333-60-8

Basic information

• Product Name: 2-Oxodecanoic acid
• Synonyms: 2-Ketocapric acid;2-Oxodecanoic acid
• CAS NO: 333-60-8
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25
• Mol File: 333-60-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 85-86 °C
• Boiling Point: 272.7°C at 760 mmHg
• Flash Point: 133°C
• Appearance: /
• Density: 1.004g/cm³
• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.451
• PKA: 2?+-.0.54(Predicted)
• CAS DataBase Reference: 2-Oxodecanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxodecanoic acid(333-60-8)
• EPA Substance Registry System: 2-Oxodecanoic acid(333-60-8)

Safety Data

• Hazardous Substances Data: 333-60-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H18O3/c1-2-3-4-5-6-7-8-9(11)10(12)13/h2-8H2,1H3,(H,12,13)

Upstream product

• 80503-58-8 4-hydroxy-4-octyl-3-phenylisoxazoline-5-one 
• 5393-81-7 DL-2-hydroxydecanoic acid 
• 629-27-6 1-Iodooctane 
• 201230-82-2 carbon monoxide 
• 1119-86-4 1,2-decanediol 
• 2407-94-5 1,1'-dihydroxycyclohexyl peroxide 
• 78-94-4 methyl vinyl ketone 
• 78-18-2 1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide 
• 111-83-1 1-bromo-octane 

Downstream Products

• 138528-46-8 6-Benzyl-5-methyl-3-octyl-1H-pyrazin-2-one 
• 138528-49-1 6-Benzyl-3-octyl-5-phenyl-1H-pyrazin-2-one 
• 138528-35-5 2-Oxo-decanoic acid (4-benzyl-3-methyl-5-oxo-4,5-dihydro-isoxazol-4-yl)-amide 
• 138528-38-8 2-Oxo-decanoic acid (4-benzyl-5-oxo-3-phenyl-4,5-dihydro-isoxazol-4-yl)-amide 
• 17702-88-4 rac-2-aminodecanoic acid 
• 119-61-9 benzophenone 
• 84276-16-4 D-2-aminodecanoic acid 
• 84277-81-6 L-2-aminodecanoic acid 
• 55683-30-2 methyl 9-oxodecanoate 

Relevant articles and documents

2-iodoxybenzenesulfonic acid as an extremely active catalyst for the selective oxidation of alcohols to aldehydes, ketones, carboxylic acids, and enones with oxone

Electron-donating group-substituted 2-iodoxybenzoic acids (IBXs) such as5-Me-IBX (1g), 5-MeO-IBX (1h), and 4,5-Me2-IBX were superior to IBX 1a as catalysts for the oxidation of alcohols with Oxone (a trad emark of DuPont) under nonaqueous conditions, although Oxone was almost insoluble in most organic solvents. The catalytic oxidation proceeded more rapidly and cleanly in nitromethane. Furthermore, 2-iodoxybenzenesulfonic acid (IBS, 6a) was much more active than modified IBXs. Thus, we established a highly efficient and selective method for the oxidation of primary and secondary alcohols to carbonyl compounds such as aldehydes, carboxylic acids, and ketones with Oxone in nonaqueous nitromethane, acetonitrile, or ethyl acetate in the presence of 0.05-5molpercentof 6a, which was generated in situ from 2-iodobenzenesulfonic acid (7a) or its sodium salt. Cycloalkanones could be further oxidized to α,β- cycloalkenones or lactones by controlling the amounts of Oxone under the same conditions as above. When Oxone was used under nonaqueous conditions, Oxone wastes could be removed by simple filtration. Based on theoretical calculations, we considered that the relatively ionic character of the intramolecular hypervalent iodine-OSO2 bond of IBS might lower the twisting barrier of the alkoxyperiodinane intermediate 16.

Enzymatic Resolution of Chiral 2-Hydroxy Carboxylic Acids by Enantioselective Oxidation with Molecular Oxygen Catalyzed by the Glycolate Oxidase from Spinach (Spinacia oleracea)

The enzymatic oxidation of a variety of saturated and unsaturated aliphatic derivatives of racemic 2-hydroxy acids 1 to their 2-oxo acids 2 with molecular oxygen catalyzed by the glycolate oxidase from spinach (Spinacia oleracea) was shown to proceed highly enantioselectively.Thus, the glycolate oxidase-catalyzed kinetic resolution provides a convenient biocatalytic method for the preparation of enantiomerically pure (R)-2-hydroxy acids.The absolute configuration of the (R)-2-hydroxy acid 1b assigned by comparison of the measured optical rotation value with that of the literature data and by application of the exciton-coupled circular dichroism method (ECCD) on its bichromophoric 2-naphthoate 9-methylanthryl derivative 3b.These results establish the ECCD method as a convenient microscale chirooptic tool for the configurational assignment of 2-hydroxy acids.

Polar Effects in Free-radical Reactions; Reductive Alkylation of Olefins Conjugated with Electron-withdrawing Groups: Kinetics and Mechanism

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