ChemicalBook CAS DataBase List Glutaric acid

Glutaric acid synthesis

13synthesis methods

Product Name:Glutaric acid
CAS Number:110-94-1
Molecular formula:C5H8O4
Molecular Weight:132.11

glutaric acid is produced as a by-product of the production process of adipic acid (about 2% of the output of an adipic acid plant is glutaric); Glutaric acid can be produced through various chemical routes, for example, from cyclopentane by oxidation with molecular oxygen and cobalt (III) catalysts or by ozonolysis; and from cyclopentanol–cyclopentanone by oxidation with oxygen and Co(CH3CO2)2, with potassium peroxide in benzene, or with N2O4 or nitric acid. Together with succinic acid, glutaric acid is formed as a by-product during oxidation of cyclohexanol–cyclohexanone in the adipic acid production process.

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Pentanedioic acid, anhydride with pentanedioic acid

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110-94-1
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Yield:110-94-1 100%

Reaction Conditions:

with dmap;triethylamine in dichloromethane;

Steps:

1.1 (1)

(1) Glutaric Acid, Trimethylsilylethyl Ester A solution of 1.30 g of trimethylsilylethanol (11.0 mmol, 1.1 eq), 1.14 g of glutaric anhydride (10 mmol, 1.0 eq), 1.53 mL of Et₃N (11 mmol, 1.1 eq) and 122 mg of DMAP (1 mmol, 0.1 eq) in 50 mL of CH₂Cl₂ was stirred under N₂ for 18 h. The solution was partitioned between CH₂Cl₂ (250 mL) and 1M HCl (600 mL) and the organic layer was dried and evaporated to give 2.34 g of the glutaric acid monoester (100%). ¹H NMR (300 MHz, CDCl₃) δ4.18 (m, 2H), 2.41 (t, J=7.2 Hz, 2H), 2.38 (t, J=7.2 Hz, 2H), 1.9 (quintet, J=7.2 Hz, 2H), 0.97 (m, 2H), 0.04 (s, 9H).

References:

US6190920,2001,B1