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Triethylsilane

Triethylsilane Structure
CAS No.
617-86-7
Chemical Name:
Triethylsilane
Synonyms
Et3SiH;Triethylsilyl;Triethylsilyl hydride;PDFF;Silane, triethyl-;Medetomidine Impurity 40;DK845;CT2523;NSC 93579;SILANE E3H
CBNumber:
CB8495938
Molecular Formula:
C6H16Si
Molecular Weight:
116.28
MOL File:
617-86-7.mol
MSDS File:
SDS
Modify Date:
2024/6/18 13:26:42

Triethylsilane Properties

Melting point -157°C
Boiling point 107-108 °C (lit.)
Density 0.728 g/mL at 25 °C (lit.)
vapor pressure >1 hPa (20 °C)
refractive index n20/D 1.412(lit.)
Flash point 25 °F
storage temp. Store below +30°C.
solubility insol H2O; sol hydrocarbons, halocarbons, ethers.
form liquid
Specific Gravity 0.728
color colorless
Water Solubility Miscible with water.
Hydrolytic Sensitivity 3: reacts with aqueous base
Sensitive Moisture Sensitive
BRN 1098278
Stability Stable, but moisture sensitive. Highly flammable. Generates highly flammable gas (hydrogen) in contact with water, acids and bases.
LogP 3.6 at 20℃
CAS DataBase Reference 617-86-7(CAS DataBase Reference)
NIST Chemistry Reference Silane, triethyl-(617-86-7)
EPA Substance Registry System Triethylsilane (617-86-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315-H319-H335
Precautionary statements  P210-P233-P240-P241-P303+P361+P353-P305+P351+P338
Hazard Codes  F,Xi
Risk Statements  11-36/37/38-52/53
Safety Statements  9-16-29-33-37/39-26-61
RIDADR  UN 1993 3/PG 2
WGK Germany  1
10-21
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29310095
NFPA 704
3
2 1

Triethylsilane price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 230197 Triethylsilane 99% 617-86-7 5G ₹3507.3 2022-06-14 Buy
Sigma-Aldrich(India) 230197 Triethylsilane 99% 617-86-7 5G ₹3507.3 2022-06-14 Buy
Sigma-Aldrich(India) 467448 Triethylsilane 97% 617-86-7 25ML ₹7566.68 2022-06-14 Buy
Sigma-Aldrich 230197 Triethylsilane 99% 617-86-7 25G ₹6798.1 2022-06-14 Buy
Sigma-Aldrich(India) 230197 Triethylsilane 99% 617-86-7 25G ₹6798.1 2022-06-14 Buy
Product number Packaging Price Buy
230197 5G ₹3507.3 Buy
230197 5G ₹3507.3 Buy
467448 25ML ₹7566.68 Buy
230197 25G ₹6798.1 Buy
230197 25G ₹6798.1 Buy

Triethylsilane Chemical Properties,Uses,Production

Description

Triethylsilane is a useful versatile reductant since it has a active hydride. It can be used for mediated the palladium-catalyzed dehalogenation reaction of alkyl or aryl halides, the reduction of primary, secondary, and tertiary chlorides, bromides, and iodides catalyzed by iridium, as well as efficient reduction of multiple bonds, azides, imines, and nitro groups, as well as benzyl group and allyl group deprotection. It is also specifically for the hydrosilation of olefins to give alkyl silanes. It is also the catalyst for synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain, redox initiated cationic polymerization and Beckmann rearrangement of cyclododecanone oxime as well as regioselective reductive coupling of enones and allenes.

Chemical Properties

Clear liquid

Uses

Triethylsilane is a trialkylsilicon hydride used in the synthesis of alkylsilanes via hydrosilation of olefins. It acts as a reducing agent in the reduction of 2-chromanols, since it has an active hydride. It acts as a catalyst for redox initiated cationic polymerization, regioselective reductive coupling of enones and allenes, and Beckmann rearrangement of cyclododecanone oxime. It is associated with trifluoroacetic acid and involved in the selective reduction of alkenes.

Definition

ChEBI: Triethylsilane is an organosilicon compound. It has a role as a reducing agent.

Application

Triethylsilane is used as a reducing agent inmany organic synthetic reactions.
Used to reduce metal salts. Enhances deprotection of t-butoxycarbonyl-protected amines and tert-butylesters.
Used in the reductive amidation of oxazolidinones with amino acids to provide dipeptides.
Converts aldehydes to symmetrical and unsymmetrical ethers.
Used in the "in-situ" preparation of diborane and haloboranes.

Fire Hazard

Highly flammable; flash point -4°C (25°F) (Aldrich 1996).
It does not ignite spontaneously in air, but it can explode on heating. The ease of oxidation of this compound is relatively lower than mono- and dialkylsilanes. Reaction with oxidizing substances, however, can be violent. Reaction with boron trichloride could be explosive at room temperature. Even at 78°C ( 108°F), mixing these reagents caused pressure buildup and combustion (Matteson 1990).

Purification Methods

Reflux triethylsilane over molecular sieves, then distil it. It is passed through neutral alumina before use [Randolph & Wrighton J Am Chem Soc 108 3366 1986]. [Beilstein 4 IV 3895.]

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