496-77-5

Basic information

• Product Name: 5-Hydroxy-4-octanone
• Synonyms: 4-Octanone, 5-hydroxy-;5-hydroxy-4-octanon;5-Octanol-4-one;FEMA 2587;BUTYROIN;5-HYDROXY-4-OCTANONE;TIMTEC-BB SBB008396;5-hydroxyoctan-4-one
• CAS NO: 496-77-5
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21
• EINECS: 207-830-4
• Product Categories: ketone Flavor;Alphabetical Listings;Flavors and Fragrances;G-H
• Mol File: 496-77-5.mol
• Article Data: 26

Chemical Properties

• Melting Point: -10°C
• Boiling Point: 80-82 °C10 mm Hg(lit.)
• Flash Point: 175 °F
• Appearance: /
• Density: 0.916 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: n20/D 1.4315(lit.)
• PKA: 13.13±0.20(Predicted)
• Merck: 14,1595
• CAS DataBase Reference: 5-Hydroxy-4-octanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-4-octanone(496-77-5)
• EPA Substance Registry System: 5-Hydroxy-4-octanone(496-77-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 496-77-5(Hazardous Substances Data)

Usage

Description

5-Hydroxy-4-octanone has a sweet, slightly pungent, buttery, nutlike odor and a sweet, buttery, oily taste. May be prepared by reacting sodium metal with ethyl butyrate in boiling ether or in the same fashion starting from methyl butyrate.

Chemical Properties

5-Hydroxy-4-octanone has a sweet, lightly pungent, butternut-like odor and a sweet, butter, oily taste

Preparation

By reacting sodium metal with ethyl butyrate in boiling ether or in the same fashion starting from methyl butyrate.

InChI:InChI=1/C8H16O2/c1-3-5-7(9)8(10)6-4-2/h7,9H,3-6H2,1-2H3/t7-/m1/s1

Upstream product

• 141-75-3 butyryl chloride 
• 6838-60-4 4,5-bis-trimethylsilanyloxy-oct-4-ene 
• 123-72-8 butyraldehyde 
• 623-70-1 ethyl (E)-crotonate 
• 624-49-7 dimethylfumarate 
• 60-29-7 diethyl ether 
• 105-54-4 butanoic acid ethyl ester 
• 71-43-2 benzene 
• 64-19-7 acetic acid 
• 67-64-1 acetone 
• 140-88-5 ethyl acrylate 
• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 1821-02-9 2-oxopentanoic acid 

Downstream Products

• 6145-90-0 octane-4,5-dione-bis-(2,4-dinitro-phenylhydrazone) 
• 101256-06-8 5-benzylcarbamoyloxy-octan-4-one 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 589-62-8 octan-4-ol 
• 1021305-94-1 C₁₆H₂₄O₃ 
• 1449280-46-9 2-[[2-(benzyloxycarbonylamino)-3-phenyl-propanoyl]amino]-6-(1,3-dimethyl-4,5-dipropyl-imidazol-1-ium-2-yl)sulfanyl-5-oxo-hexanoic acid bromide 
• 1449280-47-0 2-[[2-(benzyloxycarbonylamino)acetyl]amino]-6-(1,3-dimethyl-4,5-dipropyl-imidazol-1-ium-2-yl)sulfanyl-5-oxo-hexanoic acid bromide 
• 1942-45-6 4-Octyne 
• 108985-24-6 3-benzyl-4,5-dipropyl-3H-oxazol-2-one 
• 589-63-9 octan-4-one 
• 59417-50-4 2,3-dipropyl-quinoxaline 
• 1684-14-6 2,3-diphenylquinoxaline 
• 74550-96-2 2-Guanidino-4,5-dipropyl-oxazol-hydrochlorid 
• 107-92-6 butyric acid 

Relevant articles and documents

Sol-gel synthesis of ceria-zirconia-based high-entropy oxides as high-promotion catalysts for the synthesis of 1,2-diketones from aldehyde

Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, exclusively diketone-selective, recyclable, versatile heterogeneous catalytic transformation of aldehydes can be realized under mild reaction conditions.

Tandem hydroformylation/acyloin reaction - The synergy of metal catalysis and organocatalysis yielding acyloins directly from olefins

A novel, atom efficient, orthogonal tandem catalysis was developed yielding acyloin products (α-hydroxy ketones) directly from olefins under hydroformylation conditions. The combination of a metal-catalysed hydroformylation and an organocatalysed acyloin reaction provides three atom efficient C-C bond formations to linear, multifunctional molecules via linkage of the intermediate n-aldehydes. Additionally, the rhodium catalyst system gives a high n/bra ratio with an exclusive conversion of the terminal double bond in the hydroformylation and the n-aldehydes are converted selectively to their acyloins.

Synthesis of thermoregulated phase-separable triazolium ionic liquids catalysts and application for Stetter reaction

A series of polyether-substituted triazolium ionic liquids catalysts have been first synthesized for resolving the problem of separation and reuse of Stetter catalysts. The catalysts possess the properties of critical solution temperature (CST) and inverse temperature-dependent solubility in toluene/heptane solvents. Based on these properties, the catalysts can achieve the catalytic process named as thermoregulated phase-separable catalysis (TPSC) with the characteristic of homogeneous reaction at higher temperature and phase-separation at lower temperature. The novel TPSC system has been successfully applied for Stetter reaction of furfural or butanal with ethyl acrylate. The experimental results have showed that the novel catalysts exhibit excellent TPSC with high recycling efficiency.