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1066-54-2,MFCD00008569
Catalog No.:AA0034UM

1066-54-2 | Trimethylsilylacetylene

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  • Technical Information
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Technical Information
Catalog Number:
AA0034UM
Chemical Name:
Trimethylsilylacetylene
CAS Number:
1066-54-2
Molecular Formula:
C5H10Si
Molecular Weight:
98.2184
MDL Number:
MFCD00008569
SMILES:
C#C[Si](C)(C)C
Properties
Properties
 
BP:
52-53°C at 760 mmHg  
Form:
Liquid  
MP:
>0°C  
Refractive Index:
n20/D 1.388(lit.)  
Solubility:
Miscible with organic solvents.  
Storage:
2-8℃;Light sensitive;Inert atmosphere;  

Computed Properties
 
Complexity:
77.8  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
6  
Rotatable Bond Count:
1  

Literature

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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.

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

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

Journal: Organic & biomolecular chemistry 20101107

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

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

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

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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

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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

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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.

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

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

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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

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

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

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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.

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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).

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

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

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

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

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

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

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

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

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

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

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