5422-88-8 Usage
Description
Cyclopentyl Phenyl Ketone, also known as Phenyl Cyclopentyl Ketone, is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. It is an analytical reference standard and a precursor in the synthesis of ketamine. This product is primarily intended for research and forensic applications.
Uses
Used in Pharmaceutical Synthesis:
Cyclopentyl Phenyl Ketone is used as a key intermediate for the synthesis of synthetic hydrochloric acid amyl ethyl quin ether, which is a pharmaceutical compound.
Used in Organic Chemistry:
Cyclopentyl Phenyl Ketone is used in the preparation of ortho-arylated compounds and phenanthrones through palladium-catalyzed chelation-assisted C-H activation. This application is significant in the field of organic chemistry for the synthesis of complex organic molecules.
Used in Research and Forensic Applications:
As an analytical reference standard, Cyclopentyl Phenyl Ketone is utilized in research and forensic applications to study its properties and potential uses in various chemical and pharmaceutical processes.
Synthesis
In 100ml round-bottomed flask, by 2-cyclopenta ethyl benzoylacetate (10.6g, 43.05mmol, 1.0eq), NaOH (2.6g, 64.5mmol) and Na2CO3(4.5g, 43mmol), is suspended in 50.0mLH2In O, it is warmed up to 80 DEG C and reacts 3 hours, obtain product phenylcyclopentyl ketone.Purify: reactant liquor is cooled to room temperature, extract 3 times with ethyl acetate 20mL;Organic phase saturated sodium-chloride washs, and merges organic phase and uses anhydrous MgSO4Being dried, then remove solvent under reduced pressure, obtain thick product, column chromatography purifies, and eluant, eluent is ethyl acetate: petroleum ether (1:10), obtains 6.54g target product, yield 87.2%.
Check Digit Verification of cas no
The CAS Registry Mumber 5422-88-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,2 and 2 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5422-88:
(6*5)+(5*4)+(4*2)+(3*2)+(2*8)+(1*8)=88
88 % 10 = 8
So 5422-88-8 is a valid CAS Registry Number.
InChI:InChI=1/C12H14O/c13-12(11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11H,4-5,8-9H2
5422-88-8Relevant articles and documents
Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure
Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young
, p. 3090 - 3097 (2021/05/10)
Multi N-heterocyclic carbene(NHC)-modified iridium catalysts were employed in the β-alkylation of alcohols; dimerization of primary alcohols (Guerbet reaction), cross-coupling of secondary and primary alcohols, and intramolecular cyclization of alcohols. Mechanistic studies of Guerbet reaction, including kinetic experiments, mass analysis, and density functional theory (DFT) calculation, were employed to explain the fast reaction promoted by bimetallic catalysts, and the dramatic reactivity increase of monometallic catalysts at the late stage of the reaction. (Figure presented.).
Aerobic oxidation and oxidative esterification of alcohols through cooperative catalysis under metal-free conditions
Karimi, Babak,Ghahremani, Mina,Vali, Hojatollah,Ciriminna, Rosaria,Pagliaro, Mario
supporting information, p. 8897 - 8900 (2021/09/10)
The ABNO@PMO-IL-Br material obtained by anchoring 9-azabicyclo[3.3.1]nonane-3-oneN-oxyl (keto-ABNO) within the mesopores of periodic mesoporous organosilica with bridged imidazolium groups is a robust bifunctional catalyst for the metal-free aerobic oxidation of numerous primary and secondary alcohols under oxygen balloon reaction conditions. The catalyst, furthermore, can be successfully employed in the first metal-free self-esterification of primary aliphatic alcohols affording valued esters.
C(sp3)-H Bond Acylation with N -Acyl Imides under Photoredox/ Nickel Dual Catalysis
Kerackian, Taline,Reina, Antonio,Krachko, Tetiana,Boddaert, Hugo,Bouyssi, Didier,Monteiro, Nuno,Amgoune, Abderrahmane
supporting information, p. 1531 - 1536 (2020/10/21)
A novel Ni/photoredox-catalyzed acylation of aliphatic substrates, including simple alkanes and dialkyl ethers, has been developed. The method combines C-N bond activation of amides with a radical relay mechanism involving hydrogen-atom transfer. The protocol is operationally simple, employs bench-stable N -acyl imides as acyl-transfer reagents, and permits facile access to alkyl ketones under very mild conditions.