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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
Molecular Weight:
114.26
MDL Number:
MFCD00008635
MOL File:
762-72-1.mol
MSDS File:
SDS
Last updated:2024-04-23 14:28:52

Allyltrimethylsilane Properties

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)
FDA UNII 8B84C337VF
NIST Chemistry Reference Silane, trimethyl-2-propenyl-(762-72-1)
EPA Substance Registry System Silane, trimethyl-2-propenyl- (762-72-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315
Precautionary statements  P210-P302+P352
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
NFPA 704
3
0 0

Allyltrimethylsilane price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 208264 Allyltrimethylsilane 98% 762-72-1 10g $267 2024-03-01 Buy
Sigma-Aldrich 208264 Allyltrimethylsilane 98% 762-72-1 50g $890 2024-03-01 Buy
TCI Chemical A0729 Allyltrimethylsilane >98.0%(GC) 762-72-1 25mL $60 2024-03-01 Buy
TCI Chemical A0729 Allyltrimethylsilane >98.0%(GC) 762-72-1 250mL $345 2024-03-01 Buy
Alfa Aesar A14662 Allyltrimethylsilane, 98+% 762-72-1 10g $48.65 2024-03-01 Buy
Product number Packaging Price Buy
208264 10g $267 Buy
208264 50g $890 Buy
A0729 25mL $60 Buy
A0729 250mL $345 Buy
A14662 10g $48.65 Buy

Allyltrimethylsilane Chemical Properties,Uses,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).
Allyltrimethylsilane Reactions
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

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.]

75-77-4
107-05-1
762-72-1
Synthesis of Allyltrimethylsilane from Chlorotrimethylsilane and Allyl chloride
Global( 372)Suppliers
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Nanjing Kaitian Chemical Co., LTD
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View Lastest Price from Allyltrimethylsilane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Allyltrimethylsilane pictures 2024-04-23 Allyltrimethylsilane
762-72-1
US $8.00-6.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Allyltrimethylsilane pictures 2024-02-23 Allyltrimethylsilane
762-72-1
US $85.00-775.00 / g 1g 0.98 25kg Shanghai UCHEM Inc.
Allyltrimethylsilane pictures 2023-09-06 Allyltrimethylsilane
762-72-1
US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
Allyltrimethylisilane trimethyl-prop-2-enyl-silane Allyltrimethylsilane(3-trimethylsilyl-1-propene)99%available Silane,trimethyl-2-propenyl- trimethyl-2-propenyl-silan Allyltrimethylsilane, 98+% Allyltrimethylsilane,99% Allyltrimethylsilane,97% Allyltrimethylsilane,3-(Trimethylsilyl)propene triMethyl(prop-2-en-1-yl)silane ALLYLTRIMETHYLSILANE FOR SYNTHESIS Allylthree Methylsilane Allyltrimethylsilane 98% 3-TRIMETHYLSILYL-1-PROPENE TMS-ALLYL CA0570 Silane, allyltrimethyl- ALLYLTRIMETHYLSILANE 2-(tert-butyloctasulfanyl)-2-methylpropane Co-Formula CFS-721 trimethyl-2-propenyl- CFS-721 Allyltrimethylsilane, 97%, for synthesis Allyltrimethylsilane > Silane, trimethyl-2-propen-1-yl- CAS 762-72-1 Allyltrimethylsilane trimethyl-2-propenyl-Silane 3-(TRIMETHYLSILYL)PROPENE TRIMETHYLALLYLSILANE allytrimethylsilane 762-72-1 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