ChemicalBook CAS DataBase List Adipic acid

Adipic acid synthesis

14synthesis methods

Product Name:Adipic acid
CAS Number:124-04-9
Molecular formula:C6H10O4
Molecular Weight:146.14

Adipic acid is produced from a mixture of cyclohexanol and cyclohexanone called "KA oil", the abbreviation of "ketone-alcohol oil." The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Early in the reaction the cyclohexanol is converted to the ketone, releasing nitrous acid:
HOC₆H₁₁ + HNO₃ → OC₆H₁₀ + HNO₂ + H₂O
Among its many reactions, the cyclohexanone is nitrosated, setting the stage for the scission of the C- C bond:
HNO₂ + HNO₃ → NO+NO₃^-+ H₂O
OC₆H₁₀ + NO⁺→ OC₆H₉^-2 - NO + H⁺
Side products of the method include glutaric and succinic acids.
Related processes start from cyclohexanol, which is obtained from the hydrogenation of phenol.

108-93-0 Synthesis

108-93-0
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$11.00/25g

124-04-9
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$6.00/25g

Yield:124-04-9 100%

Reaction Conditions:

with oxygen;potassium nitrate||KNO₃||NO₃K;trifluoroacetic acid at 0 - 20; for 5.25 h;Product distribution / selectivity;

Steps:

7

An operation was conducted in the same manner as in Example 1 except that sodium nitrite was replaced by a nitrite or nitrate shown in Table 1. The results are shown in Table 1.

References:

EP1728779,2006,A1 Location in patent:Page/Page column 6