96550-90-2

Basic information

• Product Name: 3-(4-THIOMETHYLPHENYL)PROPIOPHENONE
• Synonyms: 3-(4-THIOMETHYLPHENYL)PROPIOPHENONE
• CAS NO: 96550-90-2
• Molecular Formula: C16H16OS
• Molecular Weight: 256.36
• Mol File: 96550-90-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 417.9°C at 760 mmHg
• Flash Point: 229.7°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 3.42E-07mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 3-(4-THIOMETHYLPHENYL)PROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-THIOMETHYLPHENYL)PROPIOPHENONE(96550-90-2)
• EPA Substance Registry System: 3-(4-THIOMETHYLPHENYL)PROPIOPHENONE(96550-90-2)

Safety Data

• Hazardous Substances Data: 96550-90-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H16OS/c1-18-15-10-7-13(8-11-15)9-12-16(17)14-5-3-2-4-6-14/h2-8,10-11H,9,12H2,1H3

Upstream product

• 126443-06-9 (2E)-3-[4-(methylsulfanyl)phenyl]-1-phenylprop-2-en-1-one 
• 98-86-2 acetophenone 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 3446-90-0 4-(methylthio)benzyl alcohol 
• 98-85-1 1-Phenylethanol 
• 72344-13-9 3-(4-(methylthio)phenyl)-1-phenylprop-2-en-1-one 

Relevant articles and documents

Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

Proton-Coupled Electron Transfer: Transition-Metal-Free Selective Reduction of Chalcones and Alkynes Using Xanthate/Formic Acid

Highly chemoselective reduction of α,β-unsaturated ketones to saturated ketones and stereoselective reduction of alkynes to (E)-alkenes has been developed under a transition-metal-free condition using a xanthate/formic acid mixture through proton-coupled electron transfer (PCET). Mechanistic experiments and DFT calculations support the possibility of a concerted proton electron-transfer (CPET) pathway. This Birch-type reduction demonstrates that a small nucleophilic organic molecule can be used as a single electron-transfer (SET) reducing agent with a proper proton source.

Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System

A novel metal-free reduction system, in which H2Se (or HSe-) produced in situ from Se/DMF/H2O acts as the active reducing species, has been developed. By using water as an inexpensive, safe, and environmentally friendly surrogate as the hydrogen donor, this new reduction system incorporating Se/DMF/H2O displayed high selectivity and good activity in the reduction of α,β-unsaturated ketones and alkynes. Therefore, this reduction system has great potential to be a general and practical reduction methodology in organic transformation.