Methyl 2-methyl-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-methyl-3-nitrobenzoate
• CAS No.: 59382-59-1
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 29163990
• Mol file: 59382-59-1.mol

Synonyms:o-Toluicacid, 3-nitro-, methyl ester (6CI);2-Methyl-3-nitrobenzoic acid methyl ester;Methyl 3-nitro-2-methylbenzoate;

Chemical Property of Methyl 2-methyl-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0.00261mmHg at 25°C
• Melting Point: 62-65 °C(lit.)
• Refractive Index: 1.548
• Boiling Point: 286.6 °C at 760 mmHg
• Flash Point: 128.7 °C
• PSA: 72.12000
• Density: 1.255 g/cm³
• LogP: 2.21300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Methyl 2-methyl-3-nitrobenzoate may be used in the synthesis of methyl indole-4-carboxylate, 5-aminoisoquinolin-1(2H)-one, 5-nitroisocoumarin and [2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone. It may also be used in the preparation of substituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO; and 4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis. Methyl 2-methyl-3-nitrobenzoate may be used in the synthesis of:methyl indole-4-carboxylate5-aminoisoquinolin-1(2H)-one 5-nitroisocoumarinsubstituted nitrostyrene benzoic acids, via reaction with aromatic aldehydes in the presence of DBU in DMSO4-(hydroxymethyl)-1-tosylindole, via Batcho-Leimgruber modification of the Reissert indole synthesis[2-(4-fluorophenyl)-1H-indol-4-yl]-1-pyrrolidinylmethanone

Technology Process of Methyl 2-methyl-3-nitrobenzoate

There total 16 articles about Methyl 2-methyl-3-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) + 2-methyl-3-nitrobenzic acid (1975-50-4) → 2-methyl-3-nitro-benzoic acid methyl ester (59382-59-1)

Guidance literature:

With sulfuric acid; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2019.151536

Reference yield: 99.0%

→ 2-methyl-3-nitro-benzoic acid methyl ester (59382-59-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃;

In dichloromethane;

Reference yield: 98.0%

2-methyl-3-nitrobenzic acid (1975-50-4) + dimethyl sulfate (77-78-1) → 2-methyl-3-nitro-benzoic acid methyl ester (59382-59-1)

Guidance literature:

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

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

DOI:10.14233/ajchem.2014.15564

upstream raw materials:

2-Methyl-benzoic acid methyl ester

2-methyl-3-nitrobenzic acid

N,N-dimethyl-formamide dimethyl acetal

methyl iodide

Downstream raw materials:

Methyl trans-2-<β-(dimethylamino)vinyl>-3-nitrobenzoate

5-nitro-1H-isochromen-1-one

3,4-dihydro-3-methoxy-5-nitroisocoumarin

2-bromomethyl-3-nitro-benzoic acid methyl ester

Refernces

• 1、 Bricelj, Ale?a,Dora Ng, Yuen Lam,Ferber, Dominic,Gütschow, Michael,Kr?nke, Jan,Kuchta, Robert,Müller, Sina,Monschke, Marius,Sosi?, Izidor,Steinebach, Christian,Wagner, Karl G.. "Influence of Linker Attachment Points on the Stability and Neosubstrate Degradation of Cereblon Ligands". supporting information. p. 1733 - 1738. Retrieved 2021/11/16.
• 2、 Song, Ha-Jeong,Yoon, Eunyoung,Heo, Jung-Nyoung. "Efficient synthesis of dibenzazepine lactams via a sequential Pd-catalyzed amination and aldol condensation reaction". supporting information. . Retrieved 2019/12/27.