3559-74-8 Usage
Description
Cyclopentadienyltrimethylsilane, also known as trimethylsilyl cyclopentadiene, is an organosilicon compound with a unique structure that undergoes rapid sigmatropic rearrangement. This property, along with its involvement in various chemical reactions, makes it a valuable reactant in the synthesis of metal cyclopentadienyl complexes and other organic compounds.
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
Check Digit Verification of cas no
The CAS Registry Mumber 3559-74-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,5 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3559-74:
(6*3)+(5*5)+(4*5)+(3*9)+(2*7)+(1*4)=108
108 % 10 = 8
So 3559-74-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H6.C4H12Si/c1-2-4-5-3-1;1-5(2,3)4/h1-4H,5H2;1-4H3
3559-74-8Relevant articles and documents
The reductive dimerization of some 1,3-dienes and of 1,3,5-cycloheptatriene in the presence of trimethylchlorosilane: a DFT investigation
Aouf, Chahinez,El Abed, Douniazad,Giorgi, Michel,Santelli, Maurice
experimental part, p. 5563 - 5570 (2009/12/04)
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
