Propargyltriphenylphosphonium bromide

• Catalog No.: A12753
• CAS Number: 2091-46-5
• M. F.: C21H18BrP
• M. W.: 381.245381
• Purity: 97%

SYNONYMS

• Title: 炔丙基三苯基溴化磷鎓 97%
• IUPAC name: triphenyl(prop-2-yn-1-yl)phosphanium bromide
• IUPAC Traditional name: triphenyl(prop-2-yn-1-yl)phosphanium bromide
• Synonyms: Triphenylpropargylphosphonium bromide; Triphenyl-2-propyn-1-ylphosphonium bromide

DATABASE IDS

• MDL Number: MFCD00011811
• CAS Number: 2091-46-5
• EC Number: 218-242-2
• Beilstein Number: 3579775

PROPERTIES

• Purity: 97%
• Melting Point: 177-182°C
• GHS Hazard statements: H302-H315-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P280H-P305+P351+P338
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• Storage Warning: Hygroscopic
• TSCA Listed: 否

REFERENCES

• Readily undergoes additions with nucleophiles, e.g. alcohols or amines, to give 2-alkoxy or 2-alkylamino propenyl phosphonium salts. In these reactions, the reactive species is the allenic isomer, propadienyl triphenylphosphonium bromide: J. Org. Chem., 42, 200 (1977). By using a chiral alcohol, the subsequent base-promoted Wittig reaction with carbonyl compounds yields amino or alkoxy dienes which undergo face-selective Diels-Alder additions to dienophiles: J. Chem. Soc., Chem. Commun., 1785 (1995):
  
• Precursor of enynes by the Wittig reaction: Liebigs Ann. Chem., 682, 62 (1965); J. Org. Chem., 42, 200 (1977); see Appendix 1.