Methyl 2-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-nitrobenzoate
• CAS No.: 606-27-9
• Molecular Formula: C8H7 N O4
• Molecular Weight: 181.148
• Hs Code.: 2916399090
• European Community (EC) Number: 210-111-8
• NSC Number: 4136
• UNII: EG4HK2H9C3
• DSSTox Substance ID: DTXSID7060548
• Nikkaji Number: J95.045I
• Wikidata: Q72493446
• Mol file: 606-27-9.mol

Synonyms:Methyl 2-nitrobenzoate;606-27-9;Methyl o-nitrobenzoate;Benzoic acid, 2-nitro-, methyl ester;Benzoic acid, o-nitro-, methyl ester;2-nitro-benzoic acid methyl ester;2-Nitrobenzoic Acid Methyl Ester;EG4HK2H9C3;NSC 4136;NSC-4136;EINECS 210-111-8;AI3-02416;methyl-2-nitrobenzoate;Methyl o-nitro benzoate;Methyl ortho-nitrobenzoate;UNII-EG4HK2H9C3;nitrobenzoic acid methyl ester;SCHEMBL195311;Methyl 2-nitrobenzoate, 98%;DTXSID7060548;NSC4136;2-nitro benzoic acid methyl ester;6-nitro-benzoic acid methyl ester;MFCD00007136;AKOS002723459;O-NITROBENZOIC ACID METHYL ESTER;CS-0128782;FT-0628466;N0158;D91650;EN300-131116;Z19637183

Chemical Property of Methyl 2-nitrobenzoate

Chemical Property:

• Appearance/Colour: clear yellow to orange-brownish liquid
• Vapor Pressure: 0.00523mmHg at 25°C
• Melting Point: −13 °C(lit.)
• Refractive Index: n20/D 1.534(lit.)
• Boiling Point: 104-106 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 72.12000
• Density: 1.28 g/mL at 25 °C(lit.)
• LogP: 1.90460
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-Nitrobenzoate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1[N+](=O)[O-]
• Uses: Methyl 2-nitrobenzoate may be used in chemical synthesis studies.

Technology Process of Methyl 2-nitrobenzoate

There total 40 articles about 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: 100.0%

2-carbomethoxyaniline (134-20-3) → methyl 2-nitrobenzoate (606-27-9)

Guidance literature:

With water; fluorine; In chloroform; acetonitrile; at -15 ℃; for 0.0333333h;

DOI:10.1039/c39910000567

Reference yield: 98.0%

methanol (67-56-1) + 2-nitro-benzaldehyde (552-89-6) → methyl 2-nitrobenzoate (606-27-9)

Guidance literature:

With water; iodine; sodium nitrite; at 20 - 70 ℃; chemoselective reaction;

DOI:10.1055/s-0029-1217121

Reference yield: 92.0%

methanol (67-56-1) + ortho-nitrobenzoic acid (552-16-9,104810-18-6) → methyl 2-nitrobenzoate (606-27-9)

Guidance literature:

With sulfuric acid; for 0.316667h; Reflux; Microwave irradiation;

DOI:10.4067/S0717-97072012000400031

upstream raw materials:

benzoic acid methyl ester

methanol

ortho-nitrobenzoic acid

2-nitro-benzaldehyde

Downstream raw materials:

2-carbomethoxyaniline

o-carbomethoxynitrosobenzene

Methyl,2-N-Hydroxylamino Benzoate

1-Acetyl-2,1-benzisoxazol-3(1H)-one

Refernces

• 1、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 2、 Wang, Jingjing,Jiang, Feng,Tao, Chaofu,Yu, Han,Ruhlmann, Laurent,Wei, Yongge. "Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst". supporting information. p. 2652 - 2657. Retrieved 2021/04/21.