7635-53-2

Basic information

• Product Name: Z-Menthyl chloroformate
• Synonyms: Z-Menthyl chloroformate
• CAS NO: 7635-53-2
• Molecular Formula: C11H19 Cl O2
• Molecular Weight: 0
• Mol File: 7635-53-2.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 233.9°C at 760 mmHg
• Flash Point: 70°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.0546mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: Z-Menthyl chloroformate(CAS DataBase Reference)
• NIST Chemistry Reference: Z-Menthyl chloroformate(7635-53-2)
• EPA Substance Registry System: Z-Menthyl chloroformate(7635-53-2)

Safety Data

• Statements: R23:Toxic by inhalation.; R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 7635-53-2(Hazardous Substances Data)

Usage

InChI:InChI=1/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-/m1/s1

Upstream product

• 75-44-5 phosgene 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 2216-51-5 (-)-menthol 
• 503-38-8 trichloromethyl chloroformate 
• 89-78-1 menthol 
• 1449331-29-6 2-isopropyl-5-methylcyclohexyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 

Downstream Products

• 111612-17-0 5-(-)-menthyloxycarbonyl-(6R)-tetrahydrofolic acid 
• 111482-05-4 5-(-)-menthyloxycarbonyl-(6S)-tetrahydrofolic acid 
• 153996-48-6 2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol 

Relevant articles and documents

Synthesis method of acetaldehyde alcohol optical active ester

The invention provides a synthesis method of an acetaldehyde alcohol optical active ester, which comprises the following steps of: reacting L-menthol as a raw material with triphosgene to obtain L-menthyl chloroformate, reacting the L-menthyl chloroformate with 1, 4-cis-butenediol, recrystallizing, and carrying out oxidation reaction under an ozone condition to obtain the acetaldehyde alcohol optical active ester. In the whole synthesis process, the initial raw materials are low in price and easy to obtain, the synthesis process is simple, the synthesis conditions are mild, and the synthesis cost of the acetaldehyde alcohol optical active ester is greatly reduced. The raw materials are good in reaction selectivity and high in atom utilization rate, and the obtained acetaldehyde alcohol optical active ester has high yield and purity. Meanwhile, few three-waste pollutants are generated in the synthesis process, and the method is suitable for industrial large-scale production of the acetaldehyde alcohol optical active ester, so that large-scale synthesis of drugs such as emtricitabine and lamivudine is facilitated.

Synthetic method of acetaldehyde alcohol optical active ester

The invention discloses a synthetic method of acetaldehyde alcohol optical active ester. The method comprises the following steps: under the condition of a catalyst solvent, carrying out a reaction on triphosgene andn L-menthol to obtain a reaction product containing L-menthyl chloroformate; adding 1, 4-cis-butenediol into the reaction product obtained in the step 1, adding a proper amount of a catalyst and a proper amount of a solvent, carrying out a reaction to obtain a reaction product containing menthyl dicarbonate, and carrying out post-treatment on the reaction product to obtain purified menthyl dicarbonate; and dissolving the obtained menthyl dicarbonate in a solvent, and introducing ozone to oxidize the menthyl dicarbonate into the acetaldehyde alcohol optical active ester. According to the invention, the conditions of the reaction steps are mild, the operation is simple and convenient, the initial raw materials are cheap and easy to obtain, the reaction steps are short, the generated three-waste pollutants are less, the yield is high, the method is suitable for industrial large-scale production, the reaction steps are simplified to a certain extent, and the subsequent reaction is facilitated.

PROCESS FOR PRODUCING CHLOROFORMATE COMPOUND

The present invention provides a method for safely producing a large amount of chloroformate compound with high yield. The chloroformate compound can be produced by mixing and reacting a solution of triphosgene, an amine and an alcohol compound in a flow reactor. The chloroformate compound can also be produced by mixing and reacting a solution of triphosgene with a solution comprising an amine and an alcohol compound in a flow reactor. The amine is preferably tributylamine, and preferably used in an amount of 0.8 to 3 equivalents relative to an amount of the alcohol compound.