Basic information Safety Supplier Related

(-)-8-PHENYLMENTHOL

Basic information Safety Supplier Related

(-)-8-PHENYLMENTHOL Basic information

Product Name:
(-)-8-PHENYLMENTHOL
Synonyms:
  • (-)-PHENMENTHOL
  • (-)-8-PHENYLMENTHOL
  • Cyclohexanol, 5-methyl-2-(1-methyl-1-phenylethyl)-, (1R,2S,5R)-
  • (-)-8-Phenylmenthol, GC 97%
  • 5-METHYL-2-(1-METHYL-1-PHENYLETHYL)-(1R,2S,5R)-CYCLOHEXANOL
  • (-)-8-Phenylmenthol,98%
  • (-)-8-Phenylmenthol,97%
  • (1R,2S,5R)-5-Methyl-2-(2-phenylpropan-2-yl)cyclohexanol
CAS:
65253-04-5
MF:
C16H24O
MW:
232.36
Mol File:
65253-04-5.mol
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(-)-8-PHENYLMENTHOL Chemical Properties

Boiling point:
130 °C (0.7501 mmHg)
alpha 
-26°(20/D, c=2, C2H5OH)
Density 
0.999 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.53(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform (Slightly), Methanol (Very Slightly)
pka
15.21±0.60(Predicted)
form 
Viscous Liquid
color 
Clear colorless to light yellow
Specific Gravity
0.999
optical activity
[α]20/D 26°, c = 2 in ethanol
λmax
259nm(CH2Cl2)(lit.)
BRN 
3651167
CAS DataBase Reference
65253-04-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
3-8-10
HS Code 
29061900

MSDS

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(-)-8-PHENYLMENTHOL Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS OILY LIQUID

Uses

(-)-8-Phenylmenthol is used to prepare piperidine-based analogs of cocaine as monoamine reuptake inhibitors. It is also used to prepare quinuclidinyl (fluoroalkyl)benzilate as muscarinic receptor antagonist.

Purification Methods

Dissolve the menthol in toluene, dry (Na2SO4), evaporate and chromatograph it on a silica gel column and eluting with 5% Et2O in pet ether to give an oil with the desired rotation. IR has max 3420cm-1 (OH) with consistent 1H NMR [Corey & Ensley J Org Chem 43 1610 1978, Whitesell et al. Tetrahedron 42 2993 1986, Bednarski & Danishefsky J Am Chem Soc 108 7060 1986].

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