Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

419206

Sigma-Aldrich

Benzyl(triphenylphosphoranylidene)acetate

97%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

5 G
$99.60
25 G
$236.00

$99.60


7 left in stockDetails

Request a Bulk Order

Select a Size

Change View
5 G
$99.60
25 G
$236.00

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

$99.60


7 left in stockDetails

Request a Bulk Order

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
157929369799376876
reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

reaction suitability

reaction type: C-C Bond Formation

mp

120-122 °C (lit.)

mp

168-172 °C (lit.)

mp

152-155 °C (lit.)

mp

173-175 °C (lit.)

functional group

ester

functional group

ester, phosphine

functional group

ester, phosphine

functional group

amine, phosphine

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service