3559-74-8

Usage

Uses

Used in Chemical Synthesis:
Cyclopentadienyltrimethylsilane is used as a reactant in a variety of chemical reactions for the synthesis of different compounds. Its applications include:
1. Diels-Alder reactions: It serves as a reactant in these cycloaddition reactions, which are important for constructing six-membered rings in organic chemistry.1,2
2. Synthesis of ring-functionalized molybdenocene complexes: It is utilized in the preparation of these complexes, which have potential applications in catalysis and materials science.3
3. Allyl isomerization: Cyclopentadienyltrimethylsilane acts as a reactant in the isomerization of allyl compounds, which is crucial for the synthesis of various organic molecules.4
4. Aromatization of C5 rings: It is involved in the process of converting C5 rings into aromatic compounds, which are essential building blocks in organic chemistry.5
5. Synthesis of N-hydroxyindoles via nucleophilic addition: Cyclopentadienyltrimethylsilane is used as a reactant in the formation of N-hydroxyindoles, which are important intermediates in the synthesis of pharmaceuticals and other bioactive molecules.6

Sources

https://en.wikipedia.org/wiki/Trimethylsilyl_cyclopentadiene https://www.sigmaaldrich.com/catalog/product/aldrich/257885?lang=en®ion=US

InChI:InChI=1/C5H6.C4H12Si/c1-2-4-5-3-1;1-5(2,3)4/h1-4H,5H2;1-4H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 30994-24-2 potassium cyclopentadienide 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 78133-65-0 (1R,2R,6S,7S,10S)-1-Methyl-4-phenyl-10-trimethylsilanyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 78133-66-1 (1S,2S,6R,7S,10S)-8-Methyl-4-phenyl-10-trimethylsilanyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 117810-01-2 (diphenylselenonio)cyclopentadienide 
• 124462-62-0 4,4a,5,7a-tetrahydro-3-phenyl-5-(trimethylsilyl)cyclopent-1,2-oxazine 
• 542-92-7 cyclopenta-1,3-diene 
• 121008-35-3 1-benzyl-1-trimethylsilyl-2,4-cyclopentadiene 
• 1270-98-0 cyclopentadienyl titanium(IV) trichloride 
• 1291-32-3 zirconocene dichloride 
• 60938-59-2 bis(trimethylsilylcyclopentadienyl)zirconium(IV) dichloride 
• 1287-13-4 bis(η⁵-cyclopentadienyl)ruthenium 
• 114762-98-0 Pd(C₆H₄NNC₆H₅)(C₅H₄Si(CH₃)3) 
• 12116-66-4 bis(cyclopentadienyl)hafnium dichloride 
• 156975-32-5 (cyclopentadienyl)VCl₂[N-2,6-C₆H₃-((i)Pr)2] 
• 20469-72-1 phenylboronic acid-d₂ 

Relevant academic research and scientific papers

The reductive dimerization of some 1,3-dienes and of 1,3,5-cycloheptatriene in the presence of trimethylchlorosilane: a DFT investigation

Treatment of 1,3-dienes and 1,3,5-cycloheptatriene by chlorotrimethylsilane in the presence of wire of lithium led mainly to reductive dimerization with formation of bis(allylsilane) derivatives. Bis-silyl compounds obtained: from 1,3-butadiene, 1,8-bis(t

REACTIONS OF TRIMETHYLSILYLCYCLOPENTADIENE DERIVATIVES WITH TITANIUM, NIOBIUM, AND TANTALUM HALIDES

The use of trimethylsilyl derivatives as effective reagents for the new or improved syntheses of complexes of the early transition metals is described.Improved routes, involving the use of trimethylsilylcyclopentadiene, are described for the syntheses of , , , , and (cp=cyclopentadienyl).Routes, involving the use of bis(trimethylsilyl)cyclopentadiene, are described for the syntheses of the analogous complexes , where X=Cl, Br, or I.The reactions of , , and with a variety of bidentate ligands are described.The Lewis acidity of these titanium compounds is much reduced from that of the parent tetrahalides and only two adducts have been positively identified: these are *phen (phen=o-phenanthroline) and *pdma (pdma=o-phenylenebisdimethylarsine).