694-03-1

Basic information

• Product Name: N-(2-chloroethyl)aziridine
• Synonyms: N-(2-chloroethyl)aziridine
• CAS NO: 694-03-1
• Molecular Formula: C4H8ClN
• Molecular Weight: 105.03
• Mol File: 694-03-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 130.169 °C at 760 mmHg
• Flash Point: 32.525 °C
• Appearance: /
• Density: 1.132 g/cm³
• Vapor Pressure: 9.83mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: N-(2-chloroethyl)aziridine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chloroethyl)aziridine(694-03-1)
• EPA Substance Registry System: N-(2-chloroethyl)aziridine(694-03-1)

Safety Data

• Hazardous Substances Data: 694-03-1(Hazardous Substances Data)

Usage

General Description

N-(2-chloroethyl)aziridine, also known as 1-aziridinylethyl chloride, is a chemical compound with the formula C4H8ClN. It is a highly reactive alkylating agent and a known human carcinogen. N-(2-chloroethyl)aziridine is used in industry as a crosslinking agent in the production of polymers and as an intermediate in the synthesis of other organic compounds. Exposure to this compound can have harmful effects on human health, including causing respiratory and skin irritation, as well as potential long-term health risks. Due to its hazardous nature, proper handling and use of N-(2-chloroethyl)aziridine are crucial in ensuring worker safety and environmental protection.

InChI:InChI=1/C4H8ClN/c5-1-2-6-3-4-6/h1-4H2

Upstream product

• 60106-96-9 methyl N,N-diethyl-N',N'-bis-(2-chloroethyl)phosphordiamidate 
• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 

Relevant articles and documents

The partitioning of phosphoramide mustard and its aziridinium ions among alkylation and P-N bond hydrolysis reactions

NMR (1H and 31P) and HPLC techniques were used to study the partitioning of phosphoramide mustard (PM) and its aziridinium ions among alkylation and P-N bond hydrolysis reactions as a function of the concentration and strength of added nucleophiles at 37 °C and pH 7.4. With water as the nucleophile, bisalkylation accounted for only 10-13% of the product distribution given by PM. The remainder of the products resulted from P-N bond hydrolysis reactions. With 50 mM thiosulfate or 55-110 mM glutathione (GSH), bisalkylation by a strong nucleophile increased to 55- 76%. The rest of the PM was lost to either HOH alkylation or P-N bond hydrolysis reactions. Strong experimental and theoretical evidence was obtained to support the hypothesis that the P-N bond scission observed at neutral pH does not occur in the parent PM to produce nornitrogen mustard; rather it is an aziridinium ion derived from PM which undergoes P-N bond hydrolysis to give chloroethylaziridine. In every buffer studied (bis-Tris, lutidine, triethanolamine, and Tris), the decomposition of PM (with and without GSH) gave rise to 31P NMR signals which could not be attributed to products of HOH or GSH alkylation or P-N bond hydrolysis. The intensities of these unidentified signals were dependent on the concentration of buffer.