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158755

1-(Triphenylphosphoranylidene)-2-propanone

Name: 1-(Triphenylphosphoranylidene)-2-propanone
Brand: ALDRICH

99%

Synonym(s):

(2-Oxopropylidene)triphenylphosphorane, Acetylmethylene-triphenylphosphorane, Methyl (triphenylphosphoranylidene)methyl ketone, NSC 407394

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About This Item

Linear Formula:

CH₃COCH=P(C₆H₅)₃

CAS Number:

1439-36-7

Molecular Weight:

318.35

UNSPSC Code:

12352115

NACRES:

NA.22

PubChem Substance ID:

24849772

EC Number:

215-878-2

Beilstein/REAXYS Number:

750077

MDL number:

MFCD00008774

Assay:

99%

Form:

solid

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Properties

Quality Segment

200

assay

99%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

203-205 °C (lit.)

functional group

ketone, phosphine

SMILES string

CC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C21H19OP/c1-18(22)17-23(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-17H,1H3

InChI key

KAANTNXREIRLCT-UHFFFAOYSA-N

Description

Application

Wittig reagent used recently in the syntheses of functionalized pyrrolidines and cyclobutanones.

Reactant for:

Cascade reactions of enals for enantioselective synthesis of indane derivatives
Enantioselective conjugate addition for synthesis of α-branched indoles
Synthesis of 1,2-dioxanes with antitrypanosomal activity
Asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin
Domino Suzuki / Heck coupling reactions for preparation of fluorenylidenes
Synthesis of amphibian pyrrolizidine alkaloids via allylic aminations
Synthesis of silicon-containing acyclic dienone musk odorants

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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