Azelaic Acid → Azelaic Acid

HRID 1901796Notes

Reaction equation

HRID 1901796 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].O=[O+][O-].[C:17]([OH:36])(=[O:35])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]/[CH:25]=C\CCCCCCCC>>[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10].[C:17]([OH:36])(=[O:35])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 2266Azelaic AcidHCID 24823Ozone2×HCID 445639Oleic Acid2×

Product 2

HCID 2266Azelaic AcidHCID 8158Nonanoic Acid

Procedure

The azelaic acid component of the present invention may be obtained via any number of methods. One method involves the ozone oxidation of oleic acid. According to this method, oleic acid is oxidized using ozone to form azelaic acid and pelargonic acid. The preparation of azelaic acid is disclosed in U.S. Pat. No. 2,813,113, the entire contents of which are incorporated herein by reference. The azelaic acid produced is di-basic and has a melting point of about 102° C.

Sources & evidence

ORD record
ord-49046daa7897441dbd6a6a0a05fb9012
Source dataset
uspto-grants-1996_11
Patent number
US05578642

Reaction notes

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