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230197

Sigma-Aldrich

Triethylsilane

Triethylsilane

99%

Synonym(s):

NSC 93579, Triethylhydrosilane, Triethylsilicon hydride

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About This Item

Linear Formula:
(C2H5)3SiH
CAS Number:
Molecular Weight:
116.28
Beilstein:
1098278
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
form:
liquid
Assay:
99%
Pricing and availability is not currently available.

Quality Level

Assay

99%

form

liquid

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
Used in a study of the reduction of 2-chromanols; syn-selectivity observed with TES.[1]
Versatile reducing agent

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Pictograms

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Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

21.2 °F

Flash Point(C)

-6 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Kelin Li et al.
Organic letters, 8(21), 4711-4714 (2006-10-06)
[reaction: see text] Reduction of C5-substituted 2-hydroxychromans selectively provides 2,4-cis-chromans using large silane reductants and 2,4-trans-chromans using the smaller silane PhSiH(3). The stereochemical outcome has been rationalized on the basis of a Curtin-Hammett kinetic situation arising from hydride delivery to
Zaihui Zhang et al.
Journal of medicinal chemistry, 56(2), 568-583 (2012-12-19)
Stearoyl-CoA desaturase-1 (SCD1) catalyzes de novo synthesis of monounsaturated fatty acids from saturated fatty acids. Studies have demonstrated that rodents lacking a functional SCD1 gene have an improved metabolic profile, including reduced weight gain, lower triglycerides, and improved insulin response.
Sultan Chowdhury et al.
Bioorganic & medicinal chemistry letters, 21(12), 3676-3681 (2011-05-17)
Starting from the oxindole 2a identified through a high-throughput screening campaign, a series of Na(V)1.7 blockers were developed. Following the elimination of undesirable structural features, preliminary optimization of the oxindole C-3 and N-1 substituents afforded the simplified analogue 9b, which
Emma J Ste Marie et al.
Journal of peptide science : an official publication of the European Peptide Society, 24(11), e3130-e3130 (2018-10-26)
Triisopropylsilane (TIS), a hindered hydrosilane, has long been utilized as a cation scavenger for the removal of amino acid protecting groups during peptide synthesis. However, its ability to actively remove S-protecting groups by serving as a reductant has largely been
Younggyu Kim et al.
Nucleic acids research, 36(19), 6143-6154 (2008-10-01)
We have developed an approach that enables nonradioactive, ultrasensitive (attamole sensitivity) site-specific protein-protein photocrosslinking, and we have applied the approach to the analysis of interactions of alpha-helix 2 (H2) of human TATA-element binding protein (TBP) with general transcription factor TFIIA

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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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      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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