Carbamic acid, (2-nitrophenyl)-, methyl ester

Base Information

• Chemical Name: Carbamic acid, (2-nitrophenyl)-, methyl ester
• CAS No.: 13725-30-9
• Molecular Formula: C8H8 N2 O4
• Molecular Weight: 196.163
• Hs Code.: 2924299090
• NSC Number: 171066
• DSSTox Substance ID: DTXSID90305551
• Nikkaji Number: J108.689H
• Wikidata: Q82052211
• Mol file: 13725-30-9.mol

Synonyms:13725-30-9;methyl N-(2-nitrophenyl)carbamate;Methyl 2-nitrophenylcarbamate;Carbamic acid, (2-nitrophenyl)-, methyl ester;Carbanilic acid, o-nitro-, methyl ester;N-(2-Nitrophenyl)carbamic acid methyl ester;NSC171066;SCHEMBL3659889;Methyl 2-nitrophenylcarbamate #;DTXSID90305551;o-Nitro carbanilic acid, methyl ester;AKOS003862624;NSC-171066;InChI=1/C8H8N2O4/c1-14-8(11)9-6-4-2-3-5-7(6)10(12)13/h2-5H,1H3,(H,9,11)

Chemical Property of Carbamic acid, (2-nitrophenyl)-, methyl ester

Chemical Property:

• Vapor Pressure: 0.00811mmHg at 25°C
• Boiling Point: 267.5°C at 760 mmHg
• Flash Point: 115.6°C
• PSA: 84.15000
• Density: 1.393g/cm³
• LogP: 2.36930
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=CC=CC=C1[N+](=O)[O-]

Technology Process of Carbamic acid, (2-nitrophenyl)-, methyl ester

There total 5 articles about Carbamic acid, (2-nitrophenyl)-, methyl ester 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: 83.0%

methanol (67-56-1) + 2-nitrophenyl isocyanate (3320-86-3) → methyl N-(2-nitrophenyl)carbamate (13725-30-9)

Guidance literature:

In Petroleum ether; Heating;

DOI:10.1055/s-2007-984884

Reference yield: 65.0%

2-nitro-aniline (88-74-4) + methyl chloroformate (79-22-1) → methyl N-(2-nitrophenyl)carbamate (13725-30-9)

Guidance literature:

In various solvent(s); at 50 ℃; for 24h;

Reference yield:

2-nitro-aniline (88-74-4) + carbonic acid dimethyl ester (616-38-6) → 2-nitro-N-methylaniline (612-28-2) + methyl N-(2-nitrophenyl)carbamate (13725-30-9) + N-methyl-N-(2-nitrophenyl)methoxycarboxamide (93675-40-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 24h; under 760.051 Torr; Green chemistry;

DOI:10.1007/s11164-015-2416-4

upstream raw materials:

2-nitro-benzoic acid bromoamide

sodium methylate

methanol

2-nitrophenyl isocyanate

Downstream raw materials:

1-(2-nitrophenyl)urea

(2-nitro-phenyl)-carbamic acid isobutyl ester

1,1-dimethyl-3-(2-nitrophenyl)urea

1-(2-nitrophenyl)-3-phenylurea

Refernces

• 1、 Siqueira, Fernanda A.,Taylor, Jason G.,Correia, Carlos Roque D.. "The first intramolecular Heck-Matsuda reaction and its application in the syntheses of benzofurans and indoles". supporting information; experimental part. p. 2102 - 2105. Retrieved 2010/06/14.
• 2、 Guilbaud-Criqui, A.,Moinet, C.. "Flow cell electrosynthesis of o-substituted nitrosobenzenes. In situ reaction with sulfinic acids. Attempt to prepare heterocycles.". . p. 295 - 300. Retrieved 2007/10/02.