2-(Methylthio)cyclohexanone

Base Information

• Chemical Name: 2-(Methylthio)cyclohexanone
• CAS No.: 52190-35-9
• Molecular Formula: C7H12OS
• Molecular Weight: 144.238
• Hs Code.: 2930909090
• European Community (EC) Number: 623-576-0
• DSSTox Substance ID: DTXSID00401159
• Nikkaji Number: J566.258C
• Mol file: 52190-35-9.mol

Synonyms:2-(Methylthio)cyclohexanone;52190-35-9;2-methylsulfanylcyclohexan-1-one;2-(methylsulfanyl)cyclohexan-1-one;alpha-methylthiocyclohexanone;SCHEMBL1713454;2-(Methylthio)cyclohexan-1-one;DTXSID00401159;2-(Methylthio)cyclohexanone, 98%;AKOS009156581;CS-0348680;EN300-86354;Z732208578

Chemical Property of 2-(Methylthio)cyclohexanone

Chemical Property:

• Vapor Pressure: 0.036mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 45 °C10.1 mm Hg(lit.)
• Flash Point: 193 °F
• PSA: 42.37000
• Density: 1.069 g/mL at 25 °C(lit.)
• LogP: 1.86110
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 144.06088618
• Heavy Atom Count: 9
• Complexity: 112

Purity/Quality:

98%Min ^*data from raw suppliers

2-(Methylthio)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1CCCCC1=O

Technology Process of 2-(Methylthio)cyclohexanone

There total 20 articles about 2-(Methylthio)cyclohexanone 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: 94.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + 2,3,5,6-tetramethyl-1-methylthio-4-oxocyclohexa-2,5-dienyl acetate (194720-40-6) → 2-(methylthio)cyclohexanone (52190-35-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at -30 - 20 ℃; for 0.166667h;

DOI:10.1021/jo001710q

Reference yield: 93.0%

Cyclohexyl-[2-methylsulfanyl-cyclohex-(E)-ylidene]-amine (110466-28-9,110466-29-0) → 2-(methylthio)cyclohexanone (52190-35-9)

Guidance literature:

With oxalic acid; In water; for 24h; Ambient temperature;

DOI:10.1055/s-1987-27870

Reference yield: 72.0%

dimethyl(methylthio)sulfonium tetrafluoroborate (5799-67-7) + cyclohexene (110-83-8) → 2-(methylthio)cyclohexanone (52190-35-9)

Guidance literature:

With dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In nitromethane; Ambient temperature;

DOI:10.1021/ja00375a055

upstream raw materials:

2-bromocyclohexanone

sodium thiomethoxide

Methanesulfenyl chloride

cyclohexanone

Downstream raw materials:

2-(o-tolylamino)cyclohex-2-enone

3-(1-Methylthio-2-oxocyclohexane)yl propanoate d'ethyle

2-methyl-2-(methylthio)cyclohexanone

2-Methylmercapto-cyclohexen-⁽²⁾-on

Refernces

• 1、 Matsugi,Murata,Gotanda,Nambu,Anilkumar,Matsumoto,Kita. "Facile and efficient sulfenylation method using quinone mono-O,S-acetals under mild conditions". . p. 2434 - 2441. Retrieved 2007/10/03.
• 2、 Barillier, Daniel,Benhida, Rachid,Vazeux, Michel. "SYNTHESES DE CYCLOHEXENONES α-SUBSTITUEES VIA LA THERMOLYSE DE CETOSULFOXYDES TERTIAIRES". . p. 83 - 96. Retrieved 2007/10/02.