234773-39-8

Basic information

• Product Name: (Z,Z)-1,4-bis(benzylthio)-1,4-bis(t-butyl)-1,3-butadiene
• Synonyms: (Z,Z)-1,4-bis(benzylthio)-1,4-bis(t-butyl)-1,3-butadiene
• CAS NO: 234773-39-8
• Molecular Weight: 410.688
• Mol File: 234773-39-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z,Z)-1,4-bis(benzylthio)-1,4-bis(t-butyl)-1,3-butadiene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z,Z)-1,4-bis(benzylthio)-1,4-bis(t-butyl)-1,3-butadiene(234773-39-8)
• EPA Substance Registry System: (Z,Z)-1,4-bis(benzylthio)-1,4-bis(t-butyl)-1,3-butadiene(234773-39-8)

Safety Data

• Hazardous Substances Data: 234773-39-8(Hazardous Substances Data)

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 150-60-7 dibenzyl disulphide 
• 234773-34-3 (Z,Z)-1,4-diiodo-1,4-bis(t-butyl)-1,3-butadiene 

Downstream Products

• 1689-77-6 2,5-di-tert-butylthiophene 

Relevant articles and documents

Synthesis, properties, oxidation, and electrochemistry of 1,2- dichalcogenins

Syntheses are presented of the 1,2-dichalcogenins: 1,2-dithiin, 1,2- diselenin, and 2-selenathiin, both substituted and unsubstituted. 1,2-Dithiin and 1,2-diselenin are prepared by reaction of PhCH2XNa (X = S or Se) with 1,4-bis(trimethylsilyl)-1,3-butadiyne followed by reductive cleavage and oxidation. 2-Selenathiin is similarly prepared using a mixture of PhCH2SeNa and PhCH2SNa. Reaction of titanacyclopentadienes with (SCN)2 or (SeCN)2 followed by bis(thiocyanate) or bis(selenocyanate) cyclization affords substituted 1,2-dithiins or 1,2-diselenins, respectively. With S2Cl2, 1,2- dithiins are directly formed from titanacyclopentadienes. Oxidation of 1,2- dithiins and 1,2-diselenins gives the corresponding 1-oxide and, with 1,2- dithiins and excess oxidant, 1,1-dioxides; oxidation of 2-selenathiin gives the 2-oxide. Electrochemical oxidation of 1,2-dichalcogenins, which have a twisted geometry, affords planar radical cations by an EC mechanism. One- electron AlCl3 oxidation of 3,6-diphenyl-1,2-dithiin gives the corresponding radical cation, characterized by EPR spectroscopy. Theoretical calculations result in a flattened structure for the 1,2-dithiin radical cation and a fully planar structure for the 1,2-diselenin radical cation. The 77Se NMR chemical shifts of 1,2-diselenin are characteristically high-field-shifted with respect to open chain diselenides in good agreement with results of GIAO-DFT calculations based on MP2 and DFT optimum geometries.