(2-MERCAPTOETHYL)TRIMETHYLSILANE
(2-MERCAPTOETHYL)TRIMETHYLSILANE
  • CAS No.:18143-30-1
Other grades of this product :
(2-MERCAPTOETHYL)TRIMETHYLSILANE Basic information
Product Name:(2-MERCAPTOETHYL)TRIMETHYLSILANE
Synonyms:2-(trimethylsilyl)-ethanethio;BEST;(2-MERCAPTOETHYL)TRIMETHYLSILANE;(2-Mercaptoethyl)trimethylsilane(2-Trimethylsilylethanethiol);2-(TRIMETHYLSILYL)ETHANETHIOL;2-TRIMETHYLSILANYL-ETHANETHIOL;ETHYLTHIOTRIMETHYLSILANE 97%;(2-Mercaptoethyl)trimethylsilane, BEST
CAS:18143-30-1
MF:C5H14SSi
MW:134.32
EINECS:
Product Categories:
Mol File:18143-30-1.mol
(2-MERCAPTOETHYL)TRIMETHYLSILANE Chemical Properties
Boiling point 144-146 °C(lit.)
density 0.839 g/mL at 25 °C(lit.)
refractive index n20/D 1.454(lit.)
Fp 85 °F
storage temp. 2-8°C
solubility Soluble in MeOH, CH2Cl2, THF, and most organic solvents.
BRN 1732126
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 26-36
RIDADR UN 1993 3/PG 3
WGK Germany 3
RTECS KJ2621000
13
HazardClass 3.2
PackingGroup III
MSDS Information
ProviderLanguage
SigmaAldrich English
(2-MERCAPTOETHYL)TRIMETHYLSILANE Usage And Synthesis
Physical propertiesbp 144–146 °C [52–54 °C (25 Torr)]; d 0.850.
Uses2-(Trimethylsilyl)ethanethiol is a reagent used as a monoprotected sulfide dianion equivalent for the two-step installation of a divalent sulfur atom into organic molecules. It participates in the reactions of Thiol Substitution Reactions, Source of Sulfur Acid Derivatives, etc.
PreparationThe high commercial cost of 2-(trimethylsilyl)ethanethiol necessitates methods for its lab scale synthesis. The radical addition of thiolacetic acid to vinyltrimethylsilane occurs thermally to afford a 9:1 ratio of regioisomers, the 1- and 2-(trimethylsilyl)ethyl thiolesters of acetic acid (eq 1). Photochemical initiation may improve the ratio of regioisomers obtained. Purification of the thiolacetate by careful fractional distillation should be performed prior to conversion to the thiol in order to ensure high purity. The conversion to thiol is best performed with LAH3 or methanolic K2CO3, but ammonolysis may also be suitable. Saponification with KOH in water/ethanol is slightly less efficient. Direct radical addition of liquid H2S to vinyl trimethylsilane has been demonstrated, but the procedure is low-yielding and inconvenient.
(2-MERCAPTOETHYL)TRIMETHYLSILANE Preparation Products And Raw materials

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