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Triethylsilane

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Triethylsilane Basic information

Product Name:
Triethylsilane
CAS:
617-86-7
MF:
C6H16Si
MW:
116.28
EINECS:
210-535-3
Mol File:
617-86-7.mol
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Triethylsilane Chemical 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. 
2-8°C
form 
liquid
color 
colorless
Specific Gravity
0.728
Water Solubility 
Miscible with water.
Sensitive 
Moisture Sensitive
BRN 
1098278
Stability:
Stable, but moisture sensitive. Highly flammable. Generates highly flammable gas (hydrogen) in contact with water, acids and bases.
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)
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Safety Information

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

MSDS

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Triethylsilane Usage And Synthesis

Referrence

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.

Referrence

  1. R. Boukherroub,†,‡, C. Chatgilialoglu,,§ and, and G. Manuel†. "PdCl2-Catalyzed Reduction of Organic Halides by Triethylsilane." Organometallics 15.5(1996):1508-1510.
  2. Jian Yang and, and M. Brookhart. "Iridium-Catalyzed Reduction of Alkyl Halides by Triethylsilane." Journal of the American Chemical Society 129.42(2007):12656-7.
  3. And, Pijus K. Mandal, and J. S. Mcmurray. "Pd−C-Induced Catalytic Transfer Hydrogenation with Triethylsilane." Journal of Organic Chemistry 72.17(2007):6599-6601.
  4. Chen, Bang Chi, et al. "Novel triethylsilane mediated reductive N -alkylation of amines: improved synthesis of 1-(4-imidazolyl)methyl-4-sulfonylbenzodiazepines, new farnesyltransferase inhibitors." Tetrahedron Letters 42.7(2001):1245-1246.

Chemical Properties

Clear liquid

Uses

Triethylsilane is a trialkylsilicon hydride used in the synthesis of alkylsilanes via hydrosilation of olefins. Triethylsilane is also used as an effective reducing agent.

Uses

Triethylsilane is used as a reducing agent inmany organic synthetic reactions.

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.]

Triethylsilane Preparation Products And Raw materials

Preparation Products

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TriethylsilaneSupplierMore

Shanghai Zhuorui Chemical Co.,Ltd. Gold
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0086-21-69180038 69180178
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Shanghai Worldyang Chemical Co.,Ltd. Gold
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+86-21-56791066,56795766,56795797
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sales@worldyachem.com
Shanghai Kangtuo Chemical Co., Ltd. Gold
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021-69185553 69185552
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kangtuochem@163.com
Shanghai Rolead Chemical Technology Co., Ltd. Gold
Tel:
021-69992230 / 69992220
Email:
roleadchem@163.com
Henan yu Chen pharmaceutical co., LTD Gold
Tel:
+86-374-5699939
Email:
yuchenchem@126.com
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