1518-83-8

Usage

Uses

1. Used in Chemical Synthesis:
4-Cyclopentylphenol is used as a chemical intermediate for the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for the creation of a wide range of derivatives with diverse applications.
2. Used in Pharmaceutical Industry:
4-Cyclopentylphenol is used as a building block in the development of new drugs, particularly those targeting the central nervous system. Its structural properties make it a valuable component in the design of novel therapeutic agents.
3. Used in Flavor and Fragrance Industry:
4-Cyclopentylphenol is used as a component in the creation of various fragrances and flavors due to its distinct aromatic properties. It can be found in the formulation of perfumes, colognes, and other scented products, as well as in the flavor industry for enhancing the taste and aroma of food and beverages.
4. Used in Material Science:
4-Cyclopentylphenol can be utilized in the development of advanced materials, such as polymers and coatings, due to its chemical reactivity and structural characteristics. It can contribute to the enhancement of material properties, such as durability, stability, and resistance to environmental factors.
5. Used in Research and Development:
4-Cyclopentylphenol serves as a valuable compound for research purposes, particularly in the fields of organic chemistry, medicinal chemistry, and materials science. It can be used to study various chemical reactions, mechanisms, and properties, leading to a better understanding of its potential applications and the development of new technologies.

InChI:InChI=1/C11H14O/c12-11-7-5-10(6-8-11)9-3-1-2-4-9/h5-9,12H,1-4H2

Upstream product

• 6627-84-5 p-(cyclopent-2-en-1-yl)phenol 
• 1507-97-7 1-cyclopentyl-4-methoxybenzene 
• 696-62-8 para-iodoanisole 
• 142-29-0 cyclopentene 
• 137-43-9 Cyclopentyl bromide 
• 106-41-2 4-bromo-phenol 
• 542-92-7 cyclopenta-1,3-diene 
• 100-66-3 methoxybenzene 
• 108-95-2 phenol 
• 120-92-3 cyclopentanone 
• 40452-70-8 4-Cyclopentylbenzaldehyde 
• 7647-01-0 hydrogenchloride 
• 877-46-3 4-(1-cyclopenten-1-yl)phenol 
• 788-57-8 1,1-bis(p-hydroxyphenyl)cyclopentane 

Downstream Products

• 877-46-3 4-(1-cyclopenten-1-yl)phenol 
• 1443777-81-8 4-cyclopentylphenyl 5-(4-chlorophenyl)-1-(6-methoxypyridazin-3-yl)-1H-pyrazole-3-carboxylate 
• 1339035-69-6 4-cyclopentylphenyl 3-{1-(6-chloropyridazin-3-yl)-5-[4-(trifluoromethyl)phenyl]-1H-pyrazol-3-yl}propanoate 
• 158590-11-5 Z-methyl 4,4-diethoxy-3-(4-cyclopentylphenoxy)-2-butenoate 
• 13081-30-6 2-chloro-4-cyclopentylphenol 

Relevant academic research and scientific papers

Dependence of estrogenic activity on the shape of the 4-alkyl substituent in simple phenols

The ability of certain chemicals to mimic the effects of natural steroid hormones and their potential to disrupt the delicate balance of the endocrine system in animals has attracted much interest in recent years. Alkylphenolic chemicals have been reported to be weakly estrogenic. Estrogen receptor (ER) binding is primarily the result of interaction of the receptor with both a phenolic residue, and a hydrophobic pharmacophore. We have prepared and screened various phenols having a bulky 4-alkyl group, which may interact hydrophobically with the receptor, for estrogenic activity by using a previously described reporter gene assay employing COS-1 cells transfected with rat ERα-expression plasmid and an appropriate reporter plasmid. Some of the tested compounds, such as 4-(1-adamantyl)phenol and 4-cycloalkylphenols, exhibited much more potent activity than the typical estrogenic alkylphenol, 4-tert-octylphenol.

Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et3N as the Terminal Reductant

Reductive cross-coupling has emerged as a direct method for the construction of carbon-carbon bonds. Most cobalt-, nickel-, and palladium-catalyzed reductive cross-coupling reactions to date are limited to stoichiometric Mn(0) or Zn(0) as the reductant. One nickel-catalyzed cross-coupling paradigm using Et3N as the terminal reductant is reported. By using this photoredox catalysis and nickel catalysis approach, a direct Csp2-Csp3 reductive cross-coupling of aryl bromides with alkyl bromides is achieved under mild conditions without stoichiometric metal reductants.

(2R)-2-Methylchromane-2-carboxylic acids: Discovery of selective PPARα agonists as hypolipidemic agents

A SAR study was conducted on chromane-2-carboxylic acid toward selective PPARα agonisim. As a result, highly potent, and selective PPARα agonists were discovered. The optimized compound 43 exhibited robust lowering of total cholesterol levels in hamster and dog animal models.

Regioselective alkylation of phenol with cyclopentanol over montmorillonite K10: An efficient synthesis of l-(2-cyclopentylphenoxy)-3-[(l,l-dimethylethyl)amino]propan-2-ol {(S')-penbutolol}

Regioselective alkylation of phenol with cyclopentanol is achieved over Montmorillonite K10 clay, producing 2-cycIopentylphenol, the key intermediate. The synthesis of optically active (S)-penbutoIol 1, an important antihypertensive drug, is realized in 5 steps from 2-cyclopentylphenol by employing Sharpless asymmetric dihydroxylation. The Royal Society of Chemistry 1999.

Acid-Catalyzed Hydrolysis of Some Secondary Alkyl Phenyl Ethers in Perchloric Acid: Kinetics and Mechanism

Hydrolysis rates and products of isopropyl, cyclopentyl and cyclohexyl phenyl ethers were studied in concentrated aqueous perchloric acid solutions.The activation parameters, solvent deuterium isotope effects, dependences of the reaction rates on acid concentration, substituent effects and products were in agreement with the A-1 mechanism.The pKSH+ values (-6.13 to -5.76) and the slope parameters m* (av. 0.98 +/- 0.03) were measured spectrophotometrically by the excess acidity method.They were used to calculate the m++-parameters (1.46-2.01).Comparisons weremade with the hydrolyses of exo- ad endo-2-norbornyl phenyl ethers and secondary alyl methanesulfonates.

Preparation of diphenolics

A process for the production of diphenolic compounds having a divalent bridge. A first disubstituted phenol is reacted with an aldehyde in the presence of a secondary amine and excess alcohol to form an ether intermediate. The ether intermediate is reacted with a phenol having an open ortho or para position to form a diphenolic.