Chlorotrimethylsilane → Disilathiane, 1,1,1,3,3,3-hexamethyl-

HRID 2166186Notes

Reaction equation

HRID 2166186 reaction equation
[S-2:1].[Li+].[Li+].Cl[Si:5]([CH3:8])([CH3:7])[CH3:6]>O1CCCC1>[CH3:6][Si:5]([CH3:8])([CH3:7])[S:1][Si:5]([CH3:8])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 6397Chlorotrimethylsilane2×HCID 10290727Dilithium Sulfide2×

Product 1

HCID 76920Disilathiane, 1,1,1,3,3,3-hexamethyl-Yield 45%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

R. Detty et al. in J. Org. Chem. 1982, 47, 1354-1356 reiterated the above statement about the substantial nonreactivity of lithium sulfide and chlorotrimethylsilane and indicated that commercially available dilithium sulfide and chlorotrimethylsilane, when refluxed for seventy-two hours in tetrahydrofuran, gave only a 45% yield of hexamethyldisilthiane, also called "bis(trimethylsilyl)sulfide.

Sources & evidence

ORD record
ord-f7c5ff2f83ba4a349b8ddabc4f96f309
Source dataset
uspto-grants-1990_07
Patent number
US04943647

Reaction notes

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