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419206

Sigma-Aldrich

Benzyl(triphenylphosphoranylidene)acetate

97%

Synonym(s):

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

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About This Item

Linear Formula:
(C6H5)3P=CHCO2CH2C6H5
CAS Number:
Molecular Weight:
410.44
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

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

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

419206-5G:
419206-25G:
419206-VAR:
419206-BULK:


Certificates of Analysis (COA)

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