missing translation for 'onlineSavingsMsg'
Learn More
  1. Home
  2. Products
  3. Chemicals
  4. Organic compounds
  5. Benzenoids
  6. Benzene and substituted derivatives
  7. Phenylphosphines and derivatives
  8. (Acetylmethylene)triphenylphosphorane, 99%

(Acetylmethylene)triphenylphosphorane, 99%

Numéro de catalogue. AAA1141030
Modifier l'affichage
Click to view available options
Quantity:
10 g
50 g
250 g
3 product options available for selection
Product selection table with 3 available options. Use arrow keys to navigate and Enter or Space to select.
Numéro de catalogue. Quantity
AAA1141030 250 g
AAA1141009 10 g
AAA1141018 50 g
Use arrow keys to navigate between rows. Press Enter or Space to select a product option. 3 options available.
3 options
Numéro de catalogue. AAA1141030 Fournisseur Thermo Scientific Chemicals Code fournisseur A1141030
Il en reste null

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.

Identifiants chimiques

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

Spécifications

Melting Point 204°C to 209°C
Quantity 250 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

Sécurité et manipulation

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

RUO – Research Use Only