89703-81-1

Basic information

• Product Name: Benzenemethanethiol, a-(diphenylmethylene)-
• CAS NO: 89703-81-1
• Molecular Formula: C20H16S
• Molecular Weight: 288.413
• Mol File: 89703-81-1.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanethiol, a-(diphenylmethylene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanethiol, a-(diphenylmethylene)-(89703-81-1)
• EPA Substance Registry System: Benzenemethanethiol, a-(diphenylmethylene)-(89703-81-1)

Safety Data

• Hazardous Substances Data: 89703-81-1(Hazardous Substances Data)

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 525-06-4 diphenyl ketene 
• 1607-57-4 Triphenylvinyl bromide 
• 100-53-8 phenylmethanethiol 
• 1733-63-7 1,2,2-triphenylethan-1-one 

Downstream Products

• 22751-52-6 2,3-diphenylbenzo[b]thiophene 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 89703-83-3 bis-triphenylvinyl disulfide 
• 89703-79-7 C₄₀H₃₀OS₂ 
• 163064-93-5 1,2,2-triphenyl-1-ethenyl chlorodithioformate 

Relevant articles and documents

Palladium-catalysed direct synthesis of benzo[b]thiophenes from thioenols

The one-pot conversion of thioenols into benzo[b]thiophenes was achieved by using a simple palladium catalyst such as PdCl2 or PdCl 2(cod). The Royal Society of Chemistry.

A search for unambiguous vinylic SRN1 reactions

In a search for unambiguous examples of the vinylic SRN1 route, vinyl bromides Ph(CH3)C=CHBr (10), Ph2C=CHBr (15), An2C=C(Br)An (18) and An2C=CBr2 (20) were treated with Me3CCOCH2- under photostimulation conditions in Me2SO, whereas substrates PhCH=CHBr (2), Ph2C=C(Br)Ph (3), 10 and 15 were similarly allowed to react with PhS- and PhCH2S-. With the strongly basic enolate ion, the prevailing reactions were elimination/addition routes, α-deprotonation followed by 1,2-Ph shift and bromide ion elimination, or halophilic steps. With 18, however, an SRN1 route was obtained. The weakly basic but reducing anion PhS- gave the SRN1 route with 2, 3 and 15. The nucleophilic character of the PhCH2S- anion instead prevailed with 15, whereas with 3 a variety of behaviours was obtained. The mechanistic interpretations were supported by the electrochemically determined redox potentials of the substrates. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Triphenylethenethiol. Structure, equilibria with the thioketone, solvation, and association with DMSO

The simple thioenols, triphenylethenethiol (12) and 2,2-diphenyl-1-anisylethenethiol (13) were prepared. Both are the only observed constituent of the thioenol ? thioketone equilibria and comparison and estimation suggested that the thiocarbonyl ? thioenol equilibrium constant Kenol for 12 and other simple thioenols is ≥106 higher than for the corresponding carbonyl ? enol equilibria. The X-ray diffraction of 12, which is the first measured for a simple thioenol, shows a propeller arrangment of the three rings. The δ(SH) in the 1H NMR spectrum increases with the increase in the hydrogen bonding accepting parameter β of the solvent. The association constant Kassoc of 12 with DMSO is 0.087, much lower than values of triarylethenols with DMSO. Reaction of diphenylacetaldehyde with Lawesson's reagent did not give the thioenol, but gave bis(2,2-diphenylvinyl) sulfide (16) and a substance (17) having a trithiaphosphorinane system.

SILYLATED THIIRAN-1-OXIDES: STRUCTURE, RING OPENING AND CONVERSION TO A BENZOTHIOPHENE.

Silylated thiirans upon oxidation with peroxyacids do not give exclusively the corresponding S-oxides but, in addition, some products derived from ring opening.The stereochemistry of the oxidation to thiiran-1-oxides is anti to the silyl group as demonstr