9-Nitrooleic acid → Oleic Acid

HRID 2360196Notes

Reaction equation

HRID 2360196 reaction equation
[N+](/[C:4](=[CH:15]/[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])/[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])([O-])=O.[N+](/C(/CCCCCCCC)=C/CCCCCCCC(O)=O)([O-])=O.[N+](C(CCCCCC/C=C\CCCCCCCC)C(O)=O)([O-])=O>>[C:12]([OH:14])(=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]/[CH:4]=[CH:15]\[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 3

HCID 116455819-Nitrooleic acidHCID 24836820(E)-10-Nitrooleic acidHCID 86656470HCID 86656470, compound

Product 1

HCID 445639Oleic Acid

Procedure

9-Nitrooleic acid and 10-nitrooleic acid are two regioisomers of nitrooleic acid (OA-NO2), which are formed by nitration of oleic acid in approximately equal proportions in vivo. The two compounds were purchased from Cayman Chemicals (Ann Arbor, Mich.) (9-nitrooleic acid: Cat#10008042; 10-nitrooleic acid: Cat#10008043) and used as an 1:1 mixture of the isomers.

Sources & evidence

ORD record
ord-e599f09f09914e2f958dce87fcfaf535
Source dataset
uspto-grants-2014_04
Patent number
US08686038B2

Reaction notes

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