ChemicalBook > CAS DataBase List > Allyltrimethylsilane

Allyltrimethylsilane

Product Name
Allyltrimethylsilane
CAS No.
762-72-1
Chemical Name
Allyltrimethylsilane
Synonyms
allytrimethylsilane;TRIMETHYLALLYLSILANE;3-(TRIMETHYLSILYL)PROPENE;trimethyl-2-propenyl-Silane;DK892;CA0570;CFS-721;TMS-ALLYL;Co-Formula CFS-721;ALLYLTRIMETHYLSILANE
CBNumber
CB0431082
Molecular Formula
C6H14Si
Formula Weight
114.26
MOL File
762-72-1.mol
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Allyltrimethylsilane Property

Boiling point:
84-88 °C (lit.)
Density 
0.719 g/mL at 25 °C (lit.)
vapor pressure 
82hPa at 25℃
refractive index 
n20/D 1.407(lit.)
Flash point:
45 °F
storage temp. 
2-8°C
solubility 
freely sol all organic solvents.
form 
Liquid
Specific Gravity
0.72
color 
Clear colorless
Water Solubility 
insoluble
Hydrolytic Sensitivity
2: reacts with aqueous acid
BRN 
906755
Stability:
Volatile
InChIKey
HYWCXWRMUZYRPH-UHFFFAOYSA-N
LogP
4.64 at 20℃
CAS DataBase Reference
762-72-1(CAS DataBase Reference)
NIST Chemistry Reference
Silane, trimethyl-2-propenyl-(762-72-1)
EPA Substance Registry System
Silane, trimethyl-2-propenyl- (762-72-1)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38
Safety Statements 
16-26-36-23-33-7/9
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29310095
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
208264
Product name
Allyltrimethylsilane
Purity
98%
Packaging
10g
Price
$267
Updated
2024/03/01
Sigma-Aldrich
Product number
208264
Product name
Allyltrimethylsilane
Purity
98%
Packaging
50g
Price
$890
Updated
2024/03/01
TCI Chemical
Product number
A0729
Product name
Allyltrimethylsilane
Purity
>98.0%(GC)
Packaging
25mL
Price
$60
Updated
2024/03/01
TCI Chemical
Product number
A0729
Product name
Allyltrimethylsilane
Purity
>98.0%(GC)
Packaging
250mL
Price
$345
Updated
2024/03/01
Alfa Aesar
Product number
A14662
Product name
Allyltrimethylsilane, 98+%
Packaging
10g
Price
$48.65
Updated
2024/03/01
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Allyltrimethylsilane Chemical Properties,Usage,Production

Chemical Properties

clear colourless liquid

Uses

Allyltrimethylsilane is a general reagent to introduce allyl groups across acid chlorides, aldehydes, ketones, iminium ions, enones, and for cross-coupling with other carbon electrophiles. It is used as a reagent in Hosomi?Sakurai reaction.

Preparation

Allyltrimethylsilane is synthesized by the reaction of trimethylchlorosilane and allylmagnesium bromide.

Application

Allyltrimethylsilane is used in the allylation of aldehydes, imines, allylic and benzylic alcohols, and chiral α-keto-amides that are derived from (S)-proline esters.

Reactions

Allyltrimethylsilane is involved as a reactant in Hosomi Sakurai reaction for allylation in the presence of Lewis acid. For example, it reacts with cyclohexanone to get 1-allylcyclohexanol. It acts as a nucleophile and is involved in Carbon-Ferrier rearrangement.
As a Carbon Nucleophile in Lewis Acid-Catalyzed Reactions.
Allyltrimethylsilane is an alkene some 10 times more nucleophilic than propene, as judged by its reactions with diarylmethyl cations.It reacts with a variety of cationic carbon electrophiles, usually prepared by coordination of a Lewis acid to a functional group, but also by chemical or electrochemical oxidation,or by irradiation in the presence of 9,10- dicyanoanthracene.
carbon to give an intermediate cation, and the silyl group is lost to create a double bond at the other terminus. Among the more straightforward electrophiles are acid chlorides (eq 1).

As a Carbon Nucleophile in Fluoride Ion-Catalyzed Reactions.
The reactions with aldehydes, ketones (eq 23),54 and α,β-unsaturated esters (eq 24)55 can also be catalyzed by fluoride ion, usually introduced as tetra-n-butylammonium fluoride (TBAF), or other silicophilic ions such as alkoxide. These reactions produce silyl ether intermediates, which are usually hydrolyzed before workup. The stereochemistry of attack on chiral ketones can sometimes be different for the Lewis acid- and fluoride ion-catalyzed reactions.
Other Reactions.
Allyltrimethylsilane reacts with some highly electrophilic alkenes, carbonyl compounds, azo compounds, and singlet oxygen to a greater or lesser extent in ene reactions that do not involve the loss of the silyl group, and hence give vinylsilanes in a solvent-dependent reaction.

Flammability and Explosibility

Flammable

Synthesis

Preparation of allyl magnesium bromide Grignard reagent: Put magnesium and anhydrous ether into a 100OL reactor, heat to about 34°C, use a metering tank to pump a certain amount of 3-bromopropylene into the reactor, control the temperature at about 54°C and react for 4 hours. Preparation of allyl trimethylsilane: After the previous reaction, pump a certain amount of trimethyl chlorosilane into the reactor, control the temperature at about 54°C and react for 4 hours. Then, atmospheric distillation, and the distillate above 45°C, is the pure product.

Purification Methods

Fractionate it through an efficient column at atmospheric pressure. If impure, dissolve it in THF, shake it with H2O (2x), dry (Na2SO4), filter and fractionate it. [Cudlin & Chvalovsky′ Collect Czech Chem Commun 27 1658 1962, Beilstein 4 IV 3927.]

Allyltrimethylsilane Preparation Products And Raw materials

Raw materials

Chlorotrimethylsilane Allyl bromide

Preparation Products

4-(1-BENZYLPIPERIDIN-4-YLOXY)-3,5-DICHLOROBENZENAMINE
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View Lastest Price from Allyltrimethylsilane manufacturers

Hubei Changfu Chemical Co., Ltd.
Product
Allyltrimethylsilane 762-72-1
Price
US $360.00-100.00/kg
Min. Order
1kg
Purity
97%
Supply Ability
1000
Release date
2024-12-19
Shanghai UCHEM Inc.
Product
Allyltrimethylsilane 762-72-1
Price
US $85.00-775.00/g
Min. Order
1g
Purity
0.98
Supply Ability
25kg
Release date
2023-10-25
Hebei Weibang Biotechnology Co., Ltd
Product
Allyltrimethylsilane 762-72-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30

762-72-1, AllyltrimethylsilaneRelated Search:

Bromotrimethylsilane 3-Aminopropyltrimethoxysilane TRIMETHYLSILANE Trimethoxypropylsilane Trimethylsilyl cyanide (Trifluoromethyl)trimethylsilane Chloromethyltrimethylsilane Iodotrimethylsilane Trimethoxysilylpropanethiol ALLYLTRIISOPROPYLSILANE POTASSIUM ALLYLTRIFLUOROBORATE Allyltrimethoxysilane Allyltributyltin Allyl methyl sulfide ALLYLMAGNESIUM BROMIDE ALLYLTRIETHOXYSILANE Triisopropylsilane Allyltriethylsilane

  • Allyltrimethylisilane
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  • Silane,trimethyl-2-propenyl-
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  • ALLYLTRIMETHYLSILANE FOR SYNTHESIS
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  • Allyltrimethylsilane 98%
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  • TRIMETHYLALLYLSILANE
  • allytrimethylsilane
  • CA0570
  • Silane, allyltrimethyl-
  • ALLYLTRIMETHYLSILANE
  • Co-Formula CFS-721
  • trimethyl-2-propenyl-
  • CFS-721
  • Allyltrimethylsilane, 97%, for synthesis
  • Allyltrimethylsilane &gt
  • Silane, trimethyl-2-propen-1-yl-
  • CAS 762-72-1 Allyltrimethylsilane
  • <font color="#ff0000">762-72-1</font>
  • DK892
  • 762-72-1
  • 62-72-1
  • 792-72-1
  • C6H14Si
  • H2CCHCH2SiCH33
  • CH2CHCH2SiCH33
  • Organometallic Reagents
  • Organosilicon
  • Others
  • ALKYNE
  • Si (Classes of Silicon Compounds)
  • Si-(C)4 Compounds
  • Silicon Compounds (for Synthesis)
  • Vinylsilanes, Allylsilanes
  • Si-(C)4 Compounds
  • Silicon Compounds (for Synthesis)
  • Vinylsilanes, Allylsilanes
  • Si (Classes of Silicon Compounds)
  • Synthetic Organic Chemistry
  • Industrial/Fine Chemicals
  • API intermediates