xylene (20 ml). The mixture was heated to 140 C. for 17 h. Upon cooling and addition of dichloromethane (50 ml), the mixture was filtered and concentrated under vacuum. The title compound (1.52 g, 69%) was obtained from the residue by column chromatography (silica gel, cyclohexane/ethyl acetate gradient). MS (m/e)=248.2 [M+H+]. |
69% | With potassium carbonate;palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In o-xylene; water; at 140℃; for 17h; | Under an atmosphere of argon, palladium(II) acetate (79 mg), and subsequently xantphos (4,5- bis(diphenylphosphino)-9,9-dimethylxanthene, 256 mg) was added to a mixture of 5- bromopyridine (2.0 g), 3-amino-l-methyl-lH-pyrazole-4-carboxylic acid ethyl ester (1.5 g), 2CO3 (2.2 g), water (0.33 ml), and o-xylene (20 ml). The mixture was heated to 140C for 17 h. Upon cooling and addition of dichloromethane (50 ml), the mixture was filtered andconcentrated under vacuum. The title compound (1.52 g, 69%) was obtained from the residue by column chromatography (silica gel, cyclohexane / ethyl acetate gradient).MS (m/e) = 248.2 [M+H+]. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,2-dimethoxyethane; water; at 150℃; for 0.25h;Microwave irradiation; | Preparation 134: 2-Chloro-4-(pyrimidin-5-yl)aniline; [00304] To a mixture of 4-amino-3-chlorophenylboronic acid pinacol ester (0.1 10g, 0.434 mmol), 5-bromopyrimidine (0.090 g, 0.56 mmol), 1 ,1 '- bis(diphenylphosphino)ferrocene)-dichloropalladium(ll) DCM complex (23 mg, 0.028 mmol) was added anhydrous DME (3.0 mL) followed by 2M aqueous sodium carbonate (0.53 mL, 1 .06 mmol). The microwave vial was heated at 150C for 15 minutes under microwave irradiation. The reaction was partitioned between ethyl acetate (60 mL) and a saturated aqueous NaHC03 solution (15 mL). The organic layer was washed with a saturated aqueous NaHC03 solution (15 mL), dried (Na2S04) and concentrated in vacuo. The residue was purified using preparative TLC eluting with 20% ethyl acetate in CH2CI2. The product band was recovered and stirred with 2% MeOH in ethyl acetate / CH2CI2 (v/v; 1 :5) (20 mL). The silica was removed by filtration, washed with ethyl acetate / CH2CI2 (v/v; 1 :1 ) (2 x 5 mL) and acetone (3 x 4 mL) to give the title compound as a white solid (0.075 g, 84%). 1 H-NMR (500 MHz, DMSO-d6) 5.72 (s, 2H), 6.91 (d, J = 8.4, 1 H), 7.51 (dd, J = 2.2, 8.3 Hz, 1 H), 7.72 (d, J = 2.2 Hz, 1 H), 9.04, 9.05 (2 x s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
24% | With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; at 70.0℃; for 12.0h;Sealed tube; Inert atmosphere; | Preparation 75A: 2-Fluoro-3-( rimidin-5-yl)benzonitrile[00274] A sealed tube apparatus was charged with a solution containing 5- bromopyrimidine (1 g, 6.29 mmol), sodium carbonate (3.33 g, 31.4 mmol), and 3-cyano- 2-fluorophenylboronic acid (1.037 g, 6.29 mmol) in a mixture of DME (Ratio: 2, Volume: 31.4 ml), water (Ratio: 1.000, Volume: 15.72 ml), and EtOH (Ratio: 1.000, Volume: 15.72 ml) at ambient temperature. Tetrakis(triphenylphosphine) palladium(O) (0.363 g, 0.314 mmol) was then added and the system was purged with nitrogen, sealed, and heated to 70 C for 12h. The vessel was cooled to room temperature and diluted with EtOAc and water. The mixture was further diluted with brine and extracted three times with EtOAc. The combined organics were dried over MgS04, filtered, and concentrated to give the crude product. The crude material was purified by flash chromatography on silica using an ISCO machine (40 g S1O2 column, 40 mL/min, 0-40% EtOAc/hexanes over 15 minutes, tr = 8 minutes) to afford the title compound (300 mg, 24%). ESI MS (M+H)+ = 200.0. ¾ NMR (400 MHz, DMSO-d6) delta ppm 9.28 (1 hr, s), 9.09 (2 hr, d, J=1.54 Hz), 8.02-8.12 (2 hr, m), 7.59 (1 hr, t, J=7.81 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate; In 1,2-dimethoxyethane; water; at 150℃; for 0.25h;Microwave irradiation; | Preparation 134 2-Chloro-4-(pyrimidin-5-yl)aniline To a mixture of <strong>[721960-43-6]4-amino-3-chlorophenylboronic acid pinacol ester</strong> (0.110 g, 0.434 mmol), 5-bromopyrimidine (0.090 g, 0.56 mmol), 1,1'-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) DCM complex (23 mg, 0.028 mmol) was added anhydrous DME (3.0 mL) followed by 2M aqueous sodium carbonate (0.53 mL, 1.06 mmol). The microwave vial was heated at 150 C. for 15 minutes under microwave irradiation. The reaction was partitioned between ethyl acetate (60 mL) and a saturated aqueous NaHCO3 solution (15 mL). The organic layer was washed with a saturated aqueous NaHCO3 solution (15 mL), dried (Na2SO4) and concentrated in vacuo. The residue was purified using preparative TLC eluting with 20% ethyl acetate in CH2Cl2. The product band was recovered and stirred with 2% MeOH in ethyl acetate/CH2Cl2 (v/v; 1:5) (20 mL). The silica was removed by filtration, washed with ethyl acetate/CH2Cl2 (v/v; 1:1) (2*5 mL) and acetone (3*4 mL) to give the title compound as a white solid (0.075 g, 84%). 1H-NMR (500 MHz, DMSO-d6) 5.72 (s, 2H), 6.91 (d, J=8.4, 1H), 7.51 (dd, J=2.2, 8.3 Hz, 1H), 7.72 (d, J=2.2 Hz, 1H), 9.04, 9.05 (2*s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | A similar procedure22 to that previously described for the preparation of 98 was followed using 4-acetamidophenylboronic acid pinacol ester (91) (0.10 g, 0.38 mmol), 5bromopyrimidine (93) (73 mg, 0.46 mmol), sodium hydrogen carbonate (97 mg, 1.15 mmol) and bis(triphenylphosphine)palladium(II) chloride (14 mg, 0.02 mmol) in toluene (2 mL), ethanol (1 mL) and water (0.5 mL). Purification by flash chromatography (hexane:ethyl acetate 1:1) afforded 99 as a pale brown solid (65 mg, 0.30 mmol, 80%). Rf = 0.15 (hexane:ethyl acetate, 1:1); mp 185-190 C; 1H NMR (400MHz; CDCl3) deltaH 2.19 (3H, s, CH3), 3.71 (1H, s, NH), 7.55 (2H, d, J = 8.6 Hz, H-2', H-6'), 7.74 (2H, d, J = 8.6 Hz, H-3', H-5'), 8.94 (2H, s, H-4, H-6) and 9.13 (1H, s, H-2); 13C NMR (100MHz, CDCl3) deltaC 23.7 (CH3), 120.4 (CH), 127.2 (CH), 128.8 (C), 134.0 (C), 139.5 (C), 154.3 (CH), 156.4 (CH) and 169.8 (C); IR (numax/cm-1) 826, 841, 1194, 1325 (C-N), 1416, 1517, 1541, 1600 (N-H), 1667 (C=O), 2852, 2923, 3043, 3097 and 3238 (N-H); MS (ESI, 70 eV) m/z 236 (MNa+, 100%); Found (MNa+, 236.0794), C12H11N3NaO requires 236.0794. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); sodium carbonate; In 1,4-dioxane; at 80℃; for 6.0h;Inert atmosphere; | To a stirred solution of <strong>[352359-22-9]{1-[(tert-butoxy)carbonyl]-6-chloro-1H-indol-2-yl}boronic acid</strong> (200 mg, 0.68 mmol) in 1, 4-dioxane (8 mL) under an inert atmosphere was added 5-bromopyrimidine (107 mg, 0.68 mmol) and sodium carbonate solution (1.0 M solution, 1.3 mL, 2.04 mmol) at room temperature. The reaction mixture was degassed under argon for 10 min. Pd(dppf)Cl2 (55 mg, 0.06 mmol) was added at room temperature and degassed under argon for 10 min. The reaction mixture was heated to 80 C. and stirred for 6 h. After consumption of starting material (by TLC), the reaction mixture was filtered through a pad of celite. The filtrate was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 40% EtOAc/hexane) to afford tert-butyl 6-chloro-2-(pyrimidin-5-yl)-1H-indole-1-carboxylate (150 mg, 0.45 mmol, 67%) as an off-white solid. 1H NMR (500 MHz, DMSO-d6): δ 9.22 (s, 1H), 8.99 (s, 2H), 8.20 (s, 1H), 7.71 (d, J=8.1 Hz, 1H), 7.37 (dd, J=8.7, 1.7 Hz, 1H), 7.00 (s, 1H), 1.33 (s, 9H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; | The compound 3a was synthesized in a solvent system of dioxane:water (5 mL: 1 mL), by treating 0.100 g of 5-bromopyrimidine(0.629 mmol) with 0.149 g of 4-biphenylboronic acid (0.754 mmol)along with 0.160 g of K 3 PO 4 (0.754 mmol) base and 0.014 g ofPd(PPh 3 ) 4 (2.00 mol%) catalyst Yellowish white solid compoundC 16 H 12 N 2 (i.e. 3a) was obtained with mp 65-70 C and Yield 87%.1 HNMR (CDCl 3 , 400 MHz) δ = 9.23 (s, 1H), 9.03 (s, 2H), 7.77 (d, 2H,J = 12.00 Hz), 7.65 (m, 4H), 7.49 (t, 2H, J = 8.00 Hz), 7.40 (m, 1H)(Fig. S1), 13 C NMR (CDCl 3 , 100 MHz) δ = 155.67 (CH), 154.61 (CH),142.57 (C), 139.84 (C), 134.54 (C), 132.06 (C), 129.02 (CH),128.35(CH), 128.04 (CH),127.45 (CH),127.14 (CH) (Fig. S2), IR (neat, cm -1 )υ = 3033 (s), 1541 (s), 1488 (m), 1408 (s), 998 (m), 844 (m), 766(s), 724 (m), 688 (m), 629 (w-m), 569 (w), 515 (w) (Fig. S3), ElementalAnalysis: C, 82.73; H, 5.21; N, 12.06. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); copper (I) iodide; triethylamine; In tetrahydrofuran; at 40℃; for 48h;Inert atmosphere; | General procedure: Tris(4-ethynylphenyl)amine 7 (0.25 mmol) and correspondinghalogenated diazine 4ab or 5ac or 6 (1 mmol) were dissolved in dryTHF (10 ml) and Et3N (2.5 ml). Argon was bubbled through the solutionfor 10 min, whereupon [PdCl2(PPh3)2] (16 mg, 0.09 eq.) and CuI (4 mg,0.09 eq.) were added. The reaction mixture was stirred under argonatmosphere at 40 .C for 48 h. The solvents were evaporated in vacuo andthe residue was taken up in aq. NH4Cl (50 ml) and was extracted withCH2Cl2 (2 × 50 ml). The combined organic extracts were dried (Na2SO4)×and the solvents were evaporated in vacuo. The crude product was purifiedby column chromatography. |
Tags: 5-Bromopyrimidine | Pyrimidines | Bromides | Organic Building Blocks | Heterocyclic Building Blocks | 4595-59-9
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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 |
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