Structure of 579514-75-3
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CAS No. : | 579514-75-3 |
Formula : | C11H12FNO4 |
M.W : | 241.22 |
SMILES Code : | O=C(OC(C)(C)C)C1=CC=C(F)C([N+]([O-])=O)=C1 |
MDL No. : | MFCD16620871 |
InChI Key : | QWDYAIDDFCNTKJ-UHFFFAOYSA-N |
Pubchem ID : | 58748597 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 17 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.36 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 60.96 |
TPSA ? Topological Polar Surface Area: Calculated from | 72.12 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 2.14 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 2.6 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 3.11 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 2.16 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 0.76 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 2.16 |
Log S (ESOL):? ESOL: Topological method implemented from | -2.97 |
Solubility | 0.258 mg/ml ; 0.00107 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (Ali)? Ali: Topological method implemented from | -3.76 |
Solubility | 0.0416 mg/ml ; 0.000172 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | -2.96 |
Solubility | 0.263 mg/ml ; 0.00109 mol/l |
Class? Solubility class: Log S scale | Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg | High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg | Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) | No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) | Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) | Yes |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) | No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) | No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) | No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from | -5.93 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 0.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 0.0 |
Muegge? Muegge (Bayer) filter: implemented from | 0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat | 0.55 |
PAINS? Pan Assay Interference Structures: implemented from | 0.0 alert |
Brenk? Structural Alert: implemented from | 2.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from | No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) | 2.21 |
* 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 |
---|---|---|
58% | With boron trifluoride diethyl etherate; In diethyl ether; at 20℃;Inert atmosphere; | 4-Fluoro-3-nitrobenzoic acid (5.O g, 27.0 mmol) was dissolved in diethyl ether (70 mL) followed by addition of tert-butyl 2,2,2-trichloroacetimidate (6.05 ml, 32.4 mmol). BF3 OEt2 (0.137 mL, 1.08 mmol) was added dropwise via syringe, and the contents were stirred at room temperature overnight. Solid NaHCO3 (1.5 g) was added, and the mixture was stirred for an additional 30 min. The reaction mixture was diluted with ether, and the contents then concentrated in vacuo to dryness. The crude residue was purified by silica gel chromatography (eluent: 5-10% EtOAc in hexanes) to afford the product as an oil which solidifies on hi-vacuum drying (3.78 g, 58%). LC-MS (ES) m/z = 185.5 (M - t-butyl)+ 1H NMR (400 MHz, DMSO-d6) delta 8.51 (dd, J=I.3, 2.0 Hz, IH), 8.28 (ddd, J=8.6, 4.29, 2.3 Hz, IH), 7.73 (dd, J=I L l, 8.8 Hz, IH), 1.59 (s, 9 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In ethanol; | General procedure: To a solution fo <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (560 mg, 2.3 mmol) in 20mL of EtOH were added butan-1-amine (853 mg, 11.6 mmol) and stirred at rt for 2 h.The reaction mixture was concentrated to dryness, and the residue was dissolved inEtOAc (10 x 3 mL) and washed with brine (10 mL). The combined organic layerswere dried over MgSO4, and concentrated in vacuo to afford the product tert-butyl 4-(butylamino)-3-nitrobenzoate (35b) as yellow-orange solid (490 g, 72% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54% | With dmap; In tert-butyl alcohol; at 40℃; | To a solution of 4-fluoro-3-nitrobenzoic acid (100 g, 540.2 mmol) in t- butanol (2.5 L), DMAP (13.18 g, 108.04 mmol) and di tert-butyl dicarbonate (248 mL, 1080.4 mmol) were added and the reaction mixture was heated at 40C overnight. Upon completion, the reaction mixture was diluted with FLO and the aqueous phase was extracted with EtOAc (3 x 1.5 L). The combined organic layer was washed further with H20 (lx 1L), brine (lx 1L), and dried over Na2S04. The solvent was removed under reduced pressure and the crude material thus obtained was purified by column chromatography (100-200 mesh size S1O2 gel, eluting with a gradient of 100% Hex to 5% EtOAc in Hex) affording pure ter?-butyl-4-fluoro-3-nitrobenzoate (70 g, 54%) as light yellow solid. |
54% | With dmap; In tert-butyl alcohol; at 40℃; | To a solution of 4-fluoro-3-nitrobenzoic acid (100 g, 540.2 mmol) in tbutanol (2.5 L), DMAP (13.18 g, 108.04 mmol) and di tert-butyl dicarbonate (248 mL, 1080.4 mmol) were added and the reaction mixture was heated at 40C overnight. Upon completion, the reaction mixture was diluted with H20 and the aqueous phase was extracted with EtOAc (3 x 1.5 L). The combined organic layer was washed further with H20 (lx 1L), brine (lx 1L), and dried over Na2SO4. Thesolvent was removed under reduced pressure and the crude material thus obtained was purified by column chromatography (100-200 mesh size Si02 gel, eluting with a gradient of 100% hexane to 5% EtOAc in hexane) affording pure tertbutyl-4-fluoro-3-nitrobenzoate (70 g, 54%) as light yellow solid. |
54% | With dmap; In tert-butyl alcohol; at 40℃; | To a solution of 4-fluoro-3-nitrobenzoic acid (100 g, 540.2 mmol) in /-butanol (2.5 L), DMAP (13.18 g, 108.04 mmol) and di tert-butyl dicarbonate (248 mL, 1080.4 mmol) were added and the reaction mixture was heated at 40C overnight. Upon completion, the reaction mixture was diluted with H2O and the aqueous phase was extracted with EtOAc (3 x 1.5 L). The combined organic layer was washed further with H2O (lx 1L), brine (lx 1L), and dried over Na2SC>4. The solvent was removed under reduced pressure and the crude material thus obtained was purified by column chromatography (100-200 mesh size S1O2 gel, eluting with a gradient of 100% Hex to 5% EtOAc in Hex) affording pure tert- butyl - 4-fluoro-3-nitrobenzoate (70 g, 54%) as light yellow solid. |
49.8% | With dmap; In tert-butyl alcohol; for 24h; | To a solution of 4-fluoro-3-nitro benzoic aicd (370 mg, 2 mmol) in 10 mL of t-BuOH were added (BoC)2O (872 mg, 4 mmol) and DMAP (24 mg, 0.2 mmol). The solution was stirred for 24 hours. The solvent was evaporated. The residue was dissolved in ethyl acetate and washed with IN HCl. The separated organic phase was evaporated. The residue was subjected to a flash column chromatography on silica gel eluting with 12.5% EtOAc/Petroleum ether to give compound 0201 (240mg, 49.8%). 1H NMR (DMSO-J6): delta 1.55 (s, 9H), 7.69 (m, IH), 8.26 (m, IH), 8.48 (m, IH). |
43% | With dmap; In tetrahydrofuran; at 20℃; for 24h; | To a solution of 4-fluoro-3-nitro benzoic aicd (33) (5 g, 27 mmol) in 30 mL ofTHF were added (Boc)2O (6.25 mL, 54 mmol) and DMAP (329 mg, 2.7 mmol). Thesolution was stirred at room temperature for 24 h. The solvent was evaporated. Theresidue was dissolved in ethyl acetate and washed with 1 N HCl. The separatedorganic phase was evaporated. The residue was subjected to a flash columnchromatography on silica gel eluting to give tert-butyl 4-fluoro-3-nitrobenzoate (34)(2.24 g, 43% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70.7% | With potassium carbonate; In N,N-dimethyl-formamide; at 120℃; for 6h; | A mixture of piperazine(451 mg, 5.2 mmol), tert-butyl 4-fluoro-3-nitro-benzoate (211 mg, 0.9 mmol) and K2CO3 (234 mg, 1.7 mmol) in DMF(IO ml) was stirred at 12O0C for 6 hours. The mixture was poured into water, and extracted with ethyl acetate. The organic phase was washed with water (100 ml), concentrateded in vacuo. The residue was purified with flash column chromatography on silica gel eluting with 25% ethyl acetate/petroleum ether to provide 0202 (190 mg, 70.7%). LC-MS: 308 [M+l]+. 1H NMR (CDCl3): delta 1.58 (s, 9H), 1.84 (s, IH), 3.01 (m, 4H), 3.12 (m, 4H), 7.03 (d, J= 6.0 Hz, IH), 8.02 (dd, J= 2.1, 6.0 Hz, IH), 8.33 (d, J= 2.1 Hz, IH). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
16% | In toluene; at 100℃; for 20h; | To a 2L high pressure vessel were added 4-fluoro-3-nitrobenzoic acid (25 g, 135 mmol), dimethylformamide di-t-butylacetal (162 ml, 675 mmol), and toluene (200 ml). The vessel was sealed and heated to 1000C for 20 hours. The mixture was cooled to ambient temperature. The mixture was transferred to 100 mL of EtOAc and 100 ml of IN HCl and the layers were separated. The organic layer was washed with IN HCl, water, and brine, dried over MgSO4, filtered through a medium frit filter, and concentrated. The crude was purified on silica gel (EtOAc in hexanes gradient) to provide 5. Ig of the title compound were obtained as light yellow solid (16%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | To a stirred solution of ethyl 8-bromo-6- chloro-7-hydroxychroman-4-carboxylate (4.00 g, 11.9 mmol) and tert-butyi 4-fluoro-3- nitrobenzoate (3.16 g, 13.1 mmol) in Lambda/,Lambda/-dimethylformamide (66 mL) at ambient temperature was added solid potassium carbonate (2.64 g, 19.1 mmol). The resulting mixture was stirred in an oil bath set to 900C for 30 minutes. The mixture was cooled to ambient temperature and poured into a separatory funnel containing water (600 mL). Chloroform (300 mL) was added, followed by IM hydrochloric acid (100 mL). The organic layer was dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel, eluting with 90/10 hexanes/ethyl acetate to afford the desired compound as a light yellow glass (4.33 g, 65% yield). | |
65% | With potassium carbonate; In N,N-dimethyl-formamide; at 90℃; for 0.5h; | To a stirred solution of ethyl 8-bromo-6- <n="101"/>chloro-7-hydroxychroman-4-carboxylate (4.00 g, 11.9 mmol) and tert-butyl 4-fluoro-3- nitrobenzoate (3.16 g, 13.1 mmol) in Lambda/,Lambda/-dimethylformamide (66 mL) at ambient temperature was added solid potassium carbonate (2.64 g, 19.1 mmol). The resulting mixture was stirred in an oil bath set to 900C for 30 minutes. The mixture was cooled to ambient temperature and poured into a separatory funnel containing water (600 mL). Chloroform (300 mL) was added, followed by IM hydrochloric acid (100 mL). The organic layer was dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel, eluting with 90/10 hexanes/ethyl acetate to afford ethyl 8-bromo-7-(4-(tert- butoxycarbonyl)-2-nitrophenoxy)-6-chlorochroman-4-carboxylate as a light yellow glass (4.33 g, 65% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.3% | A mixture of ethyl 6,8-dichloro-7-hydroxychroman-4- carboxylate (2.50 g, 8.59 mmol), <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (2.20 g, 9.12 mmol) and potassium carbonate (1.8 g, 13 mmol) in 50 mL of NMP was degassed with argon for 10 minutes and was heated at 80 0C overnight. After stirring overnight the reaction mixture was cooled to ambient temperature and diluted with 600 mL of water. The pH was adjusted to 1-2 with 1 N HCl and the resulting solids were collected by filtration. The solids were dissolved in ethyl acetate and the solution was washed with brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash column chromatography, eluting with 20% ethyl acetate in hexanes to give ethyl 7-(4-(tert-butoxycarbonyl)-2- nitrophenoxy)-6,8-dichlorochroman-4-carboxylate (2.74 g, 62.3% yield) as an oil. | |
A mixture of ethyl 6,8-dichloro-7-hydroxychroman-4- carboxylate (35 g, 120.22 mmol), <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (31.1 g, 128.93 mmol), K2CO3 (24.923 g, 180.33 mmol), and l-methyl-2-pyrrolidinone (500 mL) was purged with Argon (bubbled through) for 15 minutes. The mixture was heated to 80 0C for 4 hours under Argon atmosphere. The mixture was cooled to ambient temperature and poured into 3 liters of water. The pH was adjusted to pH 2 by addition of concentrated HCl (4 X 10 ml). A solid precipitated out as HCl was added and gas evolution was observed. The crude mixture was filtered and the solid was dissolved in EtOAc (1 liter). The EtOAc solution was washed with 2N HCl solution (200 ml), water (2 X 200 ml), and brine (200 ml), dried over MgSO4, filtered, and concentrated to provide 64.1g of the title compound as a dark solid (104%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | In tetrahydrofuran; at 20℃;Inert atmosphere; Cooling with ice; | 1 , 1 -Dimethylethyl 4-fluoro-3-nitrobenzoate (3.78 g, 15.67 mmol) was dissolved in 100 mL THF and the stirring solution cooled in an ice bath for 15 min, followed by addition of n- propylamine (2.74 ml, 32.9 mmol) via syringe. The stirring solution was allowed to warm to room temperature, and then stirred overnight. The reaction mixture was concentrated to dryness, and the residue dissolved in EtOAc (100 mL) and brine (100 mL). The layers were separated, and the aqueous layer extracted with additional EtOAc (100 mL). The combined organic layers were dried over MgSO/t, filtered, and concentrated in vacuo. The collected product was dried on hi-vac pump at room temperature for 4 h to afford the product as a yellow-orange solid (4.28 g, 97%). LC-MS (ES) m/z = 281.0 (M + H)+ 1H NMR (400 MHz, DMSO-d6) delta 8.44 - 8.64 (m, 2 H), 7.92 (dd, J=8.8, 2.0 Hz, IH), 7.13 (d, J=9.4 Hz, IH), 3.35 - 3.45 (m, 2H), 1.59 - 1.71 (m, 2H), 1.48 - 1.59 (m, 9H), 0.94 (t, J=7.3 Hz, 3H). |
With N-ethyl-N,N-diisopropylamine; In ethanol; | General procedure: To a solution fo <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (560 mg, 2.3 mmol) in 20mL of EtOH were added butan-1-amine (853 mg, 11.6 mmol) and stirred at rt for 2 h.The reaction mixture was concentrated to dryness, and the residue was dissolved inEtOAc (10 x 3 mL) and washed with brine (10 mL). The combined organic layerswere dried over MgSO4, and concentrated in vacuo to afford the product tert-butyl 4-(butylamino)-3-nitrobenzoate (35b) as yellow-orange solid (490 g, 72% yield). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
400 mg | With caesium carbonate; In N,N-dimethyl-formamide; at 20 - 60℃; for 1h;Inert atmosphere; | [000159] To a stirred solution of <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> 128 (400 mg, 1.65 mmol) in DMF (20 mL) under inert atmosphere were added compound 127 (525 mg, crude), cesium carbonate (1.07 g, 3.31 mmol) at RT; heated to 60 C and stirred for 1 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted water (25 mL) and extracted with EtOAc (2 x 40 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 5-7% EtOAc/ hexanes to afford compound 129 (400 mg, 54%) as yellow solid. TLC: 10% EtOAc/ hexanes (R 0.4); 1H-NMR (CDC13, 400 MHz): oe 8.76 (s, 1H), 8.25 (s, 1H), 8.20-8.17 (m, 1H), 7.98 (d, J 8.4 Hz, 1H), 7.92 (d, J 8.4 Hz, 1H), 6.91 (d,J= 8.4 Hz, 1H), 3.93 (s, 3H), 3.82 (s, 3H), 1.58 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | A solution of (R)-(6-chloro- 1 -(dimethoxymethyl)- 1,2,3, 4- tetrahydronaphthalen-l-yl)methanol (70 g, 259.2 mmol) in dry THF (3.5 L) was cooled to 0C and LiHMDS (1 M in THF; 363 mL, 363 mmol) was added dropwise. After 5 min, a solution of <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (74.9 g, 311 mmol) in THF (500 mL) was added dropwise via dropping funnel and the resulting mixture was warmed to ambient temperature. Upon completion (~1 h), the mixture was cooled to 0C, quenched with sat. NH4C1 solution (1 L) and extracted with EtOAc (3 x 1 L). The combined organic layers were washed with NH4C1 (1 L) and brine (1 L), dried over Na2S04 and concentrated under reduced pressure. The crude material thus obtained was purified by column chromatography using 100-200 mesh size S1O2 gel (5% EtOAc/hexane) to afford (R)-tert-butyl 4-((6-chloro- 1 -(dimethoxymethyl)- 1 ,2,3 ,4-tetrahydronaphthalen- 1 - yl)methoxy)-3-nitrobenzoate as yellow thick oil (110 g, 87% yield). | |
87% | A solution of (R)-(6-chloro- 1 -(dimethoxyrnethyl)-1 ,2,3,4-ietrahvdronaphthaien-i-yl)methanol (70 g, 259.2 mmol) in dry THF (3.5 L) was cooled to () C and LiHMDS (1 M in THF) (363 mL. 363 mmoi) was added dropwise. After 5 miri, a solution of tert-butyl 4-fl uoro-3-nitrohenzoate (74.9 g. 311 mmoi) inTHF (500 mL) was added dropwise via dropping funnel and theresulting mixture was warmed to ambient temperature. Upon completion (1 h). the mixture was cooled to 0 C, quenched with saturated NH4C1 solution (1 L) and extracted with ethyl acetate (3 x I L). The combined organic layers were washed with NH4CI (1 L) and brine (1 L), dried over sodium sulfateand concentrated under reduced pressure. The crude material thus obtained was purified by columnchromatography using 100-200 mesh size silica gel (5% ethyl acetate/hexane) to afford (R)-tert-butyi 4-((6-chloro- 1 -(dimethoxymethyl)- 1,2,3,4- tetrahydronaphthaien-i-yi)rnethoxy)-3-nitrobenzoate as yellow thick oil (110 g, 87% yield). Rf: 0.6 in 10% ethyl acetate in hexane | |
87% | A solution of (R)-(6-chloro- 1 -(dimethoxymethyl)- 1,2,3,4-tetrahydronaphthalen-1-yl)methanol (70 g, 259.2 mmol) in dry THF (3.5 L) wascooled to 0C and LiHMDS (1 M in THF; 363 mL, 363 mmol) was addeddropwise. After 5 mm, a solution of <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (74.9 g, 311 mmol) in THF (500 mL) was added dropwise via dropping funnel and the resulting mixture was warmed to ambient temperature. Upon completion (1 h), the mixture was cooled to 0C, quenched with sat. NH4C1 solution (1 L) andextracted with EtOAc (3 x 1 L). The combined organic layers were washed with NH4C1 (1 L) and brine (1 L), dried over Na2504 and concentrated under reduced pressure. The cmde material thus obtained was purified by column chromatography using 100-200 mesh size 5i02 gel (5% EtOAc/hexane) to afford (R)-tert-butyl 4-((6-chloro- 1 -(dimethoxymethyl)- 1,2,3 ,4-tetrahydronaphthalen- 1-yl)methoxy)-3-nitrobenzoate as yellow thick oil (110 g, 87% yield). |
87% | With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20℃; for 1h; | A solution of (R)-(6-chloro-l-(dimethoxymethyl)-l,2,3,4-tetrahydronaphthalen-l-yl)methanol (70 g, 259.2 mmol) in dry THF (3.5 L) was cooled to 0C and LiHMDS (1 M in THF; 363 mL, 363 mmol) was added dropwise. After 5 min, a solution of <strong>[579514-75-3]tert-butyl 4-fluoro-3-nitrobenzoate</strong> (74.9 g, 311 mmol) in THF (500 mL) was added dropwise via dropping funnel and the resulting mixture was warmed to ambient temperature. Upon completion (~l h), the mixture was cooled to 0C, quenched with sat. NH4CI solution (1 L) and extracted with EtOAc (3 x 1 L). The combined organic layers were washed with NH4CI (1 L) and brine (1 L), dried over Na2S04 and concentrated under reduced pressure. The crude material thus obtained was purified by column chromatography using 100-200 mesh size S1O2 gel (5% EtO Ac/hexane) to afford (R)-tert-butyl 4-((6-chloro-l-(dimethoxymethyl)-l,2,3,4- tetrahydronaphthalen-l-yl)methoxy)-3-nitrobenzoate as yellow thick oil (110 g, 87% yield). |
Tags: 579514-75-3 synthesis path| 579514-75-3 SDS| 579514-75-3 COA| 579514-75-3 purity| 579514-75-3 application| 579514-75-3 NMR| 579514-75-3 COA| 579514-75-3 structure
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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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