85590-13-2

Basic information

• Product Name: 5-Hydroxy-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one
• CAS NO: 85590-13-2
• Molecular Weight: 376.435
• Mol File: 85590-13-2.mol

Chemical Properties

• CAS DataBase Reference: 5-Hydroxy-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one(85590-13-2)
• EPA Substance Registry System: 5-Hydroxy-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one(85590-13-2)

Safety Data

• Hazardous Substances Data: 85590-13-2(Hazardous Substances Data)

Upstream product

• 603-35-0 triphenylphosphine 
• 205816-66-6 4-[(4'-methylphenyl)sulfonyl]-1-(triphenyphosphoranylidene)-2-butanone 
• 205816-80-4 5-Hydroxy-4-(toluene-4-sulfonyl)-1-(triphenyl-λ⁵-phosphanylidene)-hexan-2-one 

Downstream Products

• 205816-81-5 Acetic acid 1-methyl-4-oxo-5-(triphenyl-λ⁵-phosphanylidene)-pentyl ester 

Relevant articles and documents

4-[(4-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2- butanone and its dianion as versatile tools in organic synthesis

The title compound and the corresponding dianion have been used as convenient precursors for substituted divinyl ketones in both carbo- and heterocyclization reactions in a one-pot three-step sequence leading to substituted carbo- and heterocyclic ring systems and for the construction of the 4-keto-2-alkenoate subunit, a common structural feature of a variety of natural compounds, respectively.

4-[(4'-Methylphenyl)sulfonyl]-1-(trophenylphosphoranylidene)-2-butanone as a New Four-Carbon Synthon for Substituted Divinyl Ketones

The title compound and the corresponding anion have been conveniently used as precursors of substituted divinylketones in both carbo- and heterocyclization reactions in one-pot, three-step sequences leading to a wide variety of substituted carbo- and heterocyclic ring systems, as well as to multifunctionalized linear carbon frameworks. The compounds generated through the use of this multi-coupling reagent represent useful synthons for the construction of natural compounds including (+/-)-epibatidine, (-)-anabasine and (+/-)-pyrenophorin.