38563-49-4

Basic information

• Product Name: (prop-2-enyl)diphenylarsine
• Synonyms: (prop-2-enyl)diphenylarsine
• CAS NO: 38563-49-4
• Molecular Weight: 270.206
• Mol File: 38563-49-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (prop-2-enyl)diphenylarsine(CAS DataBase Reference)
• NIST Chemistry Reference: (prop-2-enyl)diphenylarsine(38563-49-4)
• EPA Substance Registry System: (prop-2-enyl)diphenylarsine(38563-49-4)

Safety Data

• Hazardous Substances Data: 38563-49-4(Hazardous Substances Data)

Upstream product

• 603-32-7 triphenyl-arsane 
• 106-95-6 allyl bromide 
• 712-48-1 chlorodiphenylarsine 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 41923-73-3 methyl (prop-2-enyl)diphenylarsonium iodide 
• 25203-83-2 (E)/(Z)-buta-1,3-dien-1-ylcyclohexane 
• 886-65-7 trans,trans-1,4-Diphenyl-1,3-butadiene 
• 103-30-0 (E)-1,2-diphenyl-ethene 

Relevant articles and documents

Reactivity of aldehydes with semi-stabilised arsonium ylide anions: Synthesis of terminal (E)-l,3-dienes

A study of the reactivity of semi-stabilised arsonium ylide anions in olefinalion reactions is presented. The different ylide anions were generated by the addition of nBuLi to various arsonium halide derivatives: [Ph 2As(R)R']+X , where R and R′ are methyl, allyl, prenyl or benzyl groups. By using diallyldiphenylarsonium bromide (R = R′ = allyl) an olefinationprotocol was optimised allowing the efficient transformation of aliphatic aldehydes into terminal 1,3-dienes with a high selectivity for the E isomer (E/Z ratios ranging from 90:10 to 97:3). The olefination reactions of aldehydes with dissymmetric arsonium halides (R≠R′) are very chemoselective; with arsonium ylide anions the benzyl moiety is more reactive than the allyl moiety which is much more reactive than prenyl and methyl groups. Based on the experimental results, a mechanism is proposed for the reaction.