2-Chloroethyl-N-nitrosourethane

Base Information

• Chemical Name: 2-Chloroethyl-N-nitrosourethane
• CAS No.: 6296-45-3
• Molecular Formula: C5H9 Cl N2 O3
• Molecular Weight: 180.591
• NSC Number: 47541
• DSSTox Substance ID: DTXSID70212158
• Nikkaji Number: J35.098B
• Wikidata: Q83087199
• ChEMBL ID: CHEMBL163903
• Mol file: 6296-45-3.mol

Synonyms:2-Chloroethyl-N-nitrosourethane;6296-45-3;TL 154;N-(2-Chloroethyl)-N-nitrosourethane;NSC 47541;N-(beta-Chloroethyl)-N-nitrosourethan;N-(beta-Chloroethyl)-N-nitrosourethane;BRN 1781530;CARBAMIC ACID, (2-CHLOROETHYL)NITROSO-, ETHYL ESTER;Ethyl N-(beta-chloroethyl)-N-nitrosocarbamate;N-(2-Chloroethyl)-N-nitrosocarbamate ethyl ester;Ethylester kyseliny N-(2-chlorethyl)-N-nitrosokarbaminove [Czech];C5H9ClN2O3;Ethylester kyseliny N-(2-chlorethyl)-N-nitrosokarbaminove;ethyl N-(2-chloroethyl)-N-nitrosocarbamate;WLN: ON2OVM2G;CHEMBL163903;SCHEMBL3342253;C5-H9-Cl-N2-O3;DTXSID70212158;(2-Chloroethyl)-N-nitrosourethane;N-(ss-Chlorethyl)-N-nitrosourethan;NSC47541;ethyl 2-chloroethyl(nitroso)carbamate;NSC-47541;TL-154;AKOS006277952;LS-49146;N-(.beta.-Chloroethyl)-N-nitrosourethane;Ethyl N-(.beta.-chloroethyl)-N-nitrosocarbamate

Chemical Property of 2-Chloroethyl-N-nitrosourethane

Chemical Property:

• Vapor Pressure: 0.148mmHg at 25°C
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 215.4°C at 760 mmHg
• Flash Point: 84.1°C
• PSA: 58.97000
• Density: 1.3g/cm³
• LogP: 1.36510
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 180.0301698
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N(CCCl)N=O

Technology Process of 2-Chloroethyl-N-nitrosourethane

There total 3 articles about 2-Chloroethyl-N-nitrosourethane 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: 66.0%

ethyl N-(2-chloroethyl)carbamate (6329-26-6) → ethyl N-(2-chloroethyl)-N-nitrosocarbamate (6296-45-3)

Guidance literature:

With dinitrogen tetraoxide; sodium hydrogencarbonate; In diethyl ether; at -30 - -20 ℃; for 1.5h;

DOI:10.1021/jm00181a018

Reference yield:

N-ethoxycarbonylaziridine (671-51-2) → ethyl N-(2-chloroethyl)-N-nitrosocarbamate (6296-45-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl

2: NaNO₂, aq. H₂SO₄

With hydrogenchloride; sulfuric acid; sodium nitrite;

Reference yield:

→ ethyl N-(2-chloroethyl)-N-nitrosocarbamate (6296-45-3)

Guidance literature:

N-(2-Chlor-ethyl)-carbamidsaeure-ethylester, NaNO2, wss. H2SO4, 0-5grad;

upstream raw materials:

ethyl N-(2-chloroethyl)carbamate

N-ethoxycarbonylaziridine