46188-84-5

Basic information

• Product Name: Ethanone, 1-(4-methoxyphenyl)-2-(methylthio)-
• CAS NO: 46188-84-5
• Molecular Formula: C10H12O2S
• Molecular Weight: 196.27
• Mol File: 46188-84-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 132–136°C
• CAS DataBase Reference: Ethanone, 1-(4-methoxyphenyl)-2-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(4-methoxyphenyl)-2-(methylthio)-(46188-84-5)
• EPA Substance Registry System: Ethanone, 1-(4-methoxyphenyl)-2-(methylthio)-(46188-84-5)

Safety Data

• Hazardous Substances Data: 46188-84-5(Hazardous Substances Data)

Usage

Preparation

Obtained by reaction of methanethiol sodium salt and w-chloro-p-methoxyacetophenone in methanol (94%) Also obtained by adding a 20% aqueous solution of the sodium salt of methyl-mercaptan to a solution of a-bromo-4-methoxyacetophenone in ethyl ether at r.t. for 14 h; Also obtained by reaction of a-(methylthio)acetyl chloride with anisole in the presence of aluminium chloride in methylene chloride at 0° for 30 min (83%).

Upstream product

• 556-64-9 methyl thiocyanate 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 32368-19-7 1,2-diphenyl-2-methylthio-1-ethanone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 5188-07-8 sodium thiomethoxide 
• 122033-80-1 ω-(Methylthio)-ω-(methylsulfinyl)-p-methoxyacetophenone 
• 35928-65-5 (methylthio)acetyl chloride 
• 100-66-3 methoxybenzene 
• 41068-36-4 2-chloro-4-methoxyacetophenone 
• 2373-51-5 chloro-methylsulfanyl-methane 
• 52898-49-4 4,N-dimethoxy-N-methylbenzamide 

Downstream Products

• 21875-72-9 1-(4-methoxy-phenyl)-2-phenylsulfanyl-ethanone 
• 62151-61-5 (2RS,4SR)-4-(tert-butyl)-2-(methylthio)cyclohexanone 
• 108920-15-6 (2RS,4RS)-4-(tert-butyl)-2-(methylthio)cyclohexanone 
• 60774-46-1 cis-4-tert-Butyl-2-phenylthiocyclohexanone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 17293-66-2 ((4-methoxyphenyl)ethynyl)(methyl)sulfane 
• 136944-04-2 2-(3,4-Dimethoxy-phenyl)-1-(4-methoxy-phenyl)-2-methylsulfanyl-ethanone 
• 136944-05-3 2-Benzo[1,3]dioxol-5-yl-1-(4-methoxy-phenyl)-2-methylsulfanyl-ethanone 
• 73867-62-6 1-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)ethane-1,2-dione 
• 136944-03-1 1-(4-Methoxy-phenyl)-2-methylsulfanyl-2-phenyl-ethanone 
• 136944-07-5 1-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxyphenyl)ethane-1,2-dione 
• 22711-21-3 4-methoxybenzil 
• 136944-00-8 2-Chloro-1-(4-methoxy-phenyl)-2-methylsulfanyl-ethanone 
• 66823-52-7 α-methyl-α-(methylthio)-p-methoxyacetophenone 

Relevant articles and documents

Thiol-free chemoenzymatic synthesis of β-ketosulfides

A preparation of β-ketosulfides avoiding the use of thiols is described. The combination of a multicomponent reaction and a lipase-catalysed hydrolysis has been developed in order to obtain high chemical diversity employing a single sulfur donor. This methodology for the selective synthesis of a set of β-ketosulfides is performed under mild conditions and can be set up in one-pot two-step and on a gram-scale.

Rh/DuanPhos-Catalyzed Asymmetric Hydrogenation of β-Acetylamino Vinylsulfides: An Approach to Chiral β-Acetylamino Sulfides

Rh/DuanPhos-catalyzed asymmetric hydrogenation of challenging β-acetylamino vinylsulfides has been developed, affording chiral β-acetylamino sulfides with high yields and excellent ee's (up to 99% ee). This novel methodology provides an efficient and concise synthetic route to chiral β-acetylamino sulfides. The potential utility of this protocol in the synthesis of Apremilast has also been disclosed.

Rhodium-catalyzed α-methylthiolation reaction of unactivated ketones using 1,2-diphenyl-2-methylthio-1-ethanone for the methylthio transfer reagent

In the presence of catalytic amounts of RhH(PPh3)4, 1,2-bis(diphenylphosphino)ethane (dppe), and dimethyl disulfide, ketones without α-activating groups were α-methylthiolated with 1,2-diphenyl-2-methylthio-1-ethanone giving α-methylthio ketones. The reaction of unsymmetrical ketones proceeded at the more substituted carbons. The initial formation of kinetic α-methylthiolated products followed by their rearrangement to thermodynamic products was observed in the reaction of α-phenyl ketones. Aldehydes, phenylacetate, and phenylacetonitrile were also α-methylthiolated under these conditions.