Ethyl (3-chlorophenyl)carbamate

Base Information

• Chemical Name: Ethyl (3-chlorophenyl)carbamate
• CAS No.: 2150-89-2
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2924299090
• NSC Number: 63356
• DSSTox Substance ID: DTXSID80289750
• Nikkaji Number: J108.696K
• Wikidata: Q72473743
• Mol file: 2150-89-2.mol

Synonyms:ethyl (3-chlorophenyl)carbamate;2150-89-2;ethyl N-(3-chlorophenyl)carbamate;N-(3-Chlorophenyl)Urethane;Ethyl 3-chlorophenylcarbamate;Carbanilic acid, m-chloro-, ethyl ester;Carbamic acid, (3-chlorophenyl)-, ethyl ester;NSC63356;3-chlorophenyl urethane;SCHEMBL1189665;DTXSID80289750;AMY10560;NSC-63356;AKOS002938271;CS-0217049;FT-0629174;L10135;EN300-6718634;A879048;Z31697001

Chemical Property of Ethyl (3-chlorophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.0424mmHg at 25°C
• Boiling Point: 238.5°Cat760mmHg
• Flash Point: 98°C
• PSA: 38.33000
• Density: 1.268g/cm³
• LogP: 2.98140
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

ETHYL 3-CHLOROPHENYLCARBAMATE ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)NC1=CC(=CC=C1)Cl

Technology Process of Ethyl (3-chlorophenyl)carbamate

There total 6 articles about Ethyl (3-chlorophenyl)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%

chloroformic acid ethyl ester (541-41-3) + 3-chloro-aniline (108-42-9) → (3-chlorophenyl) carbamic acid ethyl ester (2150-89-2)

Guidance literature:

With pyridine; at 0 ℃; for 1h;

Reference yield: 93.0%

3-chloro-aniline (108-42-9) + Diethyl carbonate (105-58-8,76619-83-5) → (3-chlorophenyl) carbamic acid ethyl ester (2150-89-2)

Guidance literature:

With sodium hydride; In benzene; for 1.5h; Heating;

DOI:10.1080/00397919408010552

Reference yield: 60.0%

carbon dioxide (124-38-9,18923-20-1) + ethyl iodide (75-03-6) + 3-chloro-aniline (108-42-9) → (3-chlorophenyl) carbamic acid ethyl ester (2150-89-2)

Guidance literature:

carbon dioxide; 3-chloro-aniline; With 2-pyrrolidone electrogenerated base*Et₄N(+); In acetonitrile; at 20 ℃; for 1h;

ethyl iodide; In acetonitrile; at 20 ℃;

DOI:10.1016/S0040-4039(99)02180-2

upstream raw materials:

ethanol

m-Chlorobenzoyl azide

chloroformic acid ethyl ester

3-chloro-aniline

Downstream raw materials:

3-(3-chlorophenyl)-5-(hydroxymethyl)oxazolidin-2-one

3-chloro-2,4-dinitroaniline

3-chloro-2,6-dinitro-aniline

5-chloro-2,4-dinitroaniline

Refernces

• 1、 Karpinska,Baran,Skupinska. "Substituent effect on aniline carbonylation reaction in the presence of the PdCl2/Fe/I2/Py catalytic system". . p. 1105 - 1116. Retrieved 2008/09/21.
• 2、 Feroci, Marta,Casadei, Maria Antonietta,Orsini, Monica,Palombi, Laura,Inesi, Achille. "Cyanomethyl anion/carbon dioxide system: An electrogenerated carboxylating reagent. Synthesis of carbamates under mild and safe conditions". . p. 1548 - 1551. Retrieved 2007/10/03.