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419206 Sigma-Aldrich

Benzyl(triphenylphosphoranylidene)acetate

97%

Synonym: (Benzyloxycarbonylmethylene)triphenylphosphorane, 2-(Triphenylphosphoranylidene)acetic acid phenylmethyl ester

  • CAS Number 15097-38-8

  • Linear Formula (C6H5)3P=CHCO2CH2C6H5

  • Molecular Weight 410.44

  •  MDL number MFCD00191787

  •  PubChem Substance ID 24866098

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   97%
reaction suitability   reaction type: C-C Bond Formation
mp   120-122 °C (lit.)
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

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
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