40843-99-0

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(Cyclopentyloxymethyl)benzene is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of a wide range of compounds with potential therapeutic and pesticidal properties.
Used as a Solvent in Organic Reactions:
(Cyclopentyloxymethyl)benzene can be used as a solvent in organic reactions due to its stability and non-reactivity under normal conditions. This makes it a useful component in various chemical processes.
Used as a Fragrance Ingredient in Perfumes and Personal Care Products:
(Cyclopentyloxymethyl)benzene is also used as a fragrance ingredient in perfumes and personal care products, taking advantage of its slightly sweet odor to enhance the scent profiles of these products.

Upstream product

• 100-39-0 benzyl bromide 
• 5736-19-6 sodium cyclopentanolate 
• 137-43-9 Cyclopentyl bromide 
• 96-41-3 Cyclopentanol 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 448235-53-8 ((penta-1,4-dien-3-yloxy)methyl)benzene 

Downstream Products

• 32651-38-0 cyclopentyl benzoate 
• 100-52-7 benzaldehyde 
• 120-92-3 cyclopentanone 

Relevant academic research and scientific papers

Synthesis of Benzyl Alkyl Ethers by Intermolecular Dehydration of Benzyl Alcohol with Aliphatic Alcohols under the Effect of Copper Containing Catalysts

Synthesis of benzyl alkyl ethers was performed in high yields by intermolecular dehydration of benzyl and primary, secondary, tertiary alcohols under the effect of copper containing catalysts. The formation of benzyl alkyl ethers occurs with participation of benzyl cation.

A novel method for synthesis of benzyl alkyl ethers using Vanadium-based metal complex catalysts

A novel method has been developed for the synthesis of benzyl alkyl ethers in 25-85% yields via the reaction of toluene with alcohols in a CCl4 medium catalyzed by Et3N-activated VO(acac)2.

Potassium hydride in paraffin: A useful base for Williamson ether synthesis

A procedure for the preparation of potassium hydride in paraffin from potassium metal has been developed. The KH (P) so produced proved to be an efficient base for the Williamson ether synthesis.

Oxidation of benzylic alcohols and ethers to carbonyl derivatives by nitric acid in dichloromethane

Nitric acid in dichloromethane may be successfully employed for the oxidation of benzylic alcohols and ethers to the corresponding carbonyl compounds. The proposed method proved to be of general applicability, affording very good yields of aldehydes and ketones and showing interesting chemoselectivity in many instances, allowing competitive aromatic nitration to be avoided, as well as - in the case of aldehydes - any further oxidation to carboxylic acids. The reaction probably proceeds by a radical mechanism, the active species in the oxidation process being NO2. Competitive formation of nitro esters was observed in some cases, whereas poor results were obtained with allylic and non-benzylic substrates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Palladium-catalyzed homocoupling reactions between two Csp3-Csp3 centers

(Matrix Presented) A novel palladium-catalyzed coupling reaction between two Csp3-Csp3 centers has been investigated. This protocol is initiated by the oxidative addition of an α-halo carbonyl compound to a palladium(0) species, followed by the double transmetalation. The key dialkyl palladium intermediate undergoes reductive elimination to form the desired coupling product.

Hypervalent (tert-butylperoxy)iodanes generate iodine-centered radicals at room temperature in solution: Oxidation and deprotection of benzyl and allyl ethers, and evidence for generation of α-oxy carbon radicals

1-(tert-Butylperoxy)-1,2-benziodoxol-3(1H)-one (1a) oxidizes benzyl and allyl ethers to the esters at room temperature in benzene or cyclohexane in the presence of alkali metal carbonates. Since this reaction is compatible with other protecting groups such as MOM, THP, and TBDMS ethers, and acetoxy groups, and because esters are readily hydrolyzed under basic conditions, this new method provides a convenient and effective alternative to the usual reductive deprotection. Oxidation with 1a occurs readily with C-H bonds activated by both enthalpic effects (benzylic, allylic, and propargylic C-H bonds) and/or polar effects (α-oxy C-H bonds), generating α-oxy carbon-centered radicals, which can be detected by nitroxyl radical trapping. Measurement of the relative rates of oxidation for a series of ring-substituted benzyl n-butyl ethers 2d and 2p-s indicated that electron-releasing groups such as p-MeO and p-Me groups increase the rate of oxidation, and Hammett correlation of the relative rate factors with the σ+ constants of substituents afforded the reaction constant ρ+ = -0.30. The large value of the isotope effect obtained for the oxidation of benzyl n-butyl ether 2d (k(H)/k(D) = 12-14) indicates that the rate-determining step of the reactions probably involves a high degree of benzylic C-H bond breaking. The effects of molecular dioxygen were examined, and the mechanism involving the intermediacy of the tert-butylperoxy acetal 5 and/or the hydroperoxy acetal 32 is proposed. Particularly noteworthy is the finding that (tert-butylperoxy)iodane 1a can generate the tert-butylperoxy radical and the iodine-centered radical 33a, even at room temperature in solution, via homolytic bond cleavage of the hypervalent iodine(III)-peroxy bond.