Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI)

Base Information

• Chemical Name: Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI)
• CAS No.: 108235-79-6
• Molecular Formula: C11H19ClO
• Molecular Weight: 202.724
• Mol file: 108235-79-6.mol

Synonyms:Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI)

Chemical Property of Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 3.46020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI)

There total 8 articles about Cyclohexanecarbonyl chloride, 5-methyl-2-(1-methylethyl)-, [1S-(1alpha,2beta,5alpha)]- (9CI) 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%

(1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxylic acid (62309-29-9) → (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride (108235-79-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃;

DOI:10.3390/molecules26040906

Reference yield:

(1R,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonitrile (1217664-77-1,439924-29-5) → (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride (108235-79-6)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 22 h / 0 - 25 °C / Inert atmosphere

2: sulfuric acid / diethyl ether; water / 0 - 20 °C

3: Jones reagent / diethyl ether / 1 h / 0 - 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C

With Jones reagent; oxalyl dichloride; sulfuric acid; diisobutylaluminium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

DOI:10.3390/molecules26040906

Reference yield:

(1R,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxaldehyde (1845-44-9,80434-59-9,80482-64-0,485843-44-5,796865-68-4) → (1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride (108235-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / diethyl ether; water / 0 - 20 °C

2: Jones reagent / diethyl ether / 1 h / 0 - 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C

With Jones reagent; oxalyl dichloride; sulfuric acid; N,N-dimethyl-formamide; In diethyl ether; dichloromethane; water;

DOI:10.3390/molecules26040906

upstream raw materials:

(1S,2R,5S)-2-isopropyl-5-methylcyclohexane-1-carboxylic acid

(-)-menthol

(+)-p-menth-3-ylchloride

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

Downstream raw materials:

meso-α,α,α,α-tetrakis<2-<(p-menth-3-ylcarbonyl)amino>phenyl>-porphyrin