300539-09-7

Basic information

• Product Name: 1,2,4-Trithiolane, 3,5-bis(1,1-dimethylethyl)-3,5-diphenyl-, (3R,5S)-rel-
• CAS NO: 300539-09-7
• Molecular Formula: C22H28S3
• Molecular Weight: 388.662
• Mol File: 300539-09-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2,4-Trithiolane, 3,5-bis(1,1-dimethylethyl)-3,5-diphenyl-, (3R,5S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Trithiolane, 3,5-bis(1,1-dimethylethyl)-3,5-diphenyl-, (3R,5S)-rel-(300539-09-7)
• EPA Substance Registry System: 1,2,4-Trithiolane, 3,5-bis(1,1-dimethylethyl)-3,5-diphenyl-, (3R,5S)-rel-(300539-09-7)

Safety Data

• Hazardous Substances Data: 300539-09-7(Hazardous Substances Data)

Upstream product

• 938-16-9 2,2-dimethylpropiophenone 
• 40920-09-0 tert-butyl phenyl thioketone 
• 187847-76-3 6-tert-butyl-6-phenylpentathiane 

Downstream Products

• 40920-09-0 tert-butyl phenyl thioketone 

Relevant articles and documents

Oxidation of cis- and trans-3,5-Di-tert-butyl-3,5-diphenyl-1,2,4-trithiolanes: Isolation and Properties of the 1-Oxides and the 1,2-Dioxides

Oxidation of trans-3,5-di-tert-butyl-3,5-diphenyl-1,2,4-trithiolane with dimethyldioxirane (DMD) or m-chloroperbenzoic acid (MCPBA) gave two stereoisomeric (1S*,3S*,5S*) - and (1R*,3S* ,5S*)-1-oxides (16 and 17, respectively). Oxidation of 16 with DMD gave the (1S*,2R*,3S*,5S*)-1,2-dioxide (18) and the 1,1-dioxide 19, and that of 17 yielded the (1R*,2R*,3S* ,5S*)-1,2-dioxide (20) mainly along with 18 and 19. The structures of the 1,2-dioxides 18 and 20 were determined by X-ray crystallography. 1,2-Dioxides 18 and 20 isomerized to each other in solution, and the equilibrium constant K (20/18) is 19 in CDCl3 at 295 K. The kinetic study suggested a biradical mechanism for the isomerization. Isomerization of 16 and 17 to cis-3,5-di-tert-butyl-1,2,4-trithiolane 1-oxides by treatment with Me 3O+BF4- is also described.

An S-oxide of 6-tert-butyl-6-phenylpentathiane. Structure in the crystalline state and in solution and thermal decomposition

Oxidation of 6-tert-butyl-6-phenylpentathiane with trifluoroperacetic acid gave the pentathiane 3-oxide mainly as the monooxide. The 3-oxide takes a twist conformation both in the crystalline state and in solution. Thermal decomposition of the 3-oxide in the presence of 2,3-dimethyl-1,3-butadiene yielded both S2O- and S2-transferred products.