Hydrogen Peroxide → Vinyloxirane

HRID 1708340Notes

Reaction equation

HRID 1708340 reaction equation
C1N=C(N)C2N=CN([C@@H:10]3[O:14][C@H:13](COP(OP(OC[C@H:26]4[O:30][C@@H:29](N5C=C(C(N)=O)CC=C5)[C@H:28](O)[C@@H:27]4O)(O)=O)(O)=O)[C@@H:12](O)[C@H:11]3OP(O)(O)=O)C=2N=1.C=CC=C.OO>>[CH2:26]1[O:30][CH:29]1[CH:28]=[CH2:27].[CH:13](=[O:14])/[CH:12]=[CH:11]/[CH3:10]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 5884NADPHHCID 78451,3-Butadiene2×

Product 2

HCID 13586VinyloxiraneHCID 447466Crotonaldehyde

Procedure

Elfarra et al. (1991 Arch. Bioch. Biophy. 286, 244-251) has demonstrated the NADPH-dependent oxidation of 1,3-butadiene by mouse liver microsomes and the hydrogen peroxide-dependent oxidation of 1,3 butadiene by chloroperoxidase. Both oxidations yielded butadiene monoxide and crotonaldehyde.

Sources & evidence

ORD record
ord-5a3315f753544f339ffb135924df35b0
Source dataset
uspto-grants-1994_10
Patent number
US05358860

Reaction notes

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