Z-Menthyl chloroformate

Base Information

• Chemical Name: Z-Menthyl chloroformate
• CAS No.: 7635-53-2
• Molecular Formula: C₁₁H₁₉ClO₂
• Molecular Weight: 218.724
• Mol file: 7635-53-2.mol

Synonyms:Carbonochloridicacid, 5-methyl-2-(1-methylethyl)cyclohexyl ester, [1R-(1a,2b,5a)]-; (-)-(1R)-Menthyl chloroformate; (-)-(1R,2S,5R)-Menthyl chloroformate;(-)-(R)-Menthyl chloroformate; (-)-Menthyl chloroformate; (1R,2S,5R)-Menthylchloroformate; Chlorocarbonic acid (-)-menthyl ester; L-(-)-Menthylchloroformate; L-Menthoxy chloroformate; L-Menthyl chloroformate; Menthylchloroformate

Chemical Property of Z-Menthyl chloroformate

Chemical Property:

• Vapor Pressure: 0.0546mmHg at 25°C
• Boiling Point: 233.9°C at 760 mmHg
• Flash Point: 70°C
• PSA: 26.30000
• Density: 1.04g/cm³
• LogP: 3.82260

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• 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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-Menthyl chloroformate

There total 12 articles about Z-Menthyl chloroformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + (-)-menthol (2216-51-5) → (1R,2S,5R)-menthyl chloroformate (14602-86-9,7635-53-2)

Guidance literature:

With pyridine; In tetrachloromethane; at 55 - 60 ℃; for 6h;

DOI:10.1021/jo070614n

Reference yield: 99.0%

bis(trichloromethyl) carbonate (32315-10-9) + (1S,2R,5S)-(+)-menthol (15356-60-2) → (+)-(1S,2R,5S)-menthylchloroformate (7635-54-3,7635-53-2)

Guidance literature:

With pyridine; In dichloromethane; at -5 - 25 ℃; for 13h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 95.0%

phosgene (75-44-5) + (1S,2R,5S)-(+)-menthol (15356-60-2) → (+)-(1S,2R,5S)-menthylchloroformate (7635-54-3,7635-53-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.75h;

upstream raw materials:

phosgene

(1S,2R,5S)-(+)-menthol

bis(trichloromethyl) carbonate

(-)-menthol

Downstream raw materials:

N-(+)-(3R)-menthyloxycarbonyl-N'-morpholinothiourea

N-[menthyloxycarbonyl]-L-leucine

2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol

ethyl O-(l-menthyloxycarbonyl)-3-<(S)-1-phenylpropyl>salicylate

Refernces

• 1、 -. "Synthetic method of acetaldehyde alcohol optical active ester". Page/Page column 0038-0039; 0043-0044; 0048-0049. . Retrieved 2021/09/04.
• 2、 Zou, Ying,Huang, Zhi-Cheng,Xiang, Min,Li, Chen-Yi,Li, Xia,Tian, Fang,Wang, Li-Xin. "Spiro Scaffold Chiral Organocatalyst of 3,2′-Pyrrolidinyl Spiro-oxindole Amine and Its Catalytic Evaluation in the Enantioselective Aldol Condensation between 3-(3-Hydroxy-1 H-pyrazol-1-yl)-Oxindole and Paraformaldehyde". . p. 17371 - 17379. Retrieved 2021/12/02.