(S)-2-METHOXYCYCLOHEXANONE

Base Information

• Chemical Name: (S)-2-METHOXYCYCLOHEXANONE
• CAS No.: 155320-76-6
• Molecular Formula: C7H12 O2
• Molecular Weight: 128.171
• Mol file: 155320-76-6.mol

Synonyms:Cyclohexanone,2-methoxy-, (S)-; (S)-2-Methoxycyclohexanone

Chemical Property of (S)-2-METHOXYCYCLOHEXANONE

Chemical Property:

• Vapor Pressure: 0.574mmHg at 25°C
• Refractive Index: 1.44
• Boiling Point: 189.3°Cat760mmHg
• Flash Point: 68.8°C
• PSA: 26.30000
• Density: 0.98g/cm³
• LogP: 1.14450

Purity/Quality:

98%min ^*data from raw suppliers

(S)-2-METHOXYCYCLOHEXANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-METHOXYCYCLOHEXANONE

There total 24 articles about (S)-2-METHOXYCYCLOHEXANONE 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: 56.0%

(1S,2S)-2-methoxycyclohexanol (134108-92-2) → (2S)-2-methoxycyclohexanone (155320-76-6)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In dichloromethane; water; at 0 ℃; for 1h;

DOI:10.1021/jo962095m

Reference yield:

2-methoxycyclohexanone (7429-44-9) → (1S,2R)-2-methoxycyclohexanol (174390-40-0) + (1R, 2S)-2-methoxycyclohexanol (155320-77-7) + (2S)-2-methoxycyclohexanone (155320-76-6) + (R)-2-methoxycyclohexanone

Guidance literature:

With hydrogen; RuH(η1-BH4)[(S)-2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl][(S,S)-1,2-diphenylethylenediamine]; In isopropyl alcohol; at 23 - 25 ℃; for 1h; under 6080.41 Torr;

DOI:10.1021/ja026136+

Reference yield:

2-methoxycyclohexanol (2979-24-0) + sodium hydrogensulfite → (2S)-2-methoxycyclohexanone (155320-76-6)

Guidance literature:

With sodium hypochlorite; sodium chloride; sulfuric acid; chlorine; sodium carbonate; In dichloromethane;

upstream raw materials:

(1S,2S)-2-methoxycyclohexanol

(R)-2-[1-phenyl-(E)-methylidene]-1-cyclohexanol

[(S)-2-Methoxy-cyclohex-(E)-ylidenemethyl]-benzene

2-methoxycyclohexanone

Downstream raw materials:

(S)-6-methoxy-1-(trimethylsilyloxy)cyclohex-1-ene

(S)-N'-(2-methoxycyclohexylidene)-4-methylbenzenesulfonohydrazide

(1S,2S)-2-methoxy-1-((1R)-1-phenyl-allyl)-cyclohexanol

(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxy-ethyl>-4-<(2'S,6'S)-6'-methoxy-1-oxo-cyclohex-2'-yl>-azetidin-2-one

Refernces

• 1、 Winkler, Christoph K.,Stueckler, Clemens,Mueller, Nicole J.,Pressnitz, Desiree,Faber, Kurt. "Asymmetric synthesis of O-protected acyloins using enoate reductases: Stereochemical control through protecting group modification". experimental part. p. 6354 - 6358. Retrieved 2011/02/24.
• 2、 -. "Production of optically active ketone". . . Retrieved 2008/06/13.