(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Basic information

Product Name:	(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE
Synonyms:	(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
CAS:	1439-36-7
MF:	C21H19OP
MW:	318.35
EINECS:	215-878-2
Product Categories:	Wittig Reagents;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;Wittig Reaction
Mol File:	1439-36-7.mol

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Chemical Properties

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.
CAS DataBase Reference	1439-36-7(CAS DataBase Reference)

Safety Information

Risk Statements	22-36/37/38
Safety Statements	22-24/25
WGK Germany	3
RTECS	UC3900000
HS Code	29319090

MSDS Information

Provider	Language
ACROS	English
SigmaAldrich	English
ALFA	English

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Usage And Synthesis

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.

(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE Preparation Products And Raw materials

Raw materials	Phosphonium, (2-oxopropyl)triphenyl-, iodide (1:1)-->Phosphonium, methyltriphenyl-, inner salt-->(TRIMETHYLSILYLMETHYL)TRIPHENYLPHOSPHONIUM IODIDE-->ACETONYLTRIPHENYLPHOSPHONIUM CHLORIDE-->ACETONYL TRIPHENYLPHOSPHONIUM BROMIDE-->BROMOACETONE
Preparation Products	(E)-6-Methyl-3,5-heptadien-2-one-->1-CYCLOPROPYL-PROPAN-2-ONE-->3-DECEN-2-ONE-->3-Hepten-2-one, 5-methyl--->E-(2-ETHOXY-PROPENYL)-TRIPHENYL-PHOSPHONIUM IODIDE SALT-->Acridin-3-ol

(2-HYDROXYBENZOYL)METHYLENETRIPHENYLPHOSPHORANE N'1-(2-OXO-2,3-DIHYDRO-1H-INDOL-3-YLIDEN)-2-OXO-3-(1,1,1-TRIPHENYL-LAMBDA5-PHOSPHANYLIDENE)PROPANOHYDRAZIDE AURORA KA-1059 SPECS AE-848/33625045 AURORA KA-1178 Acetone AURORA KA-1180 [2-(ETHOXYCARBONYL)-2-OXOETHYLIDENE]TRIPHENYLPHOSPHORANE ETHYL 3-OXO-4-(TRIPHENYLPHOSPHORANYLIDENE)BUTYRATE 2-[2-(4-CHLOROPHENYL)-2-OXO-1-(1,1,1-TRIPHENYL-LAMBDA5-PHOSPHANYLIDENE)ETHYL]-2-HYDROXY-5-PHENYL-2,3-DIHYDROFURAN-3-ONE (BENZOYLMETHYLENE)TRIPHENYLPHOSPHORANE (ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE AURORA KA-1174 DIETHYL [2-OXO-3-(TRIPHENYLPHOSPHORANYLIDENE)PROPYL]PHOSPHONATE (3-PHENOXY-2-OXOPROPYLIDENE)TRIPHENYLPHOSPHORANE AURORA KA-1186 AURORA KA-1073 ETHYL 2,4-DIOXO-3-(1,1,1-TRIPHENYL-LAMBDA5-PHOSPHANYLIDENE)PENTANOATE

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(ACETYLMETHYLENE)TRIPHENYLPHOSPHORANE

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