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Methyl 4-nitrobenzoate

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Name

Methyl 4-nitrobenzoate

EINECS 210-599-2
CAS No. 619-50-1 Density 1.301 g/cm3
PSA 72.12000 LogP 1.90460
Solubility N/A Melting Point 94-96 °C(lit.)
Formula C8H7NO4 Boiling Point 302.6 °C at 760 mmHg
Molecular Weight 181.148 Flash Point 149.2 °C
Transport Information N/A Appearance light yellow to yellow fine crystalline powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 619-50-1 (Methyl 4-nitrobenzoate) Hazard Symbols N/A
Synonyms

Benzoicacid, p-nitro-, methyl ester (6CI,8CI);4-Methoxycarbonylnitrobenzene;4-nitrobenzoic acid methyl ester;Methyl 4-nitrobenzoate;Methylp-nitrobenzoate;NSC 4137;p-Carbomethoxynitrobenzene;p-Nitrobenzoic acidmethyl ester;

Article Data 445

Methyl 4-nitrobenzoate Synthetic route

67-56-1

methanol

62-23-7

4-nitro-benzoic acid

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)pyridinium trifluoromethanesulfonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;100%
Stage #1: 4-nitro-benzoic acid With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 0.0833333h; Garegg-Samuelsson type reaction;
Stage #2: methanol In dichloromethane at 20℃; Garegg-Samuelsson type reaction;
100%
With dmap; 2-chloro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecyl)pyridinium trifluoromethanesulfonate; triethylamine In N,N-dimethyl-formamide at 20℃; for 1h;100%
636-98-6

p-nitrobenzene iodide

201230-82-2

carbon monoxide

1067-21-6

triethylmethoxystannane

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With iodophenylbis(triphenylphosphine)palladium under 760 Torr; for 1h;100%
18107-18-1

diazomethyl-trimethyl-silane

62-23-7

4-nitro-benzoic acid

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
In methanol; toluene at 20℃; for 2h;100%
In ethyl acetate60%
In methanol; diethyl ether; hexane at 20℃; for 2h; Inert atmosphere;178 mg
5564-73-8

1-(dimethoxymethyl)pyrrolidine

62-23-7

4-nitro-benzoic acid

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 30℃; for 25h;100%
67-56-1

methanol

diethyl N-(4-nitrobenzoyloxy)-4-fluorobenzimidoylphosphonate

A

619-50-1

4-nitrobenzoic acid methyl ester

B

154109-07-6

diethyl [N-(hydroxy)imino](p-fluorophenyl)methylphosphonate

Conditions
ConditionsYield
for 6h; Inert atmosphere; Reflux;A 100%
B 100%
67-56-1

methanol

555-16-8

4-nitrobenzaldehdye

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With water; iodine; sodium nitrite at 20 - 70℃; chemoselective reaction;99%
With ammonium peroxydisulfate at 60℃; for 2.5h;99%
With potassium hydroxide; iodine at 0℃; for 0.0166667h;98%
67-56-1

methanol

619-73-8

4-nitrobenzyl chloride

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate; palladium; silver(l) oxide at 80℃; for 48h; Molecular sieve;99%
With dihydrogen peroxide for 3h; Irradiation;95%
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 20h;94%
67-56-1

methanol

99-77-4

ethyl 4-nitrobenzoate

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) at 64℃; for 168h;98%
With dipotassium hydrogenphosphate for 5h; Reflux;98%
With potassium ethoxide
acrylonitrile; triphenylphosphine at 25℃; for 24h;71 % Chromat.
88470-26-2

N,N-dimethoxyamine

62-23-7

4-nitro-benzoic acid

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
In benzene for 3h; Heating;98%
In benzene Product distribution; Mechanism; Heating; other nucleophiles; var. reaction conditions;98%
In benzene for 3h; Mechanism; Heating;98%
4525-33-1

dimethyl dicarbonate

62-23-7

4-nitro-benzoic acid

619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
magnesium(II) perchlorate In nitromethane at 40℃; for 16h;98%
With 2,6-dimethylpyridine; fac-tris(2-phenylpyridinato-N,C2')iridium(III) In N,N-dimethyl-formamide at 20℃; for 48h; Sealed tube; Inert atmosphere; Irradiation;

Methyl 4-nitrobenzoate Chemical Properties

MF: C8H7NO4
MW: 181.15
EINECS: 210-599-2
METHYL-p-NITROBENZOATE,it's melting point is about  94-96 °C(lit.);It's appearance is white or yellow crystal.Soluble in ethanol, Ether, Chloroform, insoluble in water.
Following is the molecular structure of METHYL-p-NITROBENZOATE:

Methyl 4-nitrobenzoate Toxicity Data With Reference

1.   

ipr-mus LD50:200 mg/kg

   NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. AD691-490 .

RTECS : DH5775000

Methyl 4-nitrobenzoate Consensus Reports

Reported in EPA TSCA Inventory.

Methyl 4-nitrobenzoate Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.

Safety Statements:  22-24/25 (Do not breathe dust;Avoid contact with skin and eyes )
WGK Germany:  3
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