(-)-8-PHENYLMENTHOL

Synonym(s):(−)-Phenmenthol

CAS NO.：65253-04-5
Empirical Formula: C16H24O
Molecular Weight: 232.36
MDL number: MFCD00010501
SAFETY DATA SHEET (SDS)
Update Date: 2023-04-23 13:52:06

What is (-)-8-PHENYLMENTHOL?

Chemical properties

CLEAR COLOURLESS OILY LIQUID

The Uses of (-)-8-PHENYLMENTHOL

(-)-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].

Properties of (-)-8-PHENYLMENTHOL

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)
form	Viscous Liquid
pka	15.21±0.60(Predicted)
Specific Gravity	0.999
color	Clear colorless to light yellow
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)

Safety information for (-)-8-PHENYLMENTHOL

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention.