Basic information Safety Supplier Related

cis-4-(Trifluoromethyl)cyclohexanol

Basic information Safety Supplier Related

cis-4-(Trifluoromethyl)cyclohexanol Basic information

Product Name:
cis-4-(Trifluoromethyl)cyclohexanol
Synonyms:
  • cis-4-(Trifluoromethyl)cyclohexanol
  • Cyclohexanol, 4-(trifluoroMethyl)-, cis-
  • cis-4-(Trifluoromethyl)cyclohexan-1-ol
  • (1S,4s)-4-(trifluoromethyl)cyclohexan-1-ol
CAS:
75091-92-8
MF:
C7H11F3O
MW:
168.16
Mol File:
75091-92-8.mol
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cis-4-(Trifluoromethyl)cyclohexanol Chemical Properties

Boiling point:
160.4±35.0 °C(Predicted)
Density 
1.231±0.06 g/cm3(Predicted)
storage temp. 
Store at Room Tem.
pka
14.88±0.40(Predicted)
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cis-4-(Trifluoromethyl)cyclohexanol Usage And Synthesis

Synthesis

402-45-9

75091-92-8

Step A: Synthesis of 4-(trifluoromethyl)cyclohexanol; 4-hydroxytrifluorotoluene (5 g, 30.8 mmol) was placed in a high-pressure hydrogenation reactor, dissolved in acetic acid (15 ml) and platinum oxide (PtO, 500 mg) was added as a catalyst. The reactor was pressurized using hydrogen (50 psi) and the reaction was carried out at room temperature for 16 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad to remove the catalyst, and the pH was adjusted by adding 1N sodium hydroxide solution to the filtrate, which was subsequently extracted with diethyl ether. The organic phase was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure at room temperature to afford cis-4-(trifluoromethyl)cyclohexanol (4.5 g, 87% yield). Mass spectrometry analysis showed [M + H]+ peak of 169, corresponding to the molecular ion peak (M + 1) of the target compound.

References

[1] Patent: WO2008/7930, 2008, A1. Location in patent: Page/Page column 27
[2] , 1970, vol. 6, # 10, p. 2063 - 2067
[3] Zhurnal Organicheskoi Khimii, 1970, vol. 6, # 10, p. 2055 - 2060

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