133201-82-8

Basic information

• Product Name: (2-butenyl)-tert-butyl-phenyl phosphine oxide
• Synonyms: (2-butenyl)-tert-butyl-phenyl phosphine oxide
• CAS NO: 133201-82-8
• Molecular Weight: 236.294
• Mol File: 133201-82-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2-butenyl)-tert-butyl-phenyl phosphine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (2-butenyl)-tert-butyl-phenyl phosphine oxide(133201-82-8)
• EPA Substance Registry System: (2-butenyl)-tert-butyl-phenyl phosphine oxide(133201-82-8)

Safety Data

• Hazardous Substances Data: 133201-82-8(Hazardous Substances Data)

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 4784-77-4 (E/Z)-crotyl bromide 
• 98976-30-8 tert-Butylphenylphosphine oxide 
• 4784-77-4 (E)-1-Bromo-2-butene 

Downstream Products

• 228404-69-1 tert-butyl-(3-hydroxy-1-butenyl)-phenyl phosphine oxide 
• 228404-68-0 tert-butyl-(2,3-epoxybutyl)-phenyl phosphine oxide 

Relevant articles and documents

Reaction of metallated tert-butyl(phenyl)phosphane oxide with electrophiles as a route to functionalized tertiary phosphane oxides: Alkylation reactions

P-Chiral tertiary phosphane oxides have been prepared from each of the secondary phosphane oxides racemic 1, (S(p))-(-)-4 and (Rp)-(+)-tert-butylphenylphosphane oxide (5) by lithiation with LDA or nBuLi, or sodiation with sodium hydride, in THF, and then by treatment with a series of primary alkyl halides. Doubly P-chiral ditertiary bis(phosphane oxides) are also obtained from these metallated secondary phosphane oxides by treatment with electrophiles based on straight-chain, tartrate-derived, and bishalomethylarene dihalides. In general, the bis-phosphane oxides are obtained in good yields. However, when the α,ω-dihalide bears an embedded heteroatom (O or Si), yields are diminished. The enantiomeric purity of each of the products was assessed through admixture with (R(p))- and (S(p))-tert-butyl(phenyl)phosphanylthioic acids and measurement of the tert-butyl resonances in the 1H-NMR spectra. In all cases, the act of metallation of the enantiomerically pure secondary phosphane oxide followed by its alkylation is not accompanied by detectable racemization. This method for preparing P-chiral tertiary phosphane oxides is therefore more straightforward than those described previously.