18143-30-1 Usage
Description
(2-MERCAPTOETHYL)TRIMETHYLSILANE, also known as 2-(Trimethylsilyl)ethanethiol, is an organic compound with the molecular formula (CH3)3Si(CH2SH). It is a colorless liquid with a distinctive odor and is known for its reactivity in various chemical reactions. The compound features a trimethylsilyl group attached to an ethyl chain with a thiol (-SH) functional group, which contributes to its unique chemical properties and reactivity.
Uses
Used in Organic Synthesis:
(2-MERCAPTOETHYL)TRIMETHYLSILANE is used as a reagent for the two-step installation of a divalent sulfur atom into organic molecules. Its ability to act as a monoprotected sulfide dianion equivalent makes it a valuable component in the synthesis of various sulfur-containing organic compounds.
Used in Thiol Substitution Reactions:
In this application, (2-MERCAPTOETHYL)TRIMETHYLSILANE serves as a source of sulfur for thiol substitution reactions. These reactions are crucial in the formation of new chemical bonds and the synthesis of complex organic molecules.
Used as a Source of Sulfur Acid Derivatives:
The compound is also utilized in the production of sulfur acid derivatives, which are essential intermediates in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.
Physical Properties:
(2-MERCAPTOETHYL)TRIMETHYLSILANE has a boiling point of 144–146 °C and a density of 0.850 g/cm3. These properties make it suitable for use in various chemical processes and reactions, where temperature and density play a crucial role in determining the reaction conditions and outcomes.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 18143-30-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,4 and 3 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 18143-30:
(7*1)+(6*8)+(5*1)+(4*4)+(3*3)+(2*3)+(1*0)=91
91 % 10 = 1
So 18143-30-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H14SSi/c1-7(2,3)5-4-6/h6H,4-5H2,1-3H3
18143-30-1Relevant articles and documents
Phosphinoselenothioic acids and their salts: Synthesis, characterization, and reaction with electrophiles
Kimura, Tsutomu,Murai, Toshiaki,Miwa, Akihiro,Kurachi, Daisuke,Yoshikawa, Haruhisa,Kato, Shinzi
, p. 5611 - 5617 (2007/10/03)
Phosphinoselenothioic acid ammonium salts were synthesized in good yields by reacting phosphinoselenothioic acid S-[2-(trimethylsilyl)ethyl] esters with ammonium fluorides. Phosphinoselenothioic acid alkali metal salts were obtained as 18-crown-6 ether co
