ChemicalBook > CAS DataBase List > (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE

Product Name
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
CAS No.
1439-36-7
Chemical Name
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
Synonyms
1-(TRIPHENYLPHOSPHORANYLIDENE)-2-PROPANONE;(2-Oxopropylidene)triphenylphosphorane;NSC 407394;1-(TriphenyL;phosphoranyL;AURORA KA-1177;idene)-2-propanone;Triphenyl(acetylMethylene)phospho;(Acetonylidene)triphenylphosphorane;(Triphenylphosphoranylidene)acetone
CBNumber
CB7371857
Molecular Formula
C21H19OP
Formula Weight
318.35
MOL File
1439-36-7.mol
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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Property

Melting point:
203-205 °C (lit.)
Boiling point:
478.5±28.0 °C(Predicted)
Density 
1.14
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in chloroform. Slightly soluble in methanol.
form 
Powder
color 
White to off-white
Sensitive 
Air Sensitive
BRN 
750077
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChI
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
InChIKey
KAANTNXREIRLCT-UHFFFAOYSA-N
SMILES
C(=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)C
CAS DataBase Reference
1439-36-7(CAS DataBase Reference)
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Safety

Risk Statements 
22-36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
UC3900000
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
158755
Product name
1-(Triphenylphosphoranylidene)-2-propanone
Purity
99%
Packaging
25g
Price
$203
Updated
2025/07/31
Sigma-Aldrich
Product number
158755
Product name
1-(Triphenylphosphoranylidene)-2-propanone
Purity
99%
Packaging
100g
Price
$382
Updated
2025/07/31
TCI Chemical
Product number
A1439
Product name
(Acetylmethylene)triphenylphosphorane
Purity
>98.0%(GC)
Packaging
25g
Price
$85
Updated
2025/07/31
TRC
Product number
A186680
Product name
(Acetylmethylene)triphenylphosphorane
Packaging
50g
Price
$140
Updated
2021/12/16
TRC
Product number
A186680
Product name
(Acetylmethylene)triphenylphosphorane
Packaging
10g
Price
$55
Updated
2021/12/16
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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Chemical Properties,Usage,Production

Chemical Properties

white to light beige crystalline powder

Uses

(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.

reaction suitability

reaction type: C-C Bond Formation

Synthesis

The preparative method of (Acetylmethylene)triphenylphosphorane: treatment of Triphenylphosphine with chloro- or Bromoacetone provides the phosphonium salt (eq 1). Deprotonation with a weak base such as bicarbonate in cold water provides the crude ylide which may by isolated by filtration.

storage

Handling, Storage, and Precautions: may be handled in atmosphere for short periods; will decompose in water at pH > 9.

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Preparation Products And Raw materials

Raw materials

Preparation Products

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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Suppliers

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View Lastest Price from (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(AcetylMethylene)triphenylphosphorane 1439-36-7
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2020-01-15
Career Henan Chemical Co
Product
(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE 1439-36-7
Price
US $3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-09

1439-36-7, (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANERelated Search:

6-broMo-8-cyclopentyl-5-Methyl-2-(5-(piperazin-1-yl)pyridin-2-ylaMino)pyrido[2,3-d]pyriMidin-7(8H)-one PalBociclib Impurity 17 PalBociclib Impurity 24 Palbociclib Impurity 15 Pyrido[2,3-d]pyriMidin-7(8H)-one, 2,6-dibroMo-8-cyclopentyl-5-Methyl- 2-chloro-4-(cyclopentylamino)-5-pyrimidinyl ethanone PalBociclib Impurity 23 Palbociclib-012 PalBociclib Impurity 25 Pyrido[2,3-d]pyriMidin-7(8H)-one, 8-cyclopentyl-5-Methyl-2-[[5-(1-piperazinyl)-2-pyridinyl]aMino]- PalBociclib Impurity 14 8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)-6-vinylpyrido[2,3-d]pyrimidin-7(8H)-one tert-Butyl 4-(6-((6-(1-butoxyvinyl)-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate PalBociclib Impurity 22 Palbociclib Impurity 20 Palbociclib Impurity 10 Palbociclib Impurity 2 PalBociclib Impurity 11

  • (METHYLCARBONYLMETHYLENE)TRIPHENYLPHOSPHORANE
  • (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
  • 1-TRIPHENYLPHOSPHANYLIDENE-PROPAN-2-ONE
  • 1-(TRIPHENYLPHOSPHORANYLIDENE)-2-PROPANONE
  • triphenylphosphoranylidene-2-propanon
  • AURORA KA-1177
  • (Triphenylphosphoranylidene)acetone 98%
  • triphenylphosphoranylidene-2-propanone
  • 1-(triphenylphosphoranylidene)acetone
  • 2-Propanone, 1-(triphenylphosphoranylidene)-
  • (Acetylylmethylene)triphenylphosphorane, 99 %
  • 2-Propanone, triphenylphosphoranylidene.
  • (2-Oxopropylidene)triphenylphosphorane
  • Triphenyl(2-oxopropylidene)phosphorane
  • 1-Triphenylphosphoranylidene-2-propanone,99%
  • (Acetonylidene)triphenylphosphorane
  • Methyl (Triphenylphosphoranylidene)Methyl Ketone
  • NSC 407394
  • Triphenyl(acetylMethylene)phospho
  • 1-(Triphenylphosphoranylidene)propan-2-one
  • ACETYLMETHYLENETRIPHENYLPHOSPHORANE FOR
  • (Acetylmethylene)triphenylphosphorane, 1-(Triphenylphosphoranylidene)propan-2-one
  • (Triphenylphosphoranylidene)acetone
  • (Acetylylmethylene)triphenylphosphorane
  • 1-Triphenylphosphoranylidene-2-propanone, 99% 25GR
  • Acetyl Methylene triphenylphosphine
  • 1-Triphenylphosphoranylidine-2-propanone
  • 1-(TriphenyL
  • idene)-2-propanone
  • phosphoranyL
  • 1-(Triphenylphosphoranylidene)-2-propanone 99%
  • Acetylmethylenetriphenylphosphorane for synthesis
  • (Acetylmethylene)triphenylphosphorane &gt
  • 1-Triphenylphosphoranylidene-2-propanone, 98%, for synthesis
  • 1-(Triphenylphosphoranyliden)aceton
  • 1439-36-7
  • C21H19OP
  • C21H19PO
  • CH3COCHPC6H53
  • Olefination
  • Synthetic Reagents
  • Wittig Reagents
  • C-C Bond Formation
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • Wittig Reagents
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction