13307-77-2

Usage

Type of compound

Thioether

Synthesis method

Derived from the reaction of phenylmagnesium bromide with benzophenone followed by oxidation with selenium dioxide

Applications

a. Chiral auxiliary in organic synthesis
b. Building block in the creation of pharmaceuticals and other organic molecules

Properties

a. Antioxidant
b. Antimicrobial

Potential uses

Medical and non-medical applications

Stability

Stable under normal conditions

Handling and storage

Typically handled and stored in standard laboratory settings

Upstream product

• 119-61-9 benzophenone 
• 7205-91-6 phenylthiomethyl chloride 
• 17873-08-4 (phenylsulfanylmethyl)trimethylsilane 
• 13307-75-0 (phenylthio)methyllithium 
• 16222-10-9 1-phenyl-2-(phenylthio)ethanone 
• 591-51-5 phenyllithium 
• 23975-23-7 2-benzenesulfinyl-1,1-diphenylethanol 
• 530-48-3 1,1-Diphenylethylene 
• 108-98-5 thiophenol 
• 1021-45-0 phosphoric acid diethyl ester-(1-phenyl-vinyl ester) 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 13112-46-4 2,2-diphenyl-1-phenylthioethene 

Relevant academic research and scientific papers

Catalyst-Free Difunctionalization of Activated Alkenes in Water: Efficient Synthesis of β-Keto Sulfides and Sulfones

Difunctionalization of activated alkenes, a powerful strategy in chemical synthesis, has been accomplished for direct synthesis of a series of β-keto sulfides and β-keto sulfones. The transformation, mediated by O2, proceeds smoothly in water and without any catalyst. Prominent advantages of this method include mild reaction conditions, purification simplicity, and gram-scale synthesis, underlining the practical utility of this methodology.

Air oxidative radical hydroxysulfurization of styrenes leading to β-hydroxysulfides

Air oxidative radical hydroxysulfurization of styrenes initiated by 0.5 mol % of tert-butyl hydroperoxide with arylthiols is described, and a new type of difunctionalization of alkenes was achieved.

Selective deoxygenation of sulfoxides to sulfides with phosphites catalyzed by dichlorodioxomolybdenum(VI)

Chemoselective deoxygenation of sulfoxides to sulfides was carried out by P(OPh)3 in mild conditions catalyzed by dichlorodioxomolybdenum(VI).

A New Synthetic Route to β-Hydroxythioethers from Carbonyl Compounds Using Samarium(II) Diiodide (SmI2)

In the presence of samarium diiodide (SmI2) in THF, chloromethyl sulfides reacted with carbonyl compounds to give β-hydroxythioethers under mild and neutral conditions in moderate to good yields.

FLUORIDE ION INDUCED REACTION OF PHENYLTHIOMETHYLTRIMETHYLSILANE (1) WITH ALDEHYDES AND KETONES: A SIMPLE PROCEDURE FOR THE FORMATION OF β-HYDROXYPHENYLSULPHIDES

The tetra n-butylammonium fluoride (TBAF) initiated reaction of phenylthiomethyltrimethylsilane (1) with aldehydes and ketones is reported. β-Hydroxy-phenylsulphides are formed in good yields even with ketones that contain enolizable protons.In contrast,