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  8. (Acetylmethylene)triphenylphosphorane, 99%

(Acetylmethylene)triphenylphosphorane, 99%

Catalog No. AAA1141009
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10 g
250 g
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Catalog No. Quantity
AAA1141009 10 g
AAA1141018 50 g
AAA1141030 250 g
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Catalog No. AAA1141009

Supplier: Thermo Scientific Chemicals A1141009

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Description

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

(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.

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

Specifications

Melting Point 204°C to 209°C
Quantity 10 g
Beilstein 750077
Sensitivity Air sensitive
Solubility Information Soluble in chloroform. Slightly soluble in methanol.
Formula Weight 318.36
Percent Purity 99%
Chemical Name or Material (Acetylmethylene)triphenylphosphorane

Safety and Handling

EINECSNumber 215-878-2
RTECSNumber UC3900000
TSCA No
Recommended Storage Keep cold

RUO – Research Use Only