(+)-Menthyl Chloroformate

Basic Information

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CAS Number

7635-54-3

Molecular Formula

C11H19ClO2

Molecular Weight

218.72 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Oil

Boiling Point

108-109 °C/11 mmHg

Density

1.031 g/mL at 25 °C

Refractive Index

n20/D 1.458(lit.)

SMILES

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CC1CCC(C(C1)OC(=O)Cl)C(C)C

InChI

InChI=1S/C11H19ClO2/c1-7(2)9-5-4-8(3)6-10(9)14-11(12)13/h7-10H,4-6H2,1-3H3/t8-,9+,10-/m0/s1

InChIKey

KIUPCUCGVCGPPA-AEJSXWLSSA-N

LogP

3.822600000000003

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

204

Safety Information

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GHS Hazard Pictograms

H314

H331

Hazard Statement

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

H331 Toxic if inhaled
Acute toxicity, inhalation

Hazard Class

Class 6.1(a) Class 6.1(a)

Sensitiveness

Sensitive to moisture

Synonyms & References

English

(+)-Chloroformyloxy-p-menthane
M1221
MFCD00134483
AKOS015910262
(1S)-(+)-Menthyl chloroformate, optical purity ee: 97% (GLC)
7635-54-3
(+)-Menthyl Chloroformate
Carbonochloridic acid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)-
(1S)-(+)-Menthyl chloroformate
(1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl chloroformate
D91465
KIUPCUCGVCGPPA-AEJSXWLSSA-N
(1S,2R,5S)-2-Isopropyl-5-methylcyclohexyl carbonochloridate
NS00122851
DTXSID701138530
(1S,2R,5S)-5-methyl-2-(propan-2-yl)cyclohexyl chloroformate
EN300-1612992
A838679
[(1S,2R,5S)-5-methyl-2-propan-2-ylcyclohexyl] carbonochloridate
[(1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl] carbonochloridate
SCHEMBL1690718
(1S,2R,5S)-2-Isopropyl-5-methylcyclohexylcarbonochloridate
FS-9590
Carbonochloridic acid,5-methyl-2-(1-methylethyl)cyclohexyl ester, (1S,2R,5S)-
(-)-(1R)-menthyl chloroformate
(+)-(1S,2R)-2-(tert-butyl)cyclohexanol
(+)-(1S,2R)-2-hydroxy-cyclohexyl benzoate
(+)-(1S,2R)-2-tert-Butylcyclohexanol
(+)-(1S,2R,5S)-menthylchloroformate
(1R)-(-)-menthyl chloroformate
(1R,2S)-2-benzoyloxy-1-cyclohexanol

MDL Number

MFCD00134483

FAQ

What are the physical and chemical properties of (+)-Menthyl Chloroformate (CAS: 7635-54-3)?

The physical and chemical properties of (+)-Menthyl Chloroformate include a crystalline form at room temperature, a molecular weight of approximately 194.6 g/mol, and limited water solubility. It is sparingly soluble in water but highly soluble in organic solvents like chloroform and ethanol. (+)-Menthyl Chloroformate is reactive, particularly towards nucleophiles, and can undergo hydrolysis and other chemical transformations depending on the conditions.

How is (+)-Menthyl Chloroformate (CAS: 7635-54-3) typically synthesized?

(+)-Menthyl Chloroformate can be synthesized by the reaction of (−)-menthol with thionyl chloride and subsequent reaction with chloroform. Commonly, thionyl chloride is used to convert menthol to its chloride derivative, which is then reacted with chloroform in the presence of a base or catalyst to form the chloroformate. The process involves selective esterification and can yield up to 95% purity with good yield and selectivity.

What industries use (+)-Menthyl Chloroformate (CAS: 7635-54-3)?

(+)-Menthyl Chloroformate is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of chiral compounds. It is also utilized in the production of polymers for special applications, as a sensor component, and in the synthesis of certain semiconductors. Its ability to form stable esters with high selectivity makes it valuable in these sectors.

What precautions should be taken when handling (+)-Menthyl Chloroformate (CAS: 7635-54-3)?

When handling (+)-Menthyl Chloroformate, it is crucial to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. Spills should be cleaned up immediately using appropriate absorbents, and the area should be well-ventilated. Safety data sheets (SDS) should be consulted for detailed handling and emergency procedures. Storage should be in a cool, dry location away from incompatible materials.