N,N-Bis(2-chloroethyl)carbamoyl Chloride

Base Information

• Chemical Name: N,N-Bis(2-chloroethyl)carbamoyl Chloride
• CAS No.: 2998-56-3
• Molecular Formula: C5H8 Cl3 N O
• Molecular Weight: 204.484
• European Community (EC) Number: 221-075-8
• NSC Number: 73023
• DSSTox Substance ID: DTXSID40184075
• Nikkaji Number: J205.288A
• Wikidata: Q72444634
• Mol file: 2998-56-3.mol

Synonyms:N,N-Bis(2-chloroethyl)carbamoyl Chloride;2998-56-3;Bis(2-chloroethyl)carbamic chloride;Bis(2-chloroethyl)carbamoyl chloride;Carbamic chloride, bis(2-chloroethyl)-;EINECS 221-075-8;TL 460;BRN 1765484;Carbamoyl chloride, bis(2-chloroethyl)-;C5H8Cl3NO;Bis(2-chloroethyl)carbamic acid chloride;SCHEMBL571432;C5-H8-Cl3-N-O;2-Aminonicotinic acid hydrazide;DTXSID40184075;NSC73023;MFCD00144974;NSC 73023;NSC-73023;AKOS015899386;chloro(1-chloroethyl)carbamic chloride;N,N-di(2-chloroethyl)carbamic chloride;AS-50280;LS-50718;N-chloroformyl-bis-(beta-chloroethyl)-amine;B1451;FT-0629407;O11700;Bis(2-chloroethyl)carbamic chloride, AldrichCPR;EN300-1612252;A853769

Chemical Property of N,N-Bis(2-chloroethyl)carbamoyl Chloride

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Melting Point: 114-128 °C / 400-533Pa
• Refractive Index: 1.5060-1.5100
• Boiling Point: 125°C 3mm
• PKA: -2.30±0.70(Predicted)
• Flash Point: 129.3 °C
• PSA: 20.31000
• Density: 1,4 g/cm³
• LogP: 2.12480
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 202.967147
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

98% ^*data from raw suppliers

N,N-Bis(2-chloroethyl)carbamoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 34-43-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)N(CCCl)C(=O)Cl

Technology Process of N,N-Bis(2-chloroethyl)carbamoyl Chloride

There total 6 articles about N,N-Bis(2-chloroethyl)carbamoyl Chloride 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: 85.0%

bis(trichloromethyl) carbonate (32315-10-9) + N,N-bis(chloro-2-ethyl)amine (334-22-5) → N,N-bis-(2-chloroethyl)carbamoyl chloride (2998-56-3)

Guidance literature:

With pyridine; at 20 ℃; for 72h;

Reference yield: 28.1%

bis(trichloromethyl) carbonate (32315-10-9) + bis-(2-chloroethyl)amine hydrochloride (821-48-7) → N,N-bis-(2-chloroethyl)carbamoyl chloride (2998-56-3)

Guidance literature:

With pyridine; triethylamine; In dichloromethane;

DOI:10.1002/anie.201910014

Reference yield:

N,N-bis(chloro-2-ethyl)amine (334-22-5) → N,N-bis-(2-chloroethyl)carbamoyl chloride (2998-56-3) + estradiol-3-N-bis-(β-chloroethyl)-carbamate

Guidance literature:

In benzene;

upstream raw materials:

phosgene

N,N-bis(chloro-2-ethyl)amine

bis-(2-chloroethyl)amine hydrochloride

trichloromethyl chloroformate

Downstream raw materials:

Bis-<2-chlor-ethyl>-carbamidsaeure-butylester

2,2-Di<4-phenyl>propan

estramustine

Estromustine

Refernces

• 1、 Li, Shan,Li, He-Ping,Qin, Long. "Synthesis and characterization of glycosylated nitrogen mustard derivatives and their interaction with bovine serum albumin". . p. 1949 - 1956. Retrieved 2013.
• 2、 Eckert, Heiner,Forster, Barbara. "Triphosgen, ein kristalliner Phosgen-Ersatz". . p. 922 - 923. Retrieved 2007/10/02.