2-ISOPROPYL-5-METHYLCYCLOHEXYL CHLOROACETATE

Base Information

• Chemical Name: 2-ISOPROPYL-5-METHYLCYCLOHEXYL CHLOROACETATE
• CAS No.: 106916-72-7
• Molecular Formula: C12H21ClO2
• Molecular Weight: 232.751
• Mol file: 106916-72-7.mol

Synonyms:CHLORO-ACETIC ACID 2-ISOPROPYL-5-METHYL-CYCLOHEXYL ESTER;(-)-menthylchloroacetate;(-)-menthyl chloroacetate;menthyl chloroacetate;(1R)-menthyl chloroacetate;(1R,2S,5R)-menthyl chloroacetate;(-)-menthol monochloroacetate;

Chemical Property of 2-ISOPROPYL-5-METHYLCYCLOHEXYL CHLOROACETATE

Chemical Property:

• PSA: 26.30000
• LogP: 3.22920

Purity/Quality:

99% ^*data from raw suppliers

5-Methyl-2-(propan-2-yl)cyclohexyl2-Chloroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-ISOPROPYL-5-METHYLCYCLOHEXYL CHLOROACETATE

There total 16 articles about 2-ISOPROPYL-5-METHYLCYCLOHEXYL CHLOROACETATE 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%

(-)-menthol (2216-51-5) + chloroacetyl chloride (79-04-9) → (-)-menthyl chloroacetate (7377-98-2,27994-88-3,88644-14-8,106916-72-7,111957-92-7,21758-29-2)

Guidance literature:

In benzene; Heating;

DOI:10.1016/S0957-4166(00)86207-2

Reference yield: 100.0%

(1S,2R,5S)-(+)-menthol (15356-60-2) + chloroacetyl chloride (79-04-9) → (1S,3S,4R)-menthyl chloroacetate (7377-98-2,21758-29-2,27994-88-3,88644-14-8,106916-72-7,111957-92-7)

Guidance literature:

With pyridine; In diethyl ether; at 23 ℃; for 4h;

DOI:10.1002/hlca.19880710621

Reference yield: 95.0%

→ (1S,3S,4R)-menthyl chloroacetate (7377-98-2,21758-29-2,27994-88-3,88644-14-8,106916-72-7,111957-92-7)

Guidance literature:

upstream raw materials:

(E)-1,2-dichloro-1-ethoxy-ethene

menthol

chloroacetic acid

(-)-menthol

Downstream raw materials:

iodo-acetic acid menthyl ester

(R_p)-[(tert-butyl)(phenyl)phosphinoyl]acetic acid menthyl ester

(S_p)-[(tert-butyl)(phenyl)phosphinoyl]acetic acid menthyl ester

Refernces

Nonracemic menthyl phosphorylacetates

10.1007/s11172-007-0047-7

The research focuses on the synthesis and characterization of nonracemic menthyl phosphorylacetates, which are derivatives of phosphorylacetic acids containing the menthoxy fragment at the phosphorus atom or at the carbonyl group. These compounds are of interest due to their potential high biological activity, as they are analogs of biogenic compounds. The study aims to prepare enantiopure biologically active organophosphorus compounds and determine their configurations. The experiments involved the reaction of diethyl menthyl phosphite or di-O,O-menthyl phenylphosphonite with menthyl chloroacetate, requiring the presence of catalytic amounts of zinc chloride and resulting in the formation of products with the menthoxy substituent intact. The configurations of the enantiomerically pure compounds were established using X-ray diffraction and NMR spectroscopy. Analyses used in the study included mass spectrometry, 1H NMR spectroscopy, and 31P NMR spectroscopy to confirm the presence of the menthyl fragment in the products and to determine the ratios of diastereomers produced. The research also utilized multidimensional NMR spectroscopy for the determination of the relative configuration of liquid or dissolved compounds.