Ethyl (3-nitrophenyl)carbamate

Base Information

• Chemical Name: Ethyl (3-nitrophenyl)carbamate
• CAS No.: 6275-72-5
• Molecular Formula: C9H10N2O4
• Molecular Weight: 210.189
• Hs Code.: 2924299090
• NSC Number: 36186
• DSSTox Substance ID: DTXSID20978398
• Wikidata: Q82963764
• Mol file: 6275-72-5.mol

Synonyms:ethyl (3-nitrophenyl)carbamate;6275-72-5;ethyl N-(3-nitrophenyl)carbamate;Carbamic acid, N-(3-nitrophenyl)-, ethyl ester;Aminoformic acid, N-(3-nitrophenyl)-, ethyl ester;ethyl(3-nitrophenyl)carbamate;Ethyl 3-nitrophenylcarbamate;NSC36186;m-Nitrophenylurethane;Ethyl 3-nitrophenylcarbamate #;SCHEMBL10573661;DTXSID20978398;JWPGACMNGJBXHB-UHFFFAOYSA-N;MFCD00085451;NSC-36186;STL426847;AKOS002161832;LS-07307;Carbamic acid, 3-nitrophenyl, ethyl ester;Ethyl hydrogen (3-nitrophenyl)carbonimidate

Chemical Property of Ethyl (3-nitrophenyl)carbamate

Chemical Property:

• Vapor Pressure: 0.00486mmHg at 25°C
• Boiling Point: 276.2°C at 760 mmHg
• Flash Point: 120.9°C
• PSA: 84.15000
• Density: 1.336g/cm³
• LogP: 2.75940
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

98%,99%, ^*data from raw suppliers

ETHYL 3-NITROPHENYLCARBAMATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl (3-nitrophenyl)carbamate

There total 13 articles about Ethyl (3-nitrophenyl)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: 67.0%

isocyanic acid (3-nitro-phenyl) ester (3320-87-4) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → ethyl N-(m-nitrophenyl)carbamate (6275-72-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.053

Reference yield: 11.0%

ethyl azidocarbonate (817-87-8) + nitrobenzene (98-95-3,26969-40-4) → ethyl N-(m-nitrophenyl)carbamate (6275-72-5) + N-(ethoxycarbonyl)-2-nitroaniline (2621-84-3)

Guidance literature:

With trifluoroacetic acid; at 125 ℃; for 1h;

Reference yield:

ethanol (64-17-5) + [(3-nitro-phenyl)-carbamic acid ]-(3-phenyl-propionic acid )-anhydride → ethyl N-(m-nitrophenyl)carbamate (6275-72-5) + 3-Phenylpropionic acid (501-52-0)

Guidance literature:

DOI:10.1002/hlca.19350180118

upstream raw materials:

ethanol

isocyanic acid (3-nitro-phenyl) ester

(3-nitro-phenyl)-carbonimidic acid dichloride

3-nitro-benzoic acid bromoamide

Downstream raw materials:

(3-nitro-phenyl)-urea

isocyanic acid (3-nitro-phenyl) ester

[5-Amino-2-(4-methoxy-phenylazo)-phenyl]-carbamic acid ethyl ester

[5-Amino-2-(4-chloro-phenylazo)-phenyl]-carbamic acid ethyl ester

Refernces

• 1、 Adelowo-Imeokparia,Ojo. "Synthesis and fungicidal activity of some sulphide derivatives of O-ethyl-N-substituted phenylcarbamates". . p. 324 - 329. Retrieved 2007/10/03.
• 2、 Takeuchi, Hiroshi,Koyama, Kikuhiko. "Electrophilic Aromatic Substitution by Ethoxycarbonylnitrenium Ion. Reactions of Ethyl Azidoformate with Aromatics in the Presence of Trifluoroacetic Acid". . p. 226 - 228. Retrieved 2007/10/02.