221171-91-1

Basic information

• Product Name: 2H-Azirine-2-carboxylic acid, 2-bromo-3-phenyl-, ethyl ester
• CAS NO: 221171-91-1
• Molecular Formula: C11H10BrNO2
• Molecular Weight: 268.11
• Mol File: 221171-91-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Azirine-2-carboxylic acid, 2-bromo-3-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Azirine-2-carboxylic acid, 2-bromo-3-phenyl-, ethyl ester(221171-91-1)
• EPA Substance Registry System: 2H-Azirine-2-carboxylic acid, 2-bromo-3-phenyl-, ethyl ester(221171-91-1)

Safety Data

• Hazardous Substances Data: 221171-91-1(Hazardous Substances Data)

Upstream product

• 1474-31-3 ethyl 3-oxo-3-phenyl-2-(triphenylphosphoranylidene)propanoate 
• 221171-84-2 ethyl 3-azido-2-bromo-3-phenylpropenoate 

Downstream Products

• 3885-45-8 ethyl 2,3-dioxo-3-phenylpropanoate 
• 23893-63-2 ethyl 3-phenyl-2H-azirine-2-carboxylate 
• 107973-65-9 ethyl 2-phenyl-2H-azirine-3-carboxylate 
• 554450-49-6 ethyl 2-phenylaziridine-3-carboxylate 
• 3885-46-9 ethyl 3-(phenyl)quinoxaline-2-carboxylate 

Relevant articles and documents

Synthesis of 2-halo-2H-azirines from phosphorus ylides

α-Oxophosphonium ylides (3a-3e) react with N-chlorosuccinimide and N- bromosuccinimide in the presence of azidotrimethylsilane giving the corresponding haloazidoalkenes (4a-4g) with elimination of triphenylphosphine oxide. These compounds were completely convened to the 2H-azirines 5a-5g on heating in heptane.

Synthesis and reactivity of 2-halo-2H-azirines towards nucleophiles

Nucleophilic substitution reactions of 2-halo-2H-azirine with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines. The reactions of 2-bromo-3-phenyl-2H-azirine-2-carboxylate with methylamine led to the synthesis of α-diimines and from the reaction with water, a 3-oxazoline was obtained. (C) 2000 Published by Elsevier Science Ltd.