4-tert-butyl-2-chlorocyclohexanone

Base Information

• Chemical Name: 4-tert-butyl-2-chlorocyclohexanone
• CAS No.: 16508-33-1
• Molecular Formula: C10H17 Cl O
• Molecular Weight: 188.697
• Mol file: 16508-33-1.mol

Synonyms:Cyclohexanone,2-chloro-4-(1,1-dimethylethyl)-, cis-; Cyclohexanone, 4-tert-butyl-2-chloro-,cis- (8CI); cis-2-Chloro-4-tert-butylcyclohexanone;cis-4-tert-Butyl-2-chlorocyclohexanone

Chemical Property of 4-tert-butyl-2-chlorocyclohexanone

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Boiling Point: 260.3°Cat760mmHg
• Flash Point: 144.3°C
• PSA: 17.07000
• Density: 1.01g/cm³
• LogP: 3.00910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-tert-butyl-2-chlorocyclohexanone

There total 9 articles about 4-tert-butyl-2-chlorocyclohexanone 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: 77.0%

4-tercbutyl-cyclohexanone (98-53-3) → trans-4-tert-butyl-2-chloro-cyclohexanone (15175-18-5) + cis-4-tert-butyl-2-chlorocyclohexanone (16508-33-1)

Guidance literature:

4-tercbutyl-cyclohexanone; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With methyl chlorosulfate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Overall yield = 100 %; Overall yield = 189 mg; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.02.036

Reference yield: 60.0%

trans-4-tert-butyl-2-chloro-cyclohexanone (15175-18-5) → cis-4-tert-butyl-2-chlorocyclohexanone (16508-33-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 25 ℃; for 0.5h;

DOI:10.1021/ja0467768

Reference yield: 59.0%

((4-(tert-butyl)cyclohex-1-en-1-yl)oxy)triethylsilane → trans-4-tert-butyl-2-chloro-cyclohexanone (15175-18-5) + cis-4-tert-butyl-2-chlorocyclohexanone (16508-33-1)

Guidance literature:

With N-chloro-succinimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo0513966

upstream raw materials:

4-tercbutyl-cyclohexanone

trans-4-tert-butyl-2-chloro-cyclohexanone

4-t-butyl-1-trimethylsilyloxy-1-cyclohexene

tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane

Downstream raw materials:

4-(tert-butyl)cyclohex-1-en-1-yl diisopropyl phosphate

(2R*,4S*)-4-(t-butyl)-2-phenyl-1-cyclohexanone

Phosphoric acid 4-tert-butyl-cyclohex-1-enyl ester dimethyl ester

4-(tert-butyl)cyclohex-1-en-1-yl diethyl phosphate