51048-29-4

Basic information

• Product Name: 1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE)
• Synonyms: ETHYLENEDITHIOBIS(TRIMETHYLSILANE);1,2-BIS(TRIMETHYLSILYLTHIO)ETHANE;1,2-Bis(trimethylsilylthio)ethane1,2-Ethanedithiobis(trimethylsilane);1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE);1,2-ETHANEDITHIOBIS(TRIMETHYSILANE);S,S'-BIS(TRIMETHYLSILYL)-1,2-ETHANEDITHIOL;2,2,7,7-tetramethyl-3,6-dithia-2,7-disilaoctane;Ethylenedithiobis(trimethylsilane) [Protecting Reagent for Aldehydes and Ketones]
• CAS NO: 51048-29-4
• Molecular Formula: C₈H₂₂S₂Si₂
• Molecular Weight: 238.56
• EINECS: 256-935-1
• Product Categories: Monoalkoxysilanes;Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Si-O Compounds;Synthetic Organic Chemistry;Protected Thiols/Mercaptans;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds
• Mol File: 51048-29-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 93-94 °C0.5 mm Hg(lit.)
• Flash Point: 67 °C
• Appearance: /
• Density: 0.928 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0441mmHg at 25°C
• Refractive Index: n20/D 1.495
• BRN: 2037789
• CAS DataBase Reference: 1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE)(51048-29-4)
• EPA Substance Registry System: 1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE)(51048-29-4)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: UN 3334
• WGK Germany: 3
• F: 10-13-21
• Hazardous Substances Data: 51048-29-4(Hazardous Substances Data)

Usage

General Description

1,2-Ethanedithiobis(trimethylsilane) is a chemical compound that consists of a central carbon atom bonded to two sulfur atoms, with each sulfur atom further bonded to a trimethylsilane group. This chemical is mainly used as a reducing agent in organic synthesis, particularly in the reduction of carbonyl compounds to their corresponding alcohols. It is also utilized in the production of silicon-based materials and as a stabilizer for metal complexes. 1,2-ETHANEDITHIOBIS(TRIMETHYLSILANE) is highly reactive and should be handled with caution, as it can pose health hazards if not used properly.

InChI:InChI=1/C8H22S2Si2/c1-11(2,3)9-7-8-10-12(4,5)6/h7-8H2,1-6H3

Upstream product

• 540-63-6 ethane-1,2-dithiol 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 75-77-4 chloro-trimethyl-silane 
• 23851-06-1 disodium 1,2-ethanedithiolate 
• 22094-22-0 acetic acid 1-formyl-hexyl ester 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 

Downstream Products

• 201012-10-4 (6S,8R,10R)-6-[(R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-10-[(2S,4R)-2-methoxymethoxy-4-(2-methyl-[1,3]dithiolan-2-yl)-pentyl]-8-(4-methoxy-phenyl)-7,9-dioxa-1,4-dithia-spiro[4.5]decane 
• 1268265-28-6 (5aS,8R,8aS)-7-(1,3-dithiolan-2-yl)-5a,8-dimethyl-4-phenyl-2,5a,8,8a-tetrahydro-1H-cyclopenta[4,5]furo[3,2-c]pyridin-1-one 
• 141263-90-3 (Z)-3-(2-Trimethylsilanylsulfanyl-ethylsulfanyl)-1-triphenylsilanyl-propenone 
• 137435-88-2 C₄₄H₆₄OS₂Si 

Relevant articles and documents

1,2-Dithiolate derivatives of monosilanes and disilanes

The reactions of the chlorosilanes Me3SiCl, Me2SiCl2, MeSiCl3, SiCl4, SiClMe2-SiClMe2 and SiCl2Me-SiCl2Me with ethane-1,2-dithiol and benzene-1,2-dithiol have been investigated. All silicon dithiolates formed have been characterized by 1H-, 13C- and 29Si-NMR. The formation of five-membered rings SiS2C2 is accompanied by a strong downfield shift of the 29Si-NMR signals. The molecular structures of Me2SiS2(o-C6H4) (6), Si[S2(o-C6H4)]2 (7) and [MeSiS2(o-C6H4)]2 (11) are reported. The found geometries are compared with the results of DFT calculations at the B3LYP/6-31G* level, and the observed partial planarizations of the SiS4 tetrahedrons in the spiro compounds Si[(SCH2)2]2 (1) and 7 are discussed.

MACROCYCLISATION EN SERIES LACTONE, THIOLACTONE et LACTAME a MOTIF ETHYLENE DIOXY. EFFETS de MATRICE du SILICIUM et de l'ETAIN

The orientation of the macrocyclization reaction leading to the di or tetrafunctional titled compounds has been studied for 12 and 24 membered rings containing ethylene dioxy moieties.The reactions were carried out from not activated diol, dithiol or diamine and from their silyl and stannyl derivatives.They were not performed at high dilution.The intracyclic oxygen atoms had a strong influence on the orientation of the cyclisation towards the monomer.However, it was also possible to obtain the dimeric forms with yields ranging from 10 to 40percent.