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alpha-Thujene → 2-Methyl-5-(1-methylethyl)bicyclo(3.1.0)hexan-2-ol

HRID 53464
Notes
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Reaction equation

HRID 53464 reaction equation
[O-:1]O.[CH3:3][C:4]1[CH:8]2[CH2:9][C:7]2([CH:10]([CH3:12])[CH3:11])[CH2:6][CH:5]=1>[Ni]>[CH3:11][CH:10]([C:7]12[CH2:9][CH:8]1[C:4]([OH:1])([CH3:3])[CH2:5][CH2:6]2)[CH3:12]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 17868alpha-ThujeneHCID 18500Perhydroxyl radical

Product 1

HCID 623672-Methyl-5-(1-methylethyl)bicyclo(3.1.0)hexan-2-ol

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The hydroperoxide resulting from α-thujene can be reduced to 4-hydroxy-β-thujene and can then be hydrogenated, e.g. in the presence of Raney nickel, to give sabinene hydrate.

Sources & evidence

ORD record
ord-c8171cd5fd0b4c1a9e57d3f8d8be06ad
Source dataset
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05620569

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes