Ethyl N-(2-methylphenyl)carbamate

Base Information

• Chemical Name: Ethyl N-(2-methylphenyl)carbamate
• CAS No.: 5255-71-0
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2924299090
• NSC Number: 44949
• DSSTox Substance ID: DTXSID10966981
• Nikkaji Number: J2.857.281F
• Wikidata: Q82949443
• Mol file: 5255-71-0.mol

Synonyms:5255-71-0;Ethyl N-(2-methylphenyl)carbamate;Ethyl 2-methylphenylcarbamate;2-(Methylphenyl) carbamic acid ethyl ester;2-(methylphenyl)carbamic acid ethyl ester;o-Tolylurethan;Ethyl o-tolylcarbamate;SCHEMBL69360;DTXSID10966981;NSC44949;NSC-44949;AKOS002937615;(2-Methylphenyl)carbamic acid ethyl ester;Carbamic acid, 2-methylphenyl, ethyl ester;(2-methyl-phenyl)-carbamic acid ethyl ester;Ethyl hydrogen (2-methylphenyl)carbonimidate;FT-0693289;Carbamic acid,N-(2-methylphenyl)-,ethyl ester

Chemical Property of Ethyl N-(2-methylphenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.0991mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 222.9 °C at 760 mmHg
• Flash Point: 88.6 °C
• PSA: 38.33000
• Density: 1.108g/cm³
• LogP: 2.63640
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

2-(Methylphenyl)carbamicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC=CC=C1C

Technology Process of Ethyl N-(2-methylphenyl)carbamate

There total 18 articles about Ethyl N-(2-methylphenyl)carbamate 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%

o-toluidine hydrochloride (636-21-5,22006-17-3) + chloroformic acid ethyl ester (541-41-3) → ethyl N-(o-tolyl)carbamate (5255-71-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

Reference yield: 90.0%

1-methyl-2-nitrobenzene (88-72-2) + chloroformic acid ethyl ester (541-41-3) → ethyl N-(o-tolyl)carbamate (5255-71-0)

Guidance literature:

With tin; ammonium chloride; In methanol; at 25 ℃; for 2h; Sonication;

DOI:10.1055/s-2002-25338

Reference yield: 74.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 1-methyl-2-nitrobenzene (88-72-2) → ethyl N-(o-tolyl)carbamate (5255-71-0)

Guidance literature:

With bis(triphenylphosphine)platinum(II) dichloride; tin(IV) chloride; triethylamine; at 180 ℃; for 4h; under 45600 Torr;

DOI:10.1246/bcsj.56.3343

upstream raw materials:

ethanol

(2-methylphenyl)carbonimidic dichloride

sodium ethanolate

chloroformic acid ethyl ester

Downstream raw materials:

2-tolyl isocyanate

N-(2-methylphenyl)-N'-phenylurea

Chloromethyl-o-tolyl-carbamic acid ethyl ester

N,N'-bis(2-methylphenyl)urea

Refernces

• 1、 Aboul-Enein, Mohamed N.,El-Azzouny, Aida A.,Attia, Mohamed I.,Maklad, Yousreya A.,Amin, Kamilia M.,Abdel-Rehim, Mohamed,El-Behairy, Mohammed F.. "Design and synthesis of novel stiripentol analogues as potential anticonvulsants". experimental part. p. 360 - 369. Retrieved 2012/03/11.
• 2、 Elghamry, Ibrahim. "Unexpected Reaction of Oximinoacetoacetate with Amines: A Novel Synthesis of Carbamates". experimental part. p. 3010 - 3015. Retrieved 2009/12/01.