p-Nitrophenylurethane

Base Information

• Chemical Name: p-Nitrophenylurethane
• CAS No.: 2621-73-0
• Molecular Formula: C9H10 N2 O4
• Molecular Weight: 210.189
• Hs Code.: 2924299090
• NSC Number: 39652,34838,24697
• DSSTox Substance ID: DTXSID20949083
• Wikidata: Q82926921
• Mol file: 2621-73-0.mol

Synonyms:ethyl (4-nitrophenyl)carbamate;2621-73-0;p-Nitrophenylurethane;ethyl N-(4-nitrophenyl)carbamate;Ethyl 4-nitrophenylcarbamate;4-Nitrophenylurethane;Carbamic acid, (4-nitrophenyl)-, ethyl ester;Carbanilic acid, p-nitro-, ethyl ester;ethyl(4-nitrophenyl)carbamate;NSC34838;p-Nitrophenylurethan;SCHEMBL2071222;DTXSID20949083;N-(ethoxycarbonyl)-4-nitroaniline;NSC24697;NSC39652;MFCD00024618;NSC-24697;NSC-34838;NSC-39652;p-Nitro carbanilic acid, ethyl ester;AKOS001028542;AKOS015915331;AS-67220;CS-0206110;D95899;A924819;SR-01000025398;SR-01000025398-1;Z56758656

Chemical Property of p-Nitrophenylurethane

Chemical Property:

• Vapor Pressure: 0.00153mmHg at 25°C
• Melting Point: 128-129 °C
• Boiling Point: 295.4°Cat760mmHg
• PKA: 12.65±0.70(Predicted)
• Flash Point: 132.5°C
• PSA: 84.15000
• Density: 1.336g/cm³
• LogP: 2.75940
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.06405680
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 4-NITROPHENYLCARBAMATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of p-Nitrophenylurethane

There total 28 articles about p-Nitrophenylurethane 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: 97.8%

chloroformic acid ethyl ester (541-41-3) + 4-nitro-aniline (100-01-6,104810-17-5) → ethyl 4-nitrophenylcarbamate (2621-73-0)

Guidance literature:

With sodium hydroxide; In diethyl ether; for 1h;

DOI:10.3987/COM-05-10488

Reference yield: 94.0%

ethanol (64-17-5) + p-nitroformanilide (16135-31-2) → ethyl 4-nitrophenylcarbamate (2621-73-0)

Guidance literature:

With lead(IV) acetate; In tetrachloromethane; for 0.333333h; Heating;

DOI:10.1055/s-1982-29757

Reference yield: 82.0%

carbon dioxide (124-38-9,18923-20-1) + ethyl iodide (75-03-6) + 4-nitro-aniline (100-01-6,104810-17-5) → ethyl 4-nitrophenylcarbamate (2621-73-0)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; chemoselective reaction;

DOI:10.1002/cssc.201600521

upstream raw materials:

pyridine

ethanol

4-Nitrophenyl isocyanate

benzene

Downstream raw materials:

ethyl N-<4-nitro-2-(phthalimidomethyl)phenyl>carbamate

ethyl N-(4-nitrophenyl)-N-(phthalimidomethyl)carbamate

methyl 2-[3-(4-nitrophenyl)ureido]benzoate

N-ethoxycarbonyl-N-(4-nitrophenyl)aminoacetic acid

Refernces

• 1、 Riemer, Daniel,Hirapara, Pradipbhai,Das, Shoubhik. "Chemoselective synthesis of carbamates using CO2 as carbon source". . p. 1916 - 1920. Retrieved 2018/08/17.
• 2、 Garofalo, Antonio,Goossens, Laurence,Six, Perrine,Lebegue, Nicolas,Depreux, Patrick. "Novel and efficient one-pot synthesis of (aminophenyl)carbamic acid esters". body text. p. 2007 - 2016. Retrieved 2011/06/24.