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TRIISOPROPYLSILANETHIOL

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TRIISOPROPYLSILANETHIOL Basic information

Product Name:
TRIISOPROPYLSILANETHIOL
Synonyms:
  • TRIISOPROPYLSILANETHIOL
  • 1,1,1-Tris(1-methylethyl)silanethiol
  • Triisopropylsilylthiol
  • Triisopropylsilanethiol 97%
  • Silanethiol,1,1,1-tris(1-methylethyl)-
  • Triisopropylsilanethiol 95%+
  • tri(propan-2-yl)-sulfanylsilane
  • tris(propan-2-yl)silanethiol
CAS:
156275-96-6
MF:
C9H22SSi
MW:
190.42
Product Categories:
  • Organometallic Reagents
  • Organosilicon
  • Others
  • Chemical Synthesis
  • Organometallic Reagents
Mol File:
156275-96-6.mol
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TRIISOPROPYLSILANETHIOL Chemical 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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
RIDADR 
UN 3334
WGK Germany 
3

MSDS

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TRIISOPROPYLSILANETHIOL Usage And Synthesis

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.

TRIISOPROPYLSILANETHIOLSupplier

Shanghai Meiquan Chemical Technology Co., Ltd. Gold
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15802146997; 15802146997
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0564-0564-3211075 15862805736
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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021-61259108 18621169109
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market03@meryer.com
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