55795-29-4

Basic information

• Product Name: 4-Penten-2-one, 3-hydroxy-3-methyl- (9CI)
• Synonyms: 4-Penten-2-one, 3-hydroxy-3-methyl- (9CI)
• CAS NO: 55795-29-4
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.1424
• Product Categories: ACETYLGROUP
• Mol File: 55795-29-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Penten-2-one, 3-hydroxy-3-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Penten-2-one, 3-hydroxy-3-methyl- (9CI)(55795-29-4)
• EPA Substance Registry System: 4-Penten-2-one, 3-hydroxy-3-methyl- (9CI)(55795-29-4)

Safety Data

• Hazardous Substances Data: 55795-29-4(Hazardous Substances Data)

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 431-03-8 dimethylglyoxal 
• 62163-03-5 2-(2-Methyl-1,3-dithian-2-yl)-3-buten-2-ol 
• 3230-69-1 3-methyl-1-penten-4-yn-3-ol 
• 124-38-9 carbon dioxide 

Downstream Products

• 73770-27-1 1-benzyl-2,3-dimethylpyrrole 

Relevant articles and documents

A green and recyclable CuSO4·5H2O/ionic liquid catalytic system for the CO2-promoted hydration of propargyl alcohols: an efficient assembly of α-hydroxy ketones

α-Hydroxy ketones are important building blocks in biological, pharmaceutical and synthetic chemistry. In this work, diverse α-hydroxy ketones were efficiently constructed through the CO2-promoted hydration process of propargyl alcohols, which was catalyzed by a system consisted of economical CuSO4·5H2O and a green 1-butyl-3-methylimidazolium acetate ionic liquid. Particularly, this catalytic system exhibited excellent activity under atmospheric CO2 or even mimetic flue gas (20 vol% of CO2). Moreover, this system employed the lowest metal loading ever reported (0.004–0.25 mol%) meanwhile reached the highest turnover number (11700) for the target hydration reaction. Additionally, this is the first reported Cu catalytic system with reliable recyclability, which could be easily reused at least 6 times with yields higher than 85%.

Synthesis of Α-hydroxy ketones by copper(I)-catalyzed hydration of propargylic alcohols: CO2 as a cocatalyst under atmospheric pressure

Inexpensive and efficient Cu(I) catalysis is reported for the synthesis of α-hydroxy ketones from propargylic alcohols, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcohols can be carried out smoothly under atmospheric CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.

Analogues of Acifran: Agonists of the high and low affinity niacin receptors, GPR109a and GPR109b

Recently identified GPCRs, GPR109a and GPR109b, the high and low affinity receptors for niacin, may represent good targets for the development of HDL elevating drugs for the treatment of atherosclerosis. Acifran, an agonist of both receptors, has been tested in human subjects, yet until recently very few analogs had been reported. We describe a series of acifran analogs prepared using newly developed synthetic pathways and evaluated as agonists for GPR109a and GPR109b, resulting in identification of compounds with improved activity at these receptors.