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(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
Molecular Weight:
134.32
MDL Number:
MFCD00077888
MOL File:
18143-30-1.mol
MSDS File:
SDS
Last updated:2023-04-20 16:15:46

(2-MERCAPTOETHYL)TRIMETHYLSILANE Properties

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H226-H315-H319-H335
Precautionary statements  P210-P302+P352-P305+P351+P338
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
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.

(2-MERCAPTOETHYL)TRIMETHYLSILANE price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 364681 2-(Trimethylsilyl)ethanethiol 95% 18143-30-1 1g $277 2024-03-01 Buy
TRC T898635 2-Trimethylsilanyl-ethanethiol 18143-30-1 50mg $130 2021-12-16 Buy
American Custom Chemicals Corporation ORS0000088 (2-MERCAPTOETHYL)TRIMETHYLSILANE 95.00% 18143-30-1 0.25G $326 2021-12-16 Buy
American Custom Chemicals Corporation ORS0000088 (2-MERCAPTOETHYL)TRIMETHYLSILANE 95.00% 18143-30-1 1G $716.49 2021-12-16 Buy
Product number Packaging Price Buy
364681 1g $277 Buy
T898635 50mg $130 Buy
ORS0000088 0.25G $326 Buy
ORS0000088 1G $716.49 Buy

(2-MERCAPTOETHYL)TRIMETHYLSILANE Chemical Properties,Uses,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.

18143-30-1 synthesis

(2-MERCAPTOETHYL)TRIMETHYLSILANE Preparation Products And Raw materials

Raw materials

Preparation Products

(2-MERCAPTOETHYL)TRIMETHYLSILANE Suppliers

Global( 36)Suppliers
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2-(trimethylsilyl)-ethanethio BEST (2-MERCAPTOETHYL)TRIMETHYLSILANE (2-Mercaptoethyl)trimethylsilane(2-Trimethylsilylethanethiol) 2-(TRIMETHYLSILYL)ETHANETHIOL ETHYLTHIOTRIMETHYLSILANE 97% (2-Mercaptoethyl)trimethylsilane, BEST 2-TRIMETHYLSILANYL-ETHANETHIOL Ethanethiol, 2-(trimethylsilyl)- 2-(trimethylsilyl)ethane-1-thiol 18143-30-1 CH33SiCH2CH2SH C5H14SSi Building Blocks Organic Building Blocks Thiols/Mercaptans Sulfur Compounds