tert-Butanol → 2-Propanol, 2-((1,1-dimethylethyl)azo)-

Reaction equation

[OH-:1].[Na+].[C:3]([N:7]=[N:8][C:9](Cl)([CH3:11])[CH3:10])([CH3:6])([CH3:5])[CH3:4].[C:13]([OH:17])([CH3:16])([CH3:15])C>>[C:3]([N:7]=[N:8][C:9]([OH:17])([CH3:11])[CH3:10])([CH3:6])([CH3:5])[CH3:4].[CH2:9]([N:8]=[N:7][C:3]([OH:1])([CH3:5])[CH3:4])[CH2:15][CH2:13][CH3:16]

Participants

Reactant 3

HCID 6386tert-Butanol

HCID 14798Sodium Hydroxide

HCID 156443492-t-Butylazo-2-chloropropane

Product 2

HCID 945822-Propanol, 2-((1,1-dimethylethyl)azo)-

HCID 203568312-[(E)-Butyldiazenyl]propan-2-ol

Procedure

2-t-butylazo-2-hydroxypropane was prepared by reacting aqueous sodium hydroxide and 2-t-butylazo-2-chloropropane in t-butyl alcohol. The 2-butylazo-2-hydroxypropane was isolated by diluting the alcohol solution with water and extracting with pentane.

Sources & evidence

ORD record: ord-21a9322dfc7a4c3abb21e91c6f45d23d
Source dataset: uspto-grants-1976_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03957750

Reaction notes

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