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(Acetylmethylene)triphenylphosphorane, 99%

CAS: 1439-36-7 | C21H19OP | 318.36 g/mol

$99.33 - $1485.41

Chemical Identifiers

CAS 1439-36-7
Molecular Formula C21H19OP
Molecular Weight (g/mol) 318.36
MDL Number MFCD00008774
InChI Key KAANTNXREIRLCT-UHFFFAOYSA-N
Synonym acetylmethylene triphenylphosphorane, 1-triphenylphosphoranylidene propan-2-one, 1-triphenylphosphoranylidene-2-propanone, 1-triphenylphosphoranylidene acetone, 2-propanone, 1-triphenylphosphoranylidene, acetonylidenetriphenyl phosphorane, acetylmethylene triphenylphosphine, triphenylacetylmethylene phosphorane, 2-propanone, triphenylphosphoranylidene, triphenylphosphoranylidene-2-propanone
PubChem CID 15038
IUPAC Name 1-(triphenyl-$l^{5}-phosphanylidene)propan-2-one
SMILES CC(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
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AAA1141009
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Thermo Scientific Chemicals
A1141009
10 g
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AAA1141018
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Thermo Scientific Chemicals
A1141018
50 g
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AAA1141030
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Thermo Scientific Chemicals
A1141030
250 g
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Description

Description

(Acetylmethylene)triphenylphosphorane is used as a Wittig reagent in synthetic chemistry, especially for the synthesis of functionalized pyrrolidines and cyclobutanones. It plays as a vital role in asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin.It is also employed as a reactant in the preparation of 1,2-dioxanes with antitrypanosomal activity. Further, it is used in the preparation of amphibian pyrrolizidine alkaloids through allylic aminations and silicon-containing acyclic dienone musk odorants. In addition to this, it is involved in Domino Suzuki/Heck coupling reactions to prepare fluorenylidenes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
(Acetylmethylene)triphenylphosphorane is used as a Wittig reagent in synthetic chemistry, especially for the synthesis of functionalized pyrrolidines and cyclobutanones. It plays as a vital role in asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin.It is also employed as a reactant in the preparation of 1,2-dioxanes with antitrypanosomal activity. Further, it is used in the preparation of amphibian pyrrolizidine alkaloids through allylic aminations and silicon-containing acyclic dienone musk odorants. In addition to this, it is involved in Domino Suzuki/Heck coupling reactions to prepare fluorenylidenes.

Solubility
Soluble in chloroform. Slightly soluble in methanol.

Notes
Air sensitive. Incompatible with strong oxidizing agents.
Specifications

Chemical Identifiers

1439-36-7
318.36
KAANTNXREIRLCT-UHFFFAOYSA-N
15038
CC(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
C21H19OP
MFCD00008774
acetylmethylene triphenylphosphorane, 1-triphenylphosphoranylidene propan-2-one, 1-triphenylphosphoranylidene-2-propanone, 1-triphenylphosphoranylidene acetone, 2-propanone, 1-triphenylphosphoranylidene, acetonylidenetriphenyl phosphorane, acetylmethylene triphenylphosphine, triphenylacetylmethylene phosphorane, 2-propanone, triphenylphosphoranylidene, triphenylphosphoranylidene-2-propanone
1-(triphenyl-$l^{5}-phosphanylidene)propan-2-one

Specifications

1439-36-7
C21H19OP
10 g
Air sensitive
Soluble in chloroform. Slightly soluble in methanol.
CC(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
318.36
318.36
(Acetylmethylene)triphenylphosphorane
204°C to 209°C
MFCD00008774
750077
acetylmethylene triphenylphosphorane, 1-triphenylphosphoranylidene propan-2-one, 1-triphenylphosphoranylidene-2-propanone, 1-triphenylphosphoranylidene acetone, 2-propanone, 1-triphenylphosphoranylidene, acetonylidenetriphenyl phosphorane, acetylmethylene triphenylphosphine, triphenylacetylmethylene phosphorane, 2-propanone, triphenylphosphoranylidene, triphenylphosphoranylidene-2-propanone
KAANTNXREIRLCT-UHFFFAOYSA-N
1-(triphenyl-$l^{5}-phosphanylidene)propan-2-one
15038
99%
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Safety and Handling

Safety and Handling

EINECSNumber : 215-878-2

RTECSNumber : UC3900000

TSCA : No

Recommended Storage : Keep cold

SDS
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RUO – Research Use Only