Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Base Information

• Chemical Name: Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS No.: 21758-34-9
• Molecular Formula: C17H23ClO2
• Molecular Weight: 294.821
• Mol file: 21758-34-9.mol

Synonyms:4-Chloro-benzoic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester;4-chloro-benzoic acid-((1R)-menthyl ester);4-Chlor-benzoesaeure-((1R)-menthylester);

Chemical Property of Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Chemical Property:

• Boiling Point: 146 °C (0.5 mmHg)
• PSA: 26.30000
• LogP: 4.95760

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

There total 5 articles about Benzoic acid, 4-chloro-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester 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: 84.0%

(-)-menthol (2216-51-5) + 4-chloro-benzoyl chloride (122-01-0) → (1R,2S,5R)-(-)-menthyl 4-chlorobenzoate (21758-34-9)

Guidance literature:

With pyridine; for 1h; Heating;

DOI:10.1080/10587250008024794

Reference yield:

(-)-menthol (2216-51-5) + para-chlorobenzoic acid (74-11-3) → (1R,2S,5R)-(-)-menthyl 4-chlorobenzoate (21758-34-9) + (1S,2S,5R)-1-(4-chlorobenzoyl)-2-(1-methylethyl)-5-methylcyclohexan-1-ol

Guidance literature:

With dimethylmalonyltributylphosphorane; In toluene; at 70 ℃; for 24h;

DOI:10.1016/j.jorganchem.2004.10.046

Reference yield:

para-chlorobenzoic acid (74-11-3) → (1R,2S,5R)-(-)-menthyl 4-chlorobenzoate (21758-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: 84 percent / pyridine / 1 h / Heating

With pyridine; thionyl chloride;

DOI:10.1080/10587250008024794

upstream raw materials:

(-)-menthol

4-chloro-benzoyl chloride

para-chlorobenzoic acid