23528-44-1

Basic information

• Product Name: 1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)
• Synonyms: 1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE);1,2-BIS(PHENYLTHIO)ETHYLENE;1,2-BIS(PHENYLMERCAPTO)ETHYLENE;1,2-Bis(phenylthio)ethylene (cis- and trans- mixture)
• CAS NO: 23528-44-1
• Molecular Formula: C₁₄H₁₂S₂
• Molecular Weight: 244.37508
• Mol File: 23528-44-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 166 °C / 0.8mmHg
• Flash Point: 174.417°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: Refrigerator
• Solubility: soluble in Toluene
• CAS DataBase Reference: 1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)(23528-44-1)
• EPA Substance Registry System: 1,2-BIS(PHENYLTHIO)ETHYLENE (CIS- AND TRANS- MIXTURE)(23528-44-1)

Safety Data

• Hazardous Substances Data: 23528-44-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 107, p. 4260, 1985 DOI: 10.1021/ja00300a031

InChI:InChI=1/C14H12S2/c1-3-7-13(8-4-1)15-11-12-16-14-9-5-2-6-10-14/h1-12H

Upstream product

• 108-98-5 thiophenol 
• 540-59-0 1,2-Dichloroethylene 
• 68001-64-9 (hex-1-ynyl)(phenyl)selane 
• 882-33-7 diphenyldisulfane 
• 26620-11-1 (E)-2-chlorovinylthiobenzene 
• 99172-76-6 phenylmercaptoacetaldehyde dimethyl acetal 
• 1190-78-9 trans-β-chlorovinylmercury chloride 
• 21514-24-9 mercury thiophenolate 
• 53943-04-7 1-phenylsulfinyl-2-phenylthioethane 

Downstream Products

• 35387-59-8 1,2-Bis(phenylsulfonyl)ethylene 
• 27064-03-5 S-phenyl methanethioate 
• 1940-19-8 1-vinylcyclohexanol 
• 20180-54-5 1-[(E)-2-(1-hydroxycyclohexyl)-1-ethenyl]-1-cyclohexanol 
• 84072-32-2 1-[(Z)-2-(1-hydroxycyclohexyl)-1-ethenyl]-1-cyclohexanol 

Relevant articles and documents

Thermal addition of diphenyl bisulfide to ethynyltrimethylsilane in the presence of dimethyl diselenide [4]

-

A recyclable biphasic system for stereoselective and easily handled hydrochalcogenations

Vinyl selenides and vinyl sulfides were prepared by hydrochalcogenation of alkynes with selenols and thiols generated in situ by the reduction of the corresponding diselenides and disulfides with elemental zinc in a biphasic acidic medium. The yields, ste

Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals

The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.