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Merck

467448

Triethylsilane

97%

Synonym(s):

NSC 93579, Triethylhydrosilane, Triethylsilicon hydride

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About This Item

Linear Formula:
(C2H5)3SiH
CAS Number:
617-86-7
Molecular Weight:
116.28
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24870410
EC Number:
210-535-3
Beilstein/REAXYS Number:
1098278
MDL number:
MFCD00009018
Assay:
97%

Key Documents

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InChI key

AQRLNPVMDITEJU-UHFFFAOYSA-N

InChI

1S/C6H16Si/c1-4-7(5-2)6-3/h7H,4-6H2,1-3H3

SMILES string

CC[SiH](CC)CC

assay

97%

reaction suitability

reagent type: reductant

Quality Level

200

refractive index

n20/D 1.412 (lit.)

bp

107-108 °C (lit.)

density

0.728 g/mL at 25 °C (lit.)

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Application

Catalyst for:
  • Synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain
  • Redox initiated cationic polymerization
  • Beckmann rearrangement of cyclododecanone oxime
  • Regioselective reductive coupling of enones and allenes

Catalyst reactivation after catalyst polymerization of styrene

Studies involving the prediction of organosilicon flash points
Triethylsilane can be used as:
  • A reducing agent in the regioselective reductive coupling of enones and allenes.
  • A reagent in the redox initiated cationic polymerization.
  • A reagent in catalytic transfer hydrogenation, reduction of alkyl halides and silylation of aromatic C-H bonds, etc.
  • As a reagent for the generation of indium hydride (Cl2InH) applicable as a catalyst for the intramolecular cyclization of enynes.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

21.2 °F

flash_point_c

-6 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

467448-PZ: + 467448-25ML: + 467448-BULK: + 467448-100ML: + 467448-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
BCBG1188V
1440722V
1440722
BCBD4438V
1439111

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Redox-Initiated Cationic Polymerization: Reduction of Dialkylphenacylsulfonium Salts by Silanes.
Molleo M and Crivello JV
Macromolecules, 42(12), 3982-3991 (2009)
The ruthenium-catalyzed silylation of aromatic C-H bonds with triethylsilane.
Kakiuchi F, et al.
Journal of Organometallic Chemistry, 686(1-2), 134-144 (2003)
Redox initiated cationic polymerization.
Crivello JV
Journal of Polymer Science Part A: Polymer Chemistry, 47(7), 1825-1835 (2009)
Pd- C-induced catalytic transfer hydrogenation with triethylsilane.
Mandal PK and McMurray JS
The Journal of Organic Chemistry, 72(17), 6599-6601 (2007)
Regioselective Nickel-Catalyzed Reductive Couplings of Enones and Allenes.
Li W, et al.
Angewandte Chemie (International Edition in English), 49(46), 8712-8716 (2010)
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