(2-MERCAPTOETHYL)TRIMETHYLSILANE
- Product Name
- (2-MERCAPTOETHYL)TRIMETHYLSILANE
- CAS No.
- 18143-30-1
- Chemical Name
- (2-MERCAPTOETHYL)TRIMETHYLSILANE
- Synonyms
- BEST;ETHYLTHIOTRIMETHYLSILANE 97%;2-(trimethylsilyl)-ethanethio;2-(TRIMETHYLSILYL)ETHANETHIOL;2-TRIMETHYLSILANYL-ETHANETHIOL;(2-MERCAPTOETHYL)TRIMETHYLSILANE;2-(trimethylsilyl)ethane-1-thiol;Ethanethiol, 2-(trimethylsilyl)-;(2-Mercaptoethyl)trimethylsilane, BEST;(2-Mercaptoethyl)trimethylsilane(2-Trimethylsilylethanethiol)
- CBNumber
- CB2218814
- Molecular Formula
- C5H14SSi
- Formula Weight
- 134.32
- MOL File
- 18143-30-1.mol
(2-MERCAPTOETHYL)TRIMETHYLSILANE Property
- Boiling point:
- 144-146 °C(lit.)
- Density
- 0.839 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.454(lit.)
- Flash point:
- 85 °F
- storage temp.
- 2-8°C
- solubility
- Soluble in MeOH, CH2Cl2, THF, and most organic solvents.
- pka
- 10.80±0.10(Predicted)
- BRN
- 1732126
Safety
- Hazard Codes
- Xi
- Risk Statements
- 10-36/37/38
- Safety Statements
- 26-36
- RIDADR
- UN 1993 3/PG 3
- WGK Germany
- 3
- RTECS
- KJ2621000
- F
- 13
- HazardClass
- 3.2
- PackingGroup
- III
- Toxicity
- mouse,LD50,intraperitoneal,2500mg/kg (2500mg/kg),Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 364681
- Product name
- 2-(Trimethylsilyl)ethanethiol
- Purity
- 95%
- Packaging
- 1g
- Price
- $277
- Updated
- 2024/03/01
- Product number
- T898635
- Product name
- 2-Trimethylsilanyl-ethanethiol
- Packaging
- 50mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- ORS0000088
- Product name
- (2-MERCAPTOETHYL)TRIMETHYLSILANE
- Purity
- 95.00%
- Packaging
- 0.25G
- Price
- $326
- Updated
- 2021/12/16
- Product number
- ORS0000088
- Product name
- (2-MERCAPTOETHYL)TRIMETHYLSILANE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $716.49
- Updated
- 2021/12/16
(2-MERCAPTOETHYL)TRIMETHYLSILANE Chemical Properties,Usage,Production
Physical properties
bp 144–146 °C [52–54 °C (25 Torr)]; d 0.850.
Uses
2-(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.
Preparation
The 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.