ALLYLTRIMETHYLSILANE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H14Si
Molecular Weight	114.2609
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[Si](C)(C)CC=C

InChI

InChIKey=HYWCXWRMUZYRPH-UHFFFAOYSA-N

InChI=1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3

HIDE SMILES / InChI

Molecular Formula	C6H14Si
Molecular Weight	114.2609
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Cobalt-catalyzed 1,4-hydrovinylation of allylsilane and allylboronic esters for the synthesis of hydroxy-functionalized 1,4-dienes.	2010-08-06	20597480
Propargylic activation across a heterobimetallic ir-sn catalyst: nucleophilic substitution and indene formation with propargylic alcohols.	2010-07-02	20536144
Automated generation and reactions of 3-hydroxymethylindoles in continuous-flow microreactors.	2010-06-11	20414910
Photoarylation of alkenes and heteroaromatics by dibromo-BINOLs in aqueous solution.	2010-05-21	20361737
Heterogeneous allylsilylation of aromatic and aliphatic alkenes catalyzed by proton-exchanged montmorillonite.	2010-04-02	20199059
Iodine-catalyzed highly diastereoselective synthesis of trans-2,6-disubstituted-3,4-dihydropyrans: application to concise construction of C28-C37 bicyclic core of (+)-sorangicin A.	2010-02-15	20099288
Highly Z-selective metathesis homocoupling of terminal olefins.	2009-11-25	19919135
Stereocontrolled generation of the (2R) chroman core of vitamin E: total synthesis of (2R,4'RS,8'RS)-alpha-tocopherol.	2009-11-05	19863149
Highly regioselective gold-catalyzed ring-opening allylation and azidation of dihydrofurans.	2009-11-05	19791766
Selective arylation, alkenylation, and cyclization of dibromonaphthols, using visible light, via carbene intermediates.	2009-08-07	19522477
Asymmetric allylation of methyl ketones by using chiral phenyl carbinols.	2009-06-15	19444823
(2S,4R,5S)-5-Allyl-4-hydroxy-tetra-hydro-2-furylmethyl p-toluene-sulfonate.	2009-06-06	21582760
The domino multicomponent allylation reaction for the stereoselective synthesis of homoallylic alcohols.	2009-02-17	19154154
Photoarylation/alkylation of bromonaphthols.	2009-02-06	19123847
Factors relevant for the regioselective cyclopolymerization of 1,6-heptadiynes, N,N-dipropargylamines, N,N-dipropargylammonium salts, and dipropargyl ethers by Ru(IV)-alkylidene-based metathesis initiators.	2009-01-14	19128182
Synthesis of optically active 5-alkoxy-6-methylcyclohex-2-en-1-ones and 4-alkoxy-5-methylcyclopent-1-enyl benzoate.	2009-01-02	19012433
A two-directional approach to enantiopure 1,4-difluoro-cyclohexenes: synthesis of difluorinated cyclitol analogues.	2008-10-02	18763795
Microflow system controlled carbocationic polymerization of vinyl ethers.	2008-09-01	18604824
Silica passivation efficiency monitored by a surface-bound fluorescent dye.	2008-08-19	18616310
A new approach to anodic substitution reaction using acoustic emulsification.	2008-06-07	18480907
Determination of the origin of stereoselectivity in multiple-transition-state reactions using DFT calculations: enantioselective synthesis of homoallylic alcohols from aliphatic methyl ketones via an auxiliary-mediated allylation.	2008-04-02	18331031
Synthesis of trans-fused tetrahydrooxepins: stereoselective allylation of sulfur or fluoro-substituted tetrahydrooxepins.	2008-02-25	18068694
Total synthesis of the indolizidine alkaloid tashiromine.	2008-01-26	18221553
Facile synthesis of two diastereomeric indolizidines corresponding to the postulated structure of alkaloid 5,9E-259B from a Bufonid toad (Melanophryniscus).	2008-01-21	18208586
A novel electrosynthetic system for anodic substitution reactions by using parallel laminar flow in a microflow reactor.	2008	18830974
A convenient allylsilane-N-acyliminium route toward indolizidine and quinolizidine alkaloids.	2007-10-02	17910752
The use of silicon-based tethers for the Pauson-Khand reaction.	2007-07-06	17617903
FeSO4 x 7H2O-catalyzed four-component synthesis of protected homoallylic amines.	2007-07-06	17550291
Nucleophilic substitution at the anomeric position of 1,2-O-isopropylidenefuranose derivatives. A novel stereoselective synthesis of cyclic phosphates analogous to cAMP.	2006-12-29	17087924
The first catalytic Sakurai reaction of N-alkoxycarbonylamino sulfones with allyltrimethylsilane.	2006-12-21	17268636
A general and efficient FeCl3-catalyzed nucleophilic substitution of propargylic alcohols.	2006-10-13	17025331
BiCl3-catalyzed propargylic substitution reaction of propargylic alcohols with C-, O-, S- and N-centered nucleophiles.	2006-08-21	16883434
Nonchelated alkene and alkyne complexes of d(0) zirconocene pentafluorophenyl cations.	2006-07-05	16802830
Synthesis of 1,2-dioxolanes by annulation reactions of peroxycarbenium ions with alkenes.	2005-10-13	16209493
Intramolecular hydrogen bonding (P=O--H) stabilizes the chair conformation of six-membered ring phosphates.	2005-09-02	16122229
Methods for the synthesis of polyhydroxylated piperidines by diastereoselective dihydroxylation: exploitation in the two-directional synthesis of aza-C-linked disaccharide derivatives.	2005-08-26	16542015
Expeditious synthesis of bioactive allylphenol constituents of the genus Piper through a metal-free photoallylation procedure.	2005-08-07	16032365
Bismuth compounds in organic synthesis. A one-pot synthesis of homoallyl ethers and homoallyl acetates from aldehydes catalyzed by bismuth triflate.	2005-03-18	15760192
Synthesis of tertiary and quaternary stereogenic centers: a diastereoselective tandem reaction sequence combining Mukaiyama and free radical-based allylation.	2005-02-04	15675832
(Sensitized) photolysis of diazonium salts as a mild general method for the generation of aryl cations. Chemoselectivity of the singlet and triplet 4-substituted phenyl cations.	2005-01-21	15651808
Ionic liquid-promoted, highly regioselective Heck arylation of electron-rich olefins by aryl halides.	2005-01-19	15643901
Aryl cation and carbene intermediates in the photodehalogenation of chlorophenols.	2004-12-17	15540240
Cation pool-initiated controlled/living polymerization using microsystems.	2004-11-17	15535678
Microwave-assisted allylation of acetals with allyltrimethylsilane in the presence of CuBr.	2004-10-29	15498010
Solvent-dependent chemoselectivities in additions of beta-carbonyl imines to allyltrimethylsilane with CTAN.	2004-09-17	15357585
Alkyne and alkene complexes of a d(0) zirconocene aryl cation.	2004-09-15	15355096
Diastereoselective protonation on radical anions of electron-deficient alkenes via photoinduced electron transfer.	2004-07-23	15255727
Iodine as a very powerful catalyst for three-component synthesis of protected homoallylic amines.	2004-05-28	15153045
Endo-selective quenching of hexahydropyrrolo[2,3-b]indole-based N-acyliminium ions.	2004-05-28	15153037
Novel ene-like cycloisomerization reaction of nitrile oxides with a tethered allyltrimethylsilyl group.	2002-05-03	19750674

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:17:26 GMT 2025` Edited by `admin` on `Mon Mar 31 21:17:26 GMT 2025`
Record UNII	8B84C337VF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ALLYLTRIMETHYLSILANE

Systematic Name

English

ALLYLTRIMETHYLSILANE [MI]

Preferred Name

English

TRIMETHYL-2-PROPEN-1-YLSILANE

Systematic Name

English

3-(TRIMETHYLSILYL)PROPENE

Systematic Name

English

TRIMETHYLALLYLSILANE

Systematic Name

English

TRIMETHYL(2-PROPENYL)SILANE

Systematic Name

English

3-(TRIMETHYLSILYL)-1-PROPENE

Systematic Name

English

Code System Code Type Description

CAS

762-72-1