Methyl 4-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-nitrobenzoate
• CAS No.: 619-50-1
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.148
• Hs Code.: 29163900
• European Community (EC) Number: 210-599-2
• NSC Number: 4137
• UNII: NMN8CTH864
• DSSTox Substance ID: DTXSID3022085
• Nikkaji Number: J42.038G
• Wikidata: Q27284957
• ChEMBL ID: CHEMBL3560114
• Mol file: 619-50-1.mol

Synonyms:Methyl 4-nitrobenzoate;619-50-1;METHYL P-NITROBENZOATE;Benzoic acid, 4-nitro-, methyl ester;p-Nitrobenzoic acid methyl ester;p-Carbomethoxynitrobenzene;Benzoic acid, p-nitro-, methyl ester;Methyl-p-nitrobenzoate;Methyl-4-nitrobenzoate;4-Nitrobenzoic acid methyl ester;4-nitro-benzoic acid methyl ester;NSC 4137;EINECS 210-599-2;UNII-NMN8CTH864;NMN8CTH864;AI3-02241;DTXSID3022085;NSC-4137;MFCD00007350;Methyl4-nitrobenzoate;Methyl p-nitro benzoate;Methyl para-nitrobenzoate;WLN: WNR DVO1;4-Nitrobenzoic acid methyl;SCHEMBL306161;DTXCID602085;CHEMBL3560114;NSC4137;Methyl 4-nitrobenzoate, >=99%;4-METHOXYCARBONYLNITROBENZENE;Methyl ester of 4-Nitrobenzoic acid;Tox21_303702;STK397387;AKOS000496631;CS-W016003;NCGC00356938-01;AS-11857;CAS-619-50-1;LS-38024;SY078767;Methyl 4-nitrobenzoate, >=99.0% (GC);FT-0628654;N0159;EN300-15498;F21274;A833502;AB-131/40897075;W-105071;Q27284957;Z19757043

Chemical Property of Methyl 4-nitrobenzoate

Chemical Property:

• Appearance/Colour: light yellow to yellow fine crystalline powder
• Vapor Pressure: 4.19E-06mmHg at 25°C
• Melting Point: 94-96 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 302.6 °C at 760 mmHg
• Flash Point: 149.2 °C
• PSA: 72.12000
• Density: 1.301 g/cm³
• LogP: 1.90460
• Storage Temp.: Store below +30°C.
• Solubility.: Solubility in methanol is almost transparent.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

98% ^*data from raw suppliers

Methyl 4-Nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)[N+](=O)[O-]
• Uses: It is employed in the biochemical characterization of NfsA, the Escherichia coli major nitroreductase exhibiting a high amino acid sequence homology to Frp, a Vibrio harveyi flavin oxidoreductase.

Technology Process of Methyl 4-nitrobenzoate

There total 201 articles about Methyl 4-nitrobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

tetramethylorthosilicate (681-84-5) + 4-nitrobenzaldehdye (555-16-8) → 4-nitrobenzoic acid methyl ester (619-50-1)

Guidance literature:

With tetrabutyl ammonium fluoride; (t-Bu₂POH)2PdCl₂; In acetonitrile; at 50 ℃; for 24h;

DOI:10.1021/ja063476c

Reference yield: 95.0%

methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + 4-nitro-benzoic acid (62-23-7) → 4-nitrobenzoic acid methyl ester (619-50-1) + 5-nitrosalicylic acid (96-97-9)

Guidance literature:

4-nitro-benzoic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl 2-hydroxy-5-nitrobenzoate; at 110 ℃; for 24h; Temperature;

DOI:10.1055/s-0033-1340285

Reference yield: 92.0%

methyl salicylate (119-36-8,8024-54-2) + 4-nitro-benzoic acid (62-23-7) → 4-nitrobenzoic acid methyl ester (619-50-1) + salicylic acid (69-72-7,25496-36-0,8052-31-1)

Guidance literature:

4-nitro-benzoic acid; With potassium carbonate; In N,N-dimethyl acetamide; at 110 ℃; for 0.5h;

methyl salicylate; at 110 ℃; for 24h;

DOI:10.1055/s-0033-1340285

upstream raw materials:

diazomethane

diethyl ether

O³.O⁴-bis-(4-nitro-benzoyl)-D-erythronic acid methyl ester

methanol

Downstream raw materials:

4-chlorobenzyl 4-nitrobenzoate

4-methoxybenzyl 4-nitrobenzoate

methyl 4-(phenylamino)benzoate

dimethyl 4,4'-azoxydibenzoate

Refernces

• 1、 Rudchenko, V. F.,Ignatov, S. M.,Chervin, I. I.,Aliev, A. E.,Kostyanovskii, R. G.. "ELECTROPHILICALLY CATALYZED SPLITTING OF DIMETHOXYAMINE TO METHOXYNITRENIUM ION AND ITS REACTIONS". . p. 1249 - 1253. Retrieved 1990.
• 2、 Rudchenko, Vladimir F.,Ignatov, Sergei M.,Kostyanovsky, Remir G.. "N,N-Dimethoxyamine; a New Methylating, Aminating, and Epiminating Reagent". . p. 261 - 262. Retrieved 1990.
• 3、 Kong, Yung Cheol,Kim, Kyongtae. "Exploratory chemistry of 3-aroylformamido-4-aryl-1,2,5-thiadiazoles". . p. 515 - 523. Retrieved 1999.
• 4、 Bhardwaj, Nivedita,Goel, Bharat,Indra, Arindam,Jain, Shreyans K.,Singh, Ajit Kumar,Tripathi, Nancy. "Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics". . p. 14177 - 14183. Retrieved 2021/08/16.
• 5、 Chindawong, Chakkresit,Mekrattanachai, Pagasukon,Setthaya, Naruemon,Song, Wei Guo,Zhu, Lei. "The Highly Effective Cobalt Based Metal–Organic Frameworks Catalyst for One Pot Oxidative Esterification Under Mild Conditions". . . Retrieved 2021/08/03.