4-tert-Butylcyclohexanol Chemical Properties

Melting point:

62-70 °C(lit.)

Boiling point:

110-115 °C15 mm Hg(lit.)

Density 

2.591

vapor pressure 

6-201.38Pa at 25-65℃

refractive index 

1.447

Flash point:

221 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Powder or Granules

pka

15.32±0.40(Predicted)

color 

White

Odor

at 100.00 %. woody musty patchouli camphor mint leather

Odor Type

woody

Water Solubility 

<1 g/L (20 ºC)

BRN 

1902277

InChIKey

CCOQPGVQAWPUPE-UHFFFAOYSA-N

LogP

3.23 at 20℃

CAS DataBase Reference

98-52-2(CAS DataBase Reference)

NIST Chemistry Reference

Cyclohexanol, 4-(1,1-dimethylethyl)-(98-52-2)

EPA Substance Registry System

Cyclohexanol, 4-(1,1-dimethylethyl)- (98-52-2)

Safety Information

Risk Statements 

23/25-33-50/53

Safety Statements 

24/25-61-60-45-28-20/21

RIDADR 

3256

WGK Germany 

1

RTECS 

GV8750000

HS Code 

29061900

Toxicity

The acute oral LD₅₀ in rats was reported as 4-2 g/kg (3-62-4-87 g/kg)(Denine, 1973). The acute dermal LD₅₀ in rabbits was reported as > 5 g/kg (Denine, 1973).

MSDS

• Language:English Provider:4-tert-Butylcyclohexanol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

4-tert-Butylcyclohexanol Usage And Synthesis

Synthesis

Phenol and isobutylene carry out tert-butylation reaction in the presence of aluminum trichloride, and catalytic hydrogenation with Rays Nickel W7, two kinds of geometric structures can be obtained, in which the trans structure accounts for more than 70%.

Chemical Properties

white powder or granules

Occurrence

Has apparently not been reported to occur in nature.

Uses

4-tert-Butylcyclohexanol (mixture of cis and trans) can be used as a reactant to synthesize tris(4,4′-di-tert-butyl-2,2′-bipyridine)(trans-4-tert-butylcyclohexanolato)deca-μ-oxido-heptaoxidoheptavanadium oxide cluster complex by reacting with [V₈O₂₀(C₁₈H₂₄N₂)₄]. It can also be used as a reactant in competitive Oppenauer oxidation experiments in the presence of zeolite BEA as a stereoselective catalyst. Only cis-isomer is selectively converted to the corresponding ketone, whereas trans-isomer remains unchanged.

Preparation

From 4-terf-butylphenol by hydrogenation(Arctander, 1969).

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 2724, 1980 DOI: 10.1021/jo01301a040
Synthesis, p. 171, 1977 DOI: 10.1055/s-1977-24307

4-tert-Butylcyclohexanol(98-52-2)Related Product Information

• tert-Butyl methyl ether
• 4-tert-Butylphenol
• tert-Butyldimethylsilyl chloride
• Methyl 4-tert-butylbenzoate
• 2-TERT-BUTYLCYCLOHEXANOL
• 4-tert-Butylcyclohexanone
• 4-tert-Butylcatechol
• tert-Butylhydroquinone
• tert-Butyl hydroperoxide
• Diethylene glycol monobutyl ether
• Cyclohexanol
• DI-TERT-BUTYL ETHER
• TRANS-4-TERT-PENTYLCYCLOHEXANOL
• 4-tert-Butylcyclohexyl chloroformate
• CIS-4-TERT-BUTYLCYCLOHEXANOL
• 4-TERT-AMYLCYCLOHEXANOL
• 4-tert-Butylcyclohexyl acetate
• 4',4''(5'')-DI-TERT-BUTYLDICYCLOHEXANO-18-CROWN-6