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1-Cyclohexenyltrimethylsilane is a silyl-substituted cyclohexene derivative characterized by a cyclohexene ring with a trimethylsilyl group attached to the double bond. It serves as a versatile intermediate in organic synthesis, particularly in reactions involving silyl enol ether chemistry or as a precursor for further functionalization. 1-Cyclohexenyltrimethylsilane's reactivity is influenced by the electron-donating nature of the trimethylsilyl group, which can stabilize adjacent carbanions or participate in electrophilic additions. Its applications include use in cross-coupling reactions, cycloadditions, and as a protecting group strategy in complex molecule synthesis.

17874-17-8

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17874-17-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 17874-17-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,8,7 and 4 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 17874-17:
(7*1)+(6*7)+(5*8)+(4*7)+(3*4)+(2*1)+(1*7)=138
138 % 10 = 8
So 17874-17-8 is a valid CAS Registry Number.

17874-17-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohexen-1-yl(trimethyl)silane

1.2 Other means of identification

Product number -
Other names Silane,1-cyclohexen-1-yltrimethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:17874-17-8 SDS

17874-17-8Relevant academic research and scientific papers

Preparation of Functionalized Acylsilanes by Diol Cleavage of Cyclic 1,2-Dihydroxysilanes

Zimdars, Patrick,B?hlig, Kristin,Metz, Peter

, p. 6163 - 6167 (2019/08/20)

We report a study on diol cleavage of cyclic 1,2-dihydroxysilanes for the preparation of functionalized acylsilanes. Sodium periodate turned out to be an efficient reagent for this transformation, resulting in good to excellent yields. The method is chara

Six- and five-membered 3-alkoxy-2-lithiocycloalkenes: New stable non-anionic β-functionalised organolithium compounds

Yus, Miguel,Ramón, Diego J,Gómez, Inmaculada

, p. 5163 - 5172 (2007/10/03)

Naphthalene-catalysed reductive lithiation of various functionalised chlorocycloalkenes 18 leads to the corresponding non-anionic β-alkoxyfunctionalised organolithium reagents 14. Their reaction with different electrophiles, such as water, aldehydes, keto

Preparation of amino substituted cyclic vinylsilanes by Wurtz-Fittig procedure

HariPrasad,Nagendrappa, Gopalpur

, p. 1016 - 1019 (2007/10/03)

The Wurtz-Fittig method of silylation of simple vinyl halides to vinylsilanes is extended to aminosubstituted vinyl halides. 2-Halo-3-morpholinylcycloalkenes can be silylated to the corresponding 2-trimethylsilyl-3-morpholinyl-1-cycloalkenes using excess of chlorotrimethylsilane and sodium in dioxane solvent without significant cleavage of C-N-morpholinyl bond under these metal reduction conditions. Similar success was not achieved with piperidinyl derivatives.

One-pot synthesis of α-trimethylsilyl enones from vinylsilanes

Adam,Richter

, p. 176 - 180 (2007/10/02)

Photooxygenation of vinylsilanes in the presence of acetic anhydride and pyridine afforded α-trimethylsilyl enones 1 in moderate to good yields. Since the required starting materials are readily available, the present approach constitutes a useful alterna

Generation and Solution-phase Behaviour of Some 2-Halogeno-1,3-ring-fused Cyclopropenes

Banwell, Martin G.,Corbett, Madelaine,Gulbis, Jacqueline,Mackay, Maureen F.,Reum, Monica E.

, p. 945 - 964 (2007/10/02)

The title cyclopropenes 2b are readily formed by reaction of ring-fused β-silylated-gem-dihalogenocyclopropanes of the general type 1b with tetrabutylammonium fluoride in tetrahydrofuran solution.Those halogenocyclopropenes 2b which are fused to a seven-

1,3-Bridged Cyclopropenes

Billups,Lee, Gon-Ann,Arney Jr., Benny E.,Whitmire, Kenton H.

, p. 7980 - 7984 (2007/10/02)

Solid fluoride deposited on glass helices has been used to effect the gas-phase elimination of 1-(trimethylsilyl)-7-chlorobicyclo[4.1.0]heptane and 1-(trimethylsilyl)-8-chlorobicyclo[5.1.0]octane to yield bicyclo[4.1.0]hept-1(7)-ene and bicyclo[5.1.0]oct-1(8)-ene, respectively. Bicyclo[4.1.0]hept-1(7)-ene dimerizes below ca. -90 °C via an ene reaction to yield a new cyclopropene, which then couples to form tetramers. The structures of two tricyclohexane tetramers were determined by X-ray crystallography. The ene dimer was found to react with molecular oxygen to yield two carbonyl compounds identified as 2-(1-bicyclo[4.1.0]heptyl)cyclohexene-1-carboxaldehyde and 3-(1-bicyclo[4.1.0]heptyl)cyclohept-2-en-1-one. These compounds are thought to result from the reaction of molecular oxygen with carbenes that would arise from cyclopropene - vinylcarbene rearrangements. Bicyclo[5.1.0]oct-1(8)-ene is considerably more stable than its lower homologue but also dimerizes via an ene reaction 7-Chlorobicyclo[4.1.0]hept-1(7)-ene rearranges below -90 °C to yield 2-chloro-1,3-cycloheptadiene.

Palladium-mediated silylation of organic halides with disilane/F- reagent

Hatanaka, Yasou,Hiyama, Tamajiro

, p. 4715 - 4718 (2007/10/02)

Under catalytic influence of tetrakis(triphenylphosphine)palladium, tris(diethylamino)sulfonium trimethyldiflourosilicate promoted the reaction of vynil halides with hexamethyldisilane to give corresponding vinyl silanes in good yields chemoselectivity and stereospecifically.

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