Perhydroxyl radical → Oxiranemethanol, 3-methyl-3-(4-methyl-3-pentenyl)-

Reaction equation

[O-:1]O.[OH:3][CH2:4]/[CH:5]=[C:6](/[CH3:13])\[CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11]>>[OH:3][CH2:4][CH:5]1[O:1][C:6]1([CH3:13])[CH2:7][CH2:8][CH:9]=[C:10]([CH3:12])[CH3:11]

Participants

Reactant 2

HCID 18500Perhydroxyl radical

HCID 643820Nerol

Product 1

HCID 530403Oxiranemethanol, 3-methyl-3-(4-methyl-3-pentenyl)-

Procedure

The hydroperoxide resulting from nerol can be reduced to the corresponding hydroxyl compound and this can then be cyclized with acid catalysis to give nerol oxide.

Sources & evidence

ORD record: ord-8e9fb367a1f3464b80c238386c6849bf
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05620569

Reaction notes

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