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Sigma-Aldrich

Triethylsilane

97%

Synonym(s):

NSC 93579, Triethylhydrosilane, Triethylsilicon hydride

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25 ML
$78.50
100 ML
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About This Item

Linear Formula:
(C2H5)3SiH
CAS Number:
Molecular Weight:
116.28
Beilstein/REAXYS Number:
1098278
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

$78.50


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Quality Level

assay

97%

reaction suitability

reagent type: reductant

refractive index

n20/D 1.412 (lit.)

bp

107-108 °C (lit.)

density

0.728 g/mL at 25 °C (lit.)

SMILES string

CC[SiH](CC)CC

InChI

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

InChI key

AQRLNPVMDITEJU-UHFFFAOYSA-N

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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.[1]
  • A reagent in the redox initiated cationic polymerization.[2][3]
  • A reagent in catalytic transfer hydrogenation, reduction of alkyl halides and silylation of aromatic C-H bonds, etc.[4][5][6]
  • As a reagent for the generation of indium hydride (Cl2InH) applicable as a catalyst for the intramolecular cyclization of enynes.[7]

pictograms

FlameExclamation mark

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_germany

WGK 2

flash_point_f

21.2 °F

flash_point_c

-6 °C

ppe

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


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Iridium-catalyzed reduction of alkyl halides by triethylsilane.
Yang J and Brookhart M
Journal of the American Chemical Society, 129(42), 12656-12657 (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)
Triethylsilane- Indium (III) Chloride System as a Radical Reagent.
Hayashi N, et al.
Organic Letters, 6(26), 4981-4983 (2004)
Pd- C-induced catalytic transfer hydrogenation with triethylsilane.
Mandal PK and McMurray JS
The Journal of Organic Chemistry, 72(17), 6599-6601 (2007)
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)

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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