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429937

Sigma-Aldrich

Triisopropylsilanethiol

97%

Synonym(s):

1,1,1-Tris(1-methylethyl)silanethiol, Triisopropylsilylthiol, Tris(propan-2-yl)silanethiol

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About This Item

Linear Formula:
[(CH3)2CH]3SiSH
CAS Number:
Molecular Weight:
190.42
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

70-75 °C/2 mmHg (lit.)

density

0.887 g/mL at 25 °C (lit.)

SMILES string

CC(C)[Si](S)(C(C)C)C(C)C

InChI

1S/C9H22SSi/c1-7(2)11(10,8(3)4)9(5)6/h7-10H,1-6H3

InChI key

CPKHFNMJTBLKLK-UHFFFAOYSA-N

General description

Triisopropylsilanethiol compound (TIPS-SH) is an organosilicon compound. It is an effective alternative to H2S to prepare unsymmetrical dialkyl sulfides and alkanethiols. During radical reactions, it serves as a polarity reversal catalyst. Furthermore, it serves as a ligand in the Ziegler-Natta polymerization of ethylene. HSTIPS reagent used to prepare 9-BBN-derived alkyl and aryl boranes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Triisopropylsilanethiol
Feray L and Bertrand MP
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)

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