419206

Benzyl(triphenylphosphoranylidene)acetate

97%

• Synonym(s): (Benzyloxycarbonylmethylene)triphenylphosphorane, 2-(Triphenylphosphoranylidene)acetic acid phenylmethyl ester
• Linear Formula: (C₆H₅)₃P=CHCO₂CH₂C₆H₅
• CAS Number: 15097-38-8
• Molecular Weight: 410.44
• MDL number: MFCD00191787
• UNSPSC Code: 12352108
• PubChem Substance ID: 24866098
• NACRES: NA.22

Properties

• Assay: 97%
• reaction suitability: reaction type: C-C Bond Formation
• mp: 120-122 °C (lit.)
• functional group: ester; phenyl; phosphine
• SMILES string: O=C(OCc1ccccc1)C=P(c2ccccc2)(c3ccccc3)c4ccccc4
• InChI: 1S/C27H23O2P/c28-27(29-21-23-13-5-1-6-14-23)22-30(24-15-7-2-8-16-24,25-17-9-3-10-18-25)26-19-11-4-12-20-26/h1-20,22H,21H2
• InChI key: INKMLGJBBDRIQR-UHFFFAOYSA-N

Description

Application

Reactant for:

• Tributylphosphine-mediated vinylogous Wittig reactions
• Synthesis of 1,2-dioxanes for antitrypanosomal activity
• Organocatalytic Michael-type reactions / Wittig reactions of phosphorus ylides and unsaturated ketones
• Stereoselective phosphine-catalyzed cycloaddition to form spirocyclopenteneoxindoles
• Enantioselective synthesis of pantothenic acid
• Preparation of phosphorus ylides from phosphoranes and acetic anhydride

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves