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1066-54-2,MFCD00008569
Catalog No.:AA0034UM
1066-54-2 | Ethynyltrimethylsilane
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1g
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5g
98%
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$30.00
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25g
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100g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0034UM
Chemical Name:
Ethynyltrimethylsilane
CAS Number:
1066-54-2
Molecular Formula:
C5H10Si
Molecular Weight:
98.2184
MDL Number:
MFCD00008569
IUPAC Name:
ethynyl(trimethyl)silane
InChI:
InChI=1S/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3
InChI Key:
CWMFRHBXRUITQE-UHFFFAOYSA-N
SMILES:
C#C[Si](C)(C)C
EC Number:
213-919-9
Properties
Computed Properties
 
Complexity:
77.8  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
98.055g/mol
Formal Charge:
0
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
98.22g/mol
Monoisotopic Mass:
98.055g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Synonyms
 
Trimethylsilylacetylene 
Ethynyltrimethylsilane 
trimethylsilyl-acetylene 
27859-EP2308875A1 
27859-EP2308877A1 
27859-EP2311455A1 
27859-EP2314587A1 
38058-EP2270014A1 
38058-EP2289871A1 
38058-EP2311796A1 
38058-EP2311797A1 
38058-EP2311798A1 
38058-EP2311799A1 
MFCD00008569 
38058-EP2311837A1 
38103-EP2295415A1 
38103-EP2298732A1 
38103-EP2301913A1 
38103-EP2301914A1 
38103-EP2311796A1 
38103-EP2311797A1 
38103-EP2311798A1 
38103-EP2311799A1 
40402-EP2274983A1 
CWMFRHBXRUITQE-UHFFFAOYSA-N 
40402-EP2311830A1 
46106-EP2275412A1 
46106-EP2311807A1 
113116-EP2295437A1 
113116-EP2298743A1 
113116-EP2298775A1 
113340-EP2295437A1 
113340-EP2298775A1 
A801480 
I14-0298 
Trimethylsilylacetylene, 98% 
I14-8635 
J-802298 
Q-101308 
InChI=1/C5H10Si/c1-5-6(2,3)4/h1H,2-4H 
F0001-0134 
8-Bromoisoquinoline 
TMSA 
C5H10Si 
C5-H10-Si 
CID66111 
TMSacetylene 
(Trimethylsilyl)acetylene, 98% 5g 
T138 
Trimethylsilylacetylene, 97% - 100G 100g 
Trimethylsilylacetylene, 98% - 100G 100g 
TMS-acetylene 
trimethylsilylethyne 
EINECS 213-919-9 
trimethylsilyl-ethyne 
ethinyltrimethylsilane 
1066-54-2 
ethynyitrimethylsilane 
trimethylsilanylethyne 
trimethylsilylacetylen 
Trimethylethynylsilane 
Trimetylsilylacetylene 
trimethlysilylacetylene 
ethinyl trimethylsilane 
ethynyl trimethylsilane 
trimethysilyl acetylene 
trimetylsilyl acetylene 
(Trimethylsilyl)acetylene 
(Trimethylsilyl)ethyne 
1-Trimethylsilylethyne 
Ethyne,-trimethylsilyl 
Ethynyl-trimethylsilane 
trimethyl silylacetylene 
trimethyl-silylacetylene 
1-trimethylsilyl-ethyne 
PubChem12912 
trimethylsilanylacetylene 
(ethynyl)trimethylsilane 
Silane, ethynyltrimethyl- 
(trimethylsily)acetylene 
(trimethylsilyl)acetylen 
ethynyl-trimethyl silane 
Ethynyl trimethyl silane 
1-trimethylsilylacetylene 
2-trimethylsilylacetylene 
trimethyl silyl acetylene 
trimethylsilanyl acetylene 
(trimethyl-silyl)acetylene 
(trimethylsilyl)-acetylene 
ethynyl-trimethyl-silane 
(trimethylsilanyl)acetylene 
(Trimethylsilyl) acetylene 
Acetylene, trimethylsilyl- 
ACMC-1BQA3 
1-ethynyl(trimethyl)silane 
1-(Trimethylsilyl)acetylene 
AC1L24NE 
AC1Q29SG 
Ethynyltrimethylsilane, 98% 
KSC182C9H 
ethynyl(trimethyl)silane 
Silane, trimethyl-, ethynyl- 
Jsp000593 
DTXSID7061435 
CTK0I2193 
ACT08896 
BCP14441 
KS-00000EV5 
STR06547 
ANW-15420 
EBD322610 
trimethylsilyl acetylene 
RW1898 
AKOS000121121 
ZINC169743081 
LS40347 
MCULE-1913176313 
RP18657 
RTR-001326 
TRA0088975 
AK173069 
AN-48367 
TMS acetylene 
BC212316 
BP-30047 
SC-19582 
(TRIMETHYLSILYL)ACETYLENE, 98+%, 
TL8000240 
TR-001326 
CS-0015355 
FT-0605360 
T1239 
27859-EP2270014A1 
ethynyltrimethyl silane 
27859-EP2272837A1 
27859-EP2275427A1 
27859-EP2295412A1 
27859-EP2295413A1 
27859-EP2295415A1 
27859-EP2298768A1 
27859-EP2301536A1 
27859-EP2301538A1 
27859-EP2305677A1 
27859-EP2308839A1 
Literature

Title: Electron acceptors based on functionalizable cyclopenta[hi]aceanthrylenes and dicyclopenta[de,mn]tetracenes.

Journal: Journal of the American Chemical Society 20120926

Title: Synthesis of Enantiopure tertiary skipped diynes via one-pot desymmetrizing TMS-cleavage.

Journal: Organic letters 20120803

Title: A general procedure for the synthesis of alkyl- and arylethynyl-1,2,3-triazole-fused dihydroisoquinolines.

Journal: Organic & biomolecular chemistry 20120214

Title: A selective intramolecular 5-exo-dig or 6-endo-dig cyclization en route to 2-furanone or 2-pyrone containing tricyclic scaffolds.

Journal: The Journal of organic chemistry 20111202

Title: Acetylene-expanded dendralene segments with exotopic phosphaalkene units.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20111017

Title: A terminal nickel(II) anilide complex featuring an unsymmetrically substituted amido pincer ligand: synthesis and reactivity.

Journal: Dalton transactions (Cambridge, England : 2003) 20110921

Title: Synthesis of a small library of bivalent α-D-mannopyranosides for lectin cross-linking.

Journal: Carbohydrate research 20110906

Title: Crystallographic coincidence of two bridging species in a dinuclear Co ethynyl-benzene complex.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: A specific chemodosimeter for fluoride ion based on a pyrene derivative with trimethylsilylethynyl groups.

Journal: Organic & biomolecular chemistry 20110621

Title: Sequential coupling/desilylation-coupling/cyclization in a single pot under Pd/C-Cu catalysis: synthesis of 2-(hetero)aryl indoles.

Journal: Organic & biomolecular chemistry 20110521

Title: Highly enantioselective addition of trimethylsilylacetylene to aldehydes catalyzed by a zinc-amino-alcohol complex.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110516

Title: Synthesis and stereochemical assignment of (+)-chamuvarinin.

Journal: Organic letters 20110204

Title: First total synthesis and antileishmanial activity of (Z)-16-methyl-11-heptadecenoic acid, a new marine fatty acid from the sponge Dragmaxia undata.

Journal: Chemistry and physics of lipids 20110201

Title: Preparation of 4'-benzenesulfonyl-3'-deoxythymidine and its reaction with organoaluminum and organosilicon reagents.

Journal: Carbohydrate research 20101210

Title: A versatile gold synthon for acetylene C-H bond activation.

Journal: Dalton transactions (Cambridge, England : 2003) 20101121

Title: The influence of a 1,1-diarylvinyl moiety on the photochromism of naphthopyrans.

Journal: Organic & biomolecular chemistry 20101107

Title: One-pot three-step synthesis of 1,2,3-triazoles by copper-catalyzed cycloaddition of azides with alkynes formed by a Sonogashira cross-coupling and desilylation.

Journal: Organic letters 20101105

Title: Synthesis of 1,3-dialkyl-1,2,3-triazolium ionic liquids and their applications to the Baylis-Hillman reaction.

Journal: The Journal of organic chemistry 20100618

Title: One-pot procedure for the synthesis of unsymmetrical diarylalkynes.

Journal: The Journal of organic chemistry 20100521

Title: Meldrum's acids and 5-alkylidene Meldrum's acids in catalytic carbon-carbon bond-forming processes.

Journal: Accounts of chemical research 20100316

Title: Diastereoselective synthesis of syn-1,3-diols by titanium-mediated reductive coupling of propargylic alcohols.

Journal: Organic letters 20100115

Title: Conjugated polymer nanoparticles for effective siRNA delivery to tobacco BY-2 protoplasts.

Journal: BMC plant biology 20100101

Title: Isolated monomeric and dimeric mixed diorganocuprates based on the size-controllable bulky 'rind' ligands.

Journal: Journal of the American Chemical Society 20091223

Title: New synthesis of (11Z,13Z)-11,13-hexadecadienal, the female sex pheromone of the navel orangeworm.

Journal: Bioscience, biotechnology, and biochemistry 20091201

Title: 3,3'-Anisyl-substituted BINOL, H(4)BINOL, and H(8)BINOL ligands: asymmetric synthesis of diverse propargylic alcohols and their ring-closing metathesis to chiral cycloalkenes.

Journal: The Journal of organic chemistry 20091120

Title: Enantioselective rhodium-catalyzed conjugate alkynylation of 5-benzylidene Meldrum's acids with TMS-acetylene.

Journal: Journal of the American Chemical Society 20091021

Title: Enantioselective nucleophilic addition of trimethylsilylacetylene to n-phosphinoylimines promoted by C(2)-symmetric proline-derived beta-amino alcohol.

Journal: The Journal of organic chemistry 20090918

Title: First total synthesis and antiprotozoal activity of (Z)-17-methyl-13-octadecenoic acid, a new marine fatty acid from the sponge Polymastia penicillus.

Journal: Chemistry and physics of lipids 20090901

Title: Synthesis of vinylcycloheptadienes by the nickel-catalyzed three-component [3 + 2 + 2] cocyclization. Application to the synthesis of polycyclic compounds.

Journal: The Journal of organic chemistry 20090501

Title: Inhibition of androstenediol-dependent LNCaP tumour growth by 17alpha-ethynyl-5alpha-androstane-3alpha, 17beta-diol (HE3235).

Journal: British journal of cancer 20090407

Title: Chemicals possessing a neurotrophin-like activity on dopaminergic neurons in primary culture.

Journal: PloS one 20090101

Title: Synthesis of functional cubes from octavinylsilsesquioxane (OVS).

Journal: Organic & biomolecular chemistry 20081221

Title: Wiring terpyridine: approaches to alkynylthienyl 2,2':6',2''-terpyridines.

Journal: Dalton transactions (Cambridge, England : 2003) 20081221

Title: Enantioselective syntheses of carbanucleosides from the Pauson-Khand adduct of trimethylsilylacetylene and norbornadiene.

Journal: Organic letters 20081016

Title: A spectroscopic study of self-assembled monolayer of porphyrin-functionalized oligo(phenyleneethynylene)s on gold: the influence of the anchor moiety.

Journal: Physical chemistry chemical physics : PCCP 20080914

Title: Methyl 4-(trimethyl-silylethyn-yl)benzoate.

Journal: Acta crystallographica. Section E, Structure reports online 20080601

Title: Highly diastereoselective Friedel-Crafts alkylation reactions via chiral alpha-functionalized benzylic carbocations.

Journal: Chemistry, an Asian journal 20080201

Title: 4-(9-Anthryl)-2-methylbutyn-2-ol.

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Shape-persistent macrocycles with intraannular alkyl groups: some structural limits of discotic liquid crystals with an inverted structure.

Journal: Beilstein journal of organic chemistry 20080101

Title: Facile synthesis of two diastereomeric indolizidines corresponding to the postulated structure of alkaloid 5,9E-259B from a Bufonid toad (Melanophryniscus).

Journal: Beilstein journal of organic chemistry 20080101

Title: Bis(1-tosyl-2-pyrrol-yl)ethyne.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Dibenzyl 3,3',4,4'-tetra-methyl-5,5'-(ethynedi-yl)bis-(pyrrole-2-carboxyl-ate).

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Selective bromination of perylene diimides under mild conditions.

Journal: The Journal of organic chemistry 20070803

Title: 5-alkynyl analogs of arabinouridine and 2'-deoxyuridine: cytostatic activity against herpes simplex virus and varicella-zoster thymidine kinase gene-transfected cells.

Journal: Journal of medicinal chemistry 20070614

Title: Synthesis of 10-nm scale oligothiophene molecular wires bearing anchor units at both terminal positions.

Journal: The Journal of organic chemistry 20070330

Title: First total syntheses of (Z)-15-methyl-10-hexadecenoic acid and the (Z)-13-methyl-8-tetradecenoic acid.

Journal: Chemistry and physics of lipids 20070101

Title: Flexible synthetic routes to poison-frog alkaloids of the 5,8-disubstituted indolizidine-class I: synthesis of common lactam chiral building blocks and application to the synthesis of (-)-203A, (-)-205A, and (-)-219F.

Journal: Beilstein journal of organic chemistry 20070101

Title: Flexible synthesis of poison-frog alkaloids of the 5,8-disubstituted indolizidine-class. II: Synthesis of (-)-209B, (-)-231C, (-)-233D, (-)-235B', (-)-221I, and an epimer of 193E and pharmacological effects at neuronal nicotinic acetylcholine receptors.

Journal: Beilstein journal of organic chemistry 20070101

Title: Preparation and characterization of a family of Ru2 compounds bearing iodo/ethynyl substituents on the periphery.

Journal: Inorganic chemistry 20061002

Title: One-shot double elimination process: a practical and concise protocol for diaryl acetylenes.

Journal: Chemistry, an Asian journal 20060918

Title: Asymmetric synthesis of alpha,alpha-dibranched propargylamines by acetylide additions to N-tert-butanesulfinyl ketimines.

Journal: The Journal of organic chemistry 20060901

Title: Chromene chromium carbene complexes in the syntheses of naphthopyran and naphthopyrandione units present in photochromic materials and biologically active natural products.

Journal: Journal of the American Chemical Society 20060830

Title: Synthesis of alpha-amino acids by reaction of aziridine-2-carboxylic acids with carbon nucleophiles.

Journal: Organic & biomolecular chemistry 20060807

Title: Total syntheses of (+)-1893B and its three diastereomers and evaluation of their biological activities.

Journal: The Journal of antibiotics 20060801

Title: A stable silaborene: synthesis and characterization.

Journal: Journal of the American Chemical Society 20060118

Title: Convergent synthesis of 10 nm aryleneethynylene molecular wires by an iterative regioselective deprotection/Sonogashira coupling protocol.

Journal: The Journal of organic chemistry 20060106

Title: Homoleptic trimethylsilylacetylide complexes of chromium(III), iron(II), and cobalt(III): syntheses, structures, and ligand field parameters.

Journal: Inorganic chemistry 20051114

Title: Probing the intermediates of halogen addition to alkynes: bridged halonium versus open halovinyl cation; a theoretical study.

Journal: The Journal of organic chemistry 20051111

Title: Concise and practical synthesis of C-glycosyl ketones from sugar benzothiazoles and their transformation into chiral tertiary alcohols.

Journal: The Journal of organic chemistry 20051111

Title: On the utility of the azido transfer protocol: synthesis of 2- and 5-azido N-methylimidazoles, 1,3-thiazoles and N-methylpyrazole and their conversion to triazole-azole bisheteroaryls.

Journal: Organic & biomolecular chemistry 20050421

Title: Intramolecular Pauson-Khand reactions of methylenecyclopropane and bicyclopropylidene derivatives as an approach to spiro(cyclopropanebicyclo[n.3.0]alkenones).

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20050408

Title: Synthesis of 5-ethynyl-2'-deoxyuridine-5'-boranomono phosphate as a potential thymidylate synthase inhibitor.

Journal: Nucleosides, nucleotides & nucleic acids 20050101

Title: Trapping evidence for the thermal cyclization of di-(o-acetylphenyl)acetylene to 3,3'-dimethyl-1,1'-biisobenzofuran.

Journal: Beilstein journal of organic chemistry 20050101

Title: Practical highly enantioselective synthesis of terminal propargylamines. An expeditious synthesis of (S)-(+)-coniine.

Journal: Chemical communications (Cambridge, England) 20041021

Title: Stereoselective synthesis of sugar-modified enyne analogues of adenosine and uridine. Interaction with S-adenosyl-L-homocysteine hydrolase and antiviral and cytotoxic effects.

Journal: Journal of medicinal chemistry 20041007

Title: Catalytic enantioselective conjugate addition of trimethylsilylacetylene to 2-cyclohexen-1-one.

Journal: Organic letters 20040916

Title: Synthesis of porphyrins bearing hydrocarbon tethers and facile covalent attachment to si(100).

Journal: The Journal of organic chemistry 20040820

Title: A copper- and amine-free sonogashira reaction employing aminophosphines as ligands.

Journal: The Journal of organic chemistry 20040806

Title: Iridium-catalyzed coupling of simple primary or secondary amines, aldehydes and trimethylsilylacetylene: preparation of propargylic amines.

Journal: Chemical communications (Cambridge, England) 20040721

Title: Triplet diphenylcarbenes protected by (trimethylsilyl)ethynyl groups.

Journal: The Journal of organic chemistry 20040611

Title: Elaboration of diaryl ketones into naphthalenes fused on two or four sides: a naphthoannulation procedure.

Journal: Journal of the American Chemical Society 20040317

Title: NMR chemical shifts. Substituted acetylenes.

Journal: The Journal of organic chemistry 20040220

Title: Synthesis and characterization of bis(S-acetylthio)-derivatized europium triple-decker monomers and oligomers.

Journal: Inorganic chemistry 20031117

Title: Enantiospecific synthesis of the phospholipase A2 inhibitors (-)-cinatrin C1 and (+)-cinatrin C3.

Journal: Organic & biomolecular chemistry 20031021

Title: New entry to a three-component pyrimidine synthesis by TMS-Ynones via Sonogashira coupling.

Journal: Organic letters 20030918

Title: Synthesis and structural characterization of porphyrinic enediynes: geometric and electronic effects on thermal and photochemical reactivity.

Journal: Inorganic chemistry 20030825

Title: A molecular approach to self-assembly of trimethylsilylacetylene derivatives on gold.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20030606

Title: Synthesis of poly(aryleneethynylene)s bearing glucose units as substituents.

Journal: Chemical communications (Cambridge, England) 20030107

Title: Linchpin construction of unsymmetrical 1,4-alkynediols.

Journal: The Journal of organic chemistry 20021115

Title: Enantiospecific synthesis of the phospholipase A2 inhibitor (-)-cinatrin B.

Journal: The Journal of organic chemistry 20020628

Title: Cyclic tetraselenadiynes: rigid cycles with long-range van der Waals forces between chalcogen centers.

Journal: The Journal of organic chemistry 20020614

Title: Trimethylsilylethynyl ketones as surrogates for ethynyl ketones in the double Michael reaction.

Journal: The Journal of organic chemistry 20020503

Title: Direct addition of TMS-acetylene to aldimines catalyzed by a simple, commercially available Ir(I) complex.

Journal: Organic letters 20011227

Title: Synthesis of meso-substituted chlorins via tetrahydrobilene-a intermediates.

Journal: The Journal of organic chemistry 20011102

Title: Rapid homogeneous-phase Sonogashira coupling reactions using controlled microwave heating.

Journal: The Journal of organic chemistry 20010615

Title: GaCl3-promoted ethenylation of silylated beta-dicarbonyl compound with silylethyne. Synthesis of ethenylmalonate.

Journal: Organic letters 20010308

Title: Highly regioselective cyclotrimerization of 1-perfluoroalkylenynes catalyzed by nickel.

Journal: The Journal of organic chemistry 20010209

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