188818-02-2

Basic information

• Product Name: 1-Propanamine, 2,3-dibromo-N-[(4-methylphenyl)methylene]-
• CAS NO: 188818-02-2
• Molecular Formula: C11H13Br2N
• Molecular Weight: 319.039
• Mol File: 188818-02-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Propanamine, 2,3-dibromo-N-[(4-methylphenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanamine, 2,3-dibromo-N-[(4-methylphenyl)methylene]-(188818-02-2)
• EPA Substance Registry System: 1-Propanamine, 2,3-dibromo-N-[(4-methylphenyl)methylene]-(188818-02-2)

Safety Data

• Hazardous Substances Data: 188818-02-2(Hazardous Substances Data)

Upstream product

• 80975-83-3 N-(4-methylbenzylidene)prop-2-en-1-amine 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 156697-63-1 2-(bromomethyl)-1-<(4-methylphenyl)methyl>aziridine 
• 188818-07-7 1-[(4-methylphenyl)methyl]-2-methyleneaziridine 

Relevant articles and documents

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.