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4-Cyclohexylphenol

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4-Cyclohexylphenol Basic information

Product Name:
4-Cyclohexylphenol
Synonyms:
  • Phenol, p-cyclohexyl-
  • p-Hydroxyphenylcyclohexane
  • CYCLOHEXYL PHENOL
  • 4-cyclohexyl-pheno
  • 4-HYDROXYPHENYLCYCLOHEXANE
  • 4-CYCLOHEXYLPHENOL
  • P-CYCLOHEXYLPHENOL
  • CYCLOHEXYLPHENOL, 4-
CAS:
1131-60-8
MF:
C12H16O
MW:
176.25
EINECS:
214-465-4
Product Categories:
  • Aromatic Phenols
Mol File:
1131-60-8.mol
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4-Cyclohexylphenol Chemical Properties

Melting point:
130-135°C
Boiling point:
213-215°C
Density 
0.9452 (rough estimate)
vapor pressure 
0.823-3.6Pa at 25℃
refractive index 
1.5415 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
form 
Solid:flakes
pka
10.15±0.13(Predicted)
color 
White to Light yellow to Light orange
Water Solubility 
66.66mg/L(25 ºC)
Dielectric constant
4.0(54℃)
LogP
4.22-4.33
CAS DataBase Reference
1131-60-8(CAS DataBase Reference)
NIST Chemistry Reference
Phenol, 4-cyclohexyl-(1131-60-8)
EPA Substance Registry System
Phenol, 4-cyclohexyl- (1131-60-8)
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Safety Information

Hazard Codes 
Xi,N
Risk Statements 
20/21/22-36/37/38-50/53-41-37/38
Safety Statements 
26-36/37/39-61-60-39
Hazard Note 
Irritant
HS Code 
2907199090

MSDS

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4-Cyclohexylphenol Usage And Synthesis

Uses

4-Cyclohexylphenol is a derivative of Cyclohexylphenol (CHP), which is widely used in the preparation of dyes, resins, and biocides[2]. 4-Cyclohexylphenol labelled with 35s can be used for metabolic studies[3].

Synthesis

4-Cyclohexylphenol is obtained by hydroalkylation of phenol using phenol as a raw material in the presence of a palladium catalyst and a molten salt (NaCl-AlCl3)[1]. The specific synthesis steps are as follows:
The hydroalkylation of phenol in the presence of palladium catalyst and fused salt (NaCl-AlCl3) under hydrogen pressure was carried out. By using 1% Pd-Al2O3 (1 g) and the fused salt (1 : 1 mol ratio, 6 g), 4-cyclohexylphenol was obtained selectively from 1 (30 g) in a yield of 31.9% at 120°C for 4.5 h.

References

[1] T. KAMIYAMA; M. I; S Enomoto. Hydroalkylation of phenol to cyclohexylphenol in the presence of Pd-Al2O3 and NaCl-AlCl3 under hydrogen pressure.[J]. Chemical & pharmaceutical bulletin, 1986. DOI:10.1248/CPB.34.450.
[2] S. GUTIéRREZ-RUBIO . Synthesis of cyclohexylphenol via phenol hydroalkylation using Co2P/zeolite catalysts[J]. Catalysis Today, 2022. DOI:10.1016/j.cattod.2021.11.039.
[3] D.J. HEARSE; Gillian M P; A H Olavesen. The preparation and characterization of a series of 35S-labelled aryl sulphate esters for metabolic studies[J]. Biochemical pharmacology, 1969. DOI:10.1016/0006-2952(69)90022-7.

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