65651-63-0

Basic information

• Product Name: (S)-4-Hydroxy-5-methyl-2-hexanone
• Synonyms: (S)-4-Hydroxy-5-methyl-2-hexanone
• CAS NO: 65651-63-0
• Molecular Formula: C₇H₁₄O₂
• Molecular Weight: 130.18
• Mol File: 65651-63-0.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 199 ºC
• Flash Point: 78 ºC
• Appearance: /
• Density: 0.933
• Vapor Pressure: 0.0855mmHg at 25°C
• Refractive Index: 1.429
• CAS DataBase Reference: (S)-4-Hydroxy-5-methyl-2-hexanone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-Hydroxy-5-methyl-2-hexanone(65651-63-0)
• EPA Substance Registry System: (S)-4-Hydroxy-5-methyl-2-hexanone(65651-63-0)

Safety Data

• Hazardous Substances Data: 65651-63-0(Hazardous Substances Data)

Usage

General Description

(S)-4-Hydroxy-5-methyl-2-hexanone, also known as 2-Hydroxy-2-methyl-4-pentanone, is a chemical compound with a molecular formula of C6H12O2. It is a chiral ketone, with a chiral center at the second carbon atom, and is found in nature as a component of various essential oils. The compound is commonly used as a flavoring agent in the food industry and as a fragrance in the perfume industry. It also has applications in the production of pharmaceuticals and other synthetic organic compounds. It is a colorless liquid with a sweet, fruity odor, and is considered to be generally safe for use in these applications.

InChI:InChI=1/C7H14O2/c1-5(2)7(9)4-6(3)8/h5,7,9H,4H2,1-3H3/t7-/m0/s1

Upstream product

• 78-84-2 isobutyraldehyde 
• 67-64-1 acetone 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 14035-54-2 1,1-diphenyl-1-hydroxy-3-butanone 
• 123-75-1 pyrrolidine 
• 97169-20-5 N,N-Dimethyl-N'-[1-methyl-2-((R)-toluene-4-sulfinyl)-eth-(E)-ylidene]-hydrazine 
• 875431-29-1 1-((4S,5R)-5-Isopropyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone 
• 875431-23-5 (3S,4R)-3,4-dihydroxy-5-methylhexan-2-one 
• 1669-43-8 (E)-4-isopropylbut-3-en-2-one 

Downstream Products

• 28332-44-7 5-methylhex-4-en-2-one 
• 5166-53-0 5-methyl-3-hexene-2-one 
• 1669-43-8 (E)-4-isopropylbut-3-en-2-one 
• 1669-43-8 5-methyl-hex-3c-en-2-one 
• 59697-04-0 5-methyl-4-(toluene-4-sulfonyloxy)-hexan-2-one 
• 138101-91-4 (2S,4S)-2,4-Dihydroxy-2,5-dimethyl-hexanenitrile 
• 138101-91-4 (2S,4R)-2,4-Dihydroxy-2,5-dimethyl-hexanenitrile 
• 105627-15-4 5-methyl-4-di-isopropylsilyloxyhexan-2-one 
• 36402-53-6 (2RS,4SR)-5-methylhexane-2,4-diol 
• 36402-53-6 (2RS,4RS)-5-methylhexane-2,4-diol 
• 7732-18-5 water 
• 676165-04-1 (R)-4-(tert-butyldiphenylsiloxy)-5-methylhexan-2-one 
• 497069-75-7 4-tert-butyldimethylsilanyloxy-5-methyl-2-hexanone 
• 916912-79-3 4-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hexan-2-one 

Relevant articles and documents

Combining prolinamides with 2-pyrrolidinone: Novel organocatalysts for the asymmetric aldol reaction

Peptides and especially prolinamides have been identified as excellent organocatalysts for the aldol reaction. The combination of prolinamides with derivatives bearing the 2-pyrrolidinone scaffold, deriving from pyroglutamic acid, led to the identification of novel organocatalysts for the intermolecular asymmetric aldol reaction. The new hybrids were tested both in organic and aqueous media. Among the compounds tested, 22 afforded the best results in petroleum ether, while 25 afforded the products in brine in high yields and selectivities. Then, various ketones and aldehydes were utilized and the products of the aldol reaction were obtained in high yields (up to 100%) with excellent diastereo- (up to 97:3 dr) and enantioselectivities (up to 99% ee).

The 4,5-methano-l-proline as a chiral organocatalysts in direct asymmetric aldol reactions

The 4,5-methano-l-proline was studied for the direct asymmetric aldol reaction of acetone or cyclohexanone with various aromatic and aliphaticaldehydes at -20 °C or 0 °C. A loading of only 5mol % of derivative 1a was employed in this catalytic system, and excellent enantioselectivities (up to 99% ee) and yields (up to 98% yield) could be achieved.

Synthesis of sulphur-modified bifunctional hydrotalcites and study of their surface characteristics by inverse gas chromatography

In this study, various sulphur-modified hydrotalcite catalysts were prepared, and the influence of calcination temperature on their acid-base properties was investigated. Structural characterization of the catalysts was studied using X-ray powder diffraction, scanning electron microscopy, N2 physisorption, elemental analysis and Fourier transform infrared spectroscopy. The structural characterization indicated that the layer structure of all catalysts was retained but the specific surface areas were enlarged. Inverse gas chromatography was carried out to quantitatively determine the catalysts' acid-base properties by calculating the thermodynamic parameters, including dispersive surface free energy, adsorption free energy, adsorption enthalpy, and acid-base interaction constants. The results showed that the strength and content of acidic and alkaline sites were enhanced with increasing calcination temperature. Moreover, several typical aldol condensation reactions were selected to study the catalytic activity of the developed catalysts. The results showed that the sulphur-modified hydrotalcite catalysts possess high activity and good regenerability for typical aldol condensation reactions.