188818-03-3

Basic information

• Product Name: 1-Propanamine, 2,3-dibromo-N-[(4-chlorophenyl)methylene]-
• CAS NO: 188818-03-3
• Molecular Formula: C10H10Br2ClN
• Molecular Weight: 339.457
• Mol File: 188818-03-3.mol

Chemical Properties

• CAS DataBase Reference: 1-Propanamine, 2,3-dibromo-N-[(4-chlorophenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanamine, 2,3-dibromo-N-[(4-chlorophenyl)methylene]-(188818-03-3)
• EPA Substance Registry System: 1-Propanamine, 2,3-dibromo-N-[(4-chlorophenyl)methylene]-(188818-03-3)

Safety Data

• Hazardous Substances Data: 188818-03-3(Hazardous Substances Data)

Upstream product

• 131480-14-3 N-allyl-1-(4-chlorophenyl)methanimine 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 156697-68-6 2-(bromomethyl)-1-<(4-chlorophenyl)methyl>aziridine 
• 69957-80-8 N-(4-chlorobenzyl)prop-2-en-1-amine 
• 188818-08-8 1-p-chlorobenzyl-2-methyleneaziridine 

Relevant articles and documents

Coupling of 1-alkyl-2-(bromomethyl)aziridines with lithium dialkylcuprates towards 1,2-dialkylaziridines

The reactivity of 1-alkyl-2-(bromomethyl)aziridines with respect to lithium dialkylcuprates (Gilman reagents) has been evaluated for the first time, pointing to the conclusion that these substrates can be applied successfully as synthetic equivalents for

A new synthesis of 2-methyleneaziridines

A new synthetic route leading to 2-methyleneaziridines has been developed by base-induced 1,2-dehydrobromination of 2-(bromomethyl)aziridines. Several base-solvent pairs did not lead to 2-methyleneaziridines. Only potassium tert-butoxide in tetrahydrofuran afforded 2-methyleneaziridines in competition with the substitution products, i.e. 2-(tert-butoxymethyl)aziridines. Various attempted functionalizations of 1-(arylmethyl)-2-methyleneaziridines failed, but they proved to be excellent substrates for the synthesis of β-lactam derivatives, i.e. 1-(arylmethyl)-2-iminoazetidines, through ring expansion with azides carrying electron-withdrawing substituents.