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TRIISOPROPYLSILANETHIOL

TRIISOPROPYLSILANETHIOL
TRIISOPROPYLSILANETHIOL structure
CAS No.
156275-96-6
Chemical Name:
TRIISOPROPYLSILANETHIOL
Synonyms
Triisopropylsilylthiol;TRIISOPROPYLSILANETHIOL;Triisopropylsilanethiol 97%;Triisopropylsilanethiol 95%+;tris(propan-2-yl)silanethiol;ri(propan-2-yl)-sulfanylsilane;tri(propan-2-yl)-sulfanylsilane;1,1,1-Tris(1-methylethyl)silanethiol;Silanethiol,1,1,1-tris(1-methylethyl)-
CBNumber:
CB2783365
Molecular Formula:
C9H22SSi
Formula Weight:
190.42
MOL File:
156275-96-6.mol

TRIISOPROPYLSILANETHIOL Properties

Boiling point:
70-75 °C2 mm Hg(lit.)
Density 
0.887 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.479(lit.)
Flash point:
171 °F
solubility 
Soluble in most organic solvents.
pka
9.86±0.10(Predicted)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  UN 3334
WGK Germany  3

TRIISOPROPYLSILANETHIOL price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 429937 Triisopropylsilanethiol 97% 156275-96-6 1g $54.2 2021-03-22 Buy
Sigma-Aldrich 429937 Triisopropylsilanethiol 97% 156275-96-6 5g $188 2021-03-22 Buy

TRIISOPROPYLSILANETHIOL Chemical Properties,Uses,Production

Physical properties

bp 70–73 °C (2 mmHg); d 0.887 g cm?3.

Uses

Triisopropylsilanethiol is convenient synthetic equivalent of H2S for the synthesis of alkanethiols and unsymmetrical dialkyl sulfides; used as polarityreversal catalyst in radical reactions.
1. Use as a Nucleophile: A Synthetic Equivalent of H2S. HSTIPS is prepared in quantitative yield (98%) from the reaction of LiSH (readily obtained by reacting H2S with n-BuLi in THF) with TIPSCl at ?78°C.
2.Synthesis of 9-BBN-derived Alkyl and Aryl Boranes.
3.Palladium-catalyzed Cross-coupling Reactions. The Pd0- catalyzed cross-coupling of vinyl and aryl halides with KSTIPS affords the corresponding silyl sulfides, which can be used either to prepare thiols or sulfides.
4.Use as Ligand in Ziegler-Natta Polymerization of Ethylene in Solution. A medium pressure process for the polymerization of ethylene has been developed in the presence of a catalytic system involving a monocyclopentadienyl titanium species, containing TIPSthiolate as the heteroligand and two activable ligands (2Cl or 2Me), associated with an ionic activator such as triphenylcarbenium tetrakis(pentafluorophenyl)borate.
5.Use in Radical Reactions. The radical reduction of alkyl halides by silanes is promoted by thiols. According to Roberts, the thiol acts as a polarity-reversal catalyst.6.

TRIISOPROPYLSILANETHIOL Preparation Products And Raw materials

Raw materials

Preparation Products


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