Methyl 3-methyl-2-nitrobenzoate

Base Information

• Chemical Name: Methyl 3-methyl-2-nitrobenzoate
• CAS No.: 5471-82-9
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 29163990
• European Community (EC) Number: 690-750-0
• NSC Number: 28461
• UNII: 67XCE2UHV8
• DSSTox Substance ID: DTXSID6063933
• Nikkaji Number: J421.770E
• Wikidata: Q72492897
• Mol file: 5471-82-9.mol

Synonyms:Methyl 3-methyl-2-nitrobenzoate;5471-82-9;methyl3-methyl-2-nitrobenzoate;Benzoic acid, 3-methyl-2-nitro-, methyl ester;methyl 3-methyl-2-nitrobenzenecarboxylate;2-Nitro-3-methylbenzoic acid, methyl ester;67XCE2UHV8;3-Methyl-2-nitrobenzoic Acid Methyl Ester;MFCD01003947;NSC 28461;NSC-28461;Methyl 3-Methyl-2-nitro benzoate;NSC28461;UNII-67XCE2UHV8;SCHEMBL1032670;DTXSID6063933;methyl 2-nitro-3-methylbenzoate;BCP27599;CS-M3738;AKOS005069627;AC-5779;2-methyl-6-methoxycarbonyl-nitrobenzene;SY017255;A7956;AM20060986;FT-0651556;M2213;2-NITRO-3-METHYLBENZOIC ACID METHYL ESTER;11X-0063;J-522197

Chemical Property of Methyl 3-methyl-2-nitrobenzoate

Chemical Property:

• Appearance/Colour: White or yellowish crystal powder
• Vapor Pressure: 0.00267mmHg at 25°C
• Melting Point: 72-73 °C
• Refractive Index: 1.548
• Boiling Point: 286.3 °C at 760 mmHg
• Flash Point: 128.4 °C
• PSA: 72.12000
• Density: 1.255 g/cm³
• LogP: 2.21300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-Methyl-2-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)OC)[N+](=O)[O-]

Technology Process of Methyl 3-methyl-2-nitrobenzoate

There total 12 articles about Methyl 3-methyl-2-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: 99.0%

methanol (67-56-1) + 3-methyl-2-nitrobenzoic acid (5437-38-7) → methyl 3-methyl-2-nitrobenzoate (5471-82-9)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 10h; Reagent/catalyst; Time; Inert atmosphere;

DOI:10.1016/j.tet.2013.05.119

Reference yield: 90.0%

3-methyl-2-nitrobenzoic acid (5437-38-7) + dimethyl sulfate (77-78-1) → methyl 3-methyl-2-nitrobenzoate (5471-82-9)

Guidance literature:

3-methyl-2-nitrobenzoic acid; With potassium carbonate; In acetone; at 20 ℃; for 0.166667h;

dimethyl sulfate; In acetone; for 4h; Reflux;

DOI:10.14233/ajchem.2014.15564

Reference yield:

1-methoxycarbonyl-3-methylbenzene (99-36-5) → methyl 3-methyl-2-nitrobenzoate (5471-82-9) + methyl 3-methyl-4-nitrobenzoate (24078-21-5)

Guidance literature:

With nitric acid; acetic anhydride; at 30 ℃; for 3h; Temperature; Overall yield = 98.21 %; Overall yield = 3.83 g;

upstream raw materials:

diazomethane

3-methyl-2-nitrobenzoic acid

methanol

3-methyl-2-nitrobenzoyl chloride

Downstream raw materials:

3-(3-fluoro-phenyl)-5-(2-nitro-3-methylphenyl)-1,2,4-oxadiazole

3-phenyl-5-(6-indazolyl)-1,2,4-oxadiazole

3-(3-methylphenyl)-5-(7-indazolyl)-1,2,4-oxadiazole

3-(3-fluorophenyl)-5-(7-indazolyl)-1,2,4-oxadiazole

Refernces

• 1、 -. "SINGLE MOLECULE COMPOUNDS PROVIDING MULTI-TARGET INHIBITION OF PARP AND OTHER PROTEINS AND METHODS OF USE THEREOF". Paragraph 0160. . Retrieved 2019/01/10.
• 2、 -. "Preparation method of highly selective 3-methyl-2-nitrobenzoic acid". . . Retrieved 2017/08/27.