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(-)-Menthyl chloride

(-)-Menthyl chloride structure

CAS No:
16052-42-9
Formula:
C10H19Cl
Chemical Name:
(-)-Menthyl chloride
Synonyms:
Cyclohexane,2-chloro-4-methyl-1-(1-methylethyl)-,(1S,2R,4R)-;p-Menthane,3-chloro-,(1R,3R,4S)-(-)-;Cyclohexane,2-chloro-4-methyl-1-(1-methylethyl)-,[1S-(1α,2β,4β)]-;(1S,2R,4R)-2-Chloro-4-methyl-1-(1-methylethyl)cyclohexane;Menthyl chloride;l-Menthyl chloride;(-)-Menthyl chloride;(1R,2S,5R)-Menthyl chloride;NSC 55430;25164-15-2
Categories:
Chemical Reagents > Organic Reagents

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(-)-Menthyl chloride Basic Attributes

Molecular Weight：

174.71

Exact Mass：

174.71

EC Number：

240-200-7

NSC Number：

55430

HScode：

2903890090

Characteristics

PSA：

XLogP3：

3.68600

Appearance：

colorless liquid

Density：

0.936 g/cm³ @ Temp: 420 °C

Melting Point：

-20.1-16.5 °C

Boiling Point：

101.0-101.5 °C @ Press: 21 Torr

Flash Point：

174 °F

Refractive Index：

n 20/D 1.464

Vapor Pressure：

0.209mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

safety instructions：

23-24/25

(-)-Menthyl chloride Use and Manufacturing

Methods of Manufacturing

Below 15°C, slowly add the menthol-petroleum ether mixture to the phosphorus pentoxide-petroleum ether mixture. Recover petroleum ether at 90°C, add water, cool to about 10°C, separate the water layer, wash with sodium carbonate solution, then wash with water until neutral, dry with anhydrous sodium sulfate, distill under reduced pressure, and collect 87.5-90 ℃ (1.73kPa) fraction, namely chloromenthol, the yield is 75%.

Uses

Organic synthesis intermediate. It is used in the synthesis of family planning drug phenyl alcohol ether (contraceptive spirit).

Computed Properties

Molecular Weight:174.71
XLogP3:4.3
Rotatable Bond Count:1
Exact Mass:174.1175283
Monoisotopic Mass:174.1175283
Heavy Atom Count:11
Complexity:120
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Benzonitrile