108643-81-8 Usage
Description
Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)-, also known as [3-[(Trimethylsilyl)oxy]-2-cyclohexen-1-yl]-benzene (CAS# 108643-81-8), is an organic compound that plays a significant role in various chemical reactions and processes. It is characterized by its unique molecular structure, which includes a cyclohexene ring with a phenyl group and a trimethylsilyloxy group attached to it. This structure endows the compound with specific chemical properties that make it valuable in organic synthesis.
Uses
Used in Organic Synthesis:
Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, such as cross-coupling, substitution, and addition reactions, leading to the formation of diverse organic molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)is utilized as a key building block for the development of novel drug candidates. Its ability to undergo various chemical transformations makes it a versatile starting material for the synthesis of bioactive molecules with potential therapeutic applications.
Used in Chemical Research:
Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)is also employed in academic and industrial research settings to study the reactivity and selectivity of different functional groups. Researchers use this compound to explore new reaction pathways, develop innovative synthetic methods, and gain insights into the underlying mechanisms of various chemical processes.
Used in Material Science:
In the field of material science, Cyclohexene, 3-phenyl-1-(trimethylsilyloxy)is used as a precursor for the synthesis of advanced materials with specific properties. These materials can be tailored for various applications, such as in electronics, coatings, and polymers, where their unique characteristics can provide enhanced performance and functionality.
Check Digit Verification of cas no
The CAS Registry Mumber 108643-81-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,8,6,4 and 3 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 108643-81:
(8*1)+(7*0)+(6*8)+(5*6)+(4*4)+(3*3)+(2*8)+(1*1)=128
128 % 10 = 8
So 108643-81-8 is a valid CAS Registry Number.
108643-81-8Relevant articles and documents
An alternative procedure for the O-trimethylsilylation of enolates generated by copper-catalyzed 1,4-additions
Andringa,Oosterveld,Brandsma
, p. 1393 - 1396 (1991)
Anhydrous lithium bromide has been successfully used as an additive instead of hexamethylphosphoric triamide in the O-trimethylsilation of enolates generated by copper halide-catalyzed reaction of Grignard reagents with a number of α,β-unsaturated carbony
Nickel-catalyzed reductive conjugate addition to enones via allylnickel intermediates
Shrestha, Ruja,Dorn, Stephanie C. M.,Weix, Daniel J.
, p. 751 - 762 (2013/03/14)
An alternative method to copper-catalyzed conjugate addition followed by enolate silylation for the synthesis of β-disubstituted silyl enol ether products (R1(R2)HCCH=C(OSiR43)R 3) is presented. This method uses haloarenes instead of nucleophilic aryl reagents. Nickel ligated to either neocuproine or bipyridine couples an α,β-unsaturated ketone or aldehyde (R2HC=CHC(O)R 3) with an organic halide (R1-X) in the presence of a trialkylchlorosilane reagent (Cl-SiR43). Reactions are assembled on the benchtop and tolerate a variety of functional groups (aldehyde, ketone, nitrile, sulfone, pentafluorosulfur, and N-aryltrifluoroacetamide), electron-rich iodoarenes, and electron-poor haloarenes. Mechanistic studies have confirmed the first example of a catalytic reductive conjugate addition of organic halides that proceeds via an allylnickel intermediate. Selectivity is attributed to (1) rapid, selective reaction of LNi0 with chlorotriethylsilane and enone in the presence of other organic electrophiles, and (2) minimization of enone dimerization by ligand steric effects.
The Kharasch reaction revisited: CuX3Li2-catalyzed conjugate addition reactions of Grignard reagents
Reetz, Manfred T.,Kindler, Alois
, p. C5 - C7 (2007/10/02)
The conjugate addition of Grignard reagents RMgX to α,β-unsaturated ketones and esters is effectively catalyzed by soluble copper ate-complexes of the type CuX3Li2, e.g.CuI*2LiCl.In the presence of Me3SiCl the corresponding ketone enolsilanes are formed in high yield and selectivity.Diastereoselectivity in the case of chiral ketones is similar to that observed by using stoichiometric amounts of cuprates R2CuLi.Thus CuX3Li2-catalyzed 1,4-additions of Grignard reagents may be an industrially viable process.Keywords: Copper; Magnesium; Lithium; Silicon; Ketone; Enolsilanes
