5454-90-0

Usage

Uses

Used in Fragrance and Flavor Industry:
1-(1-phenylethyl)cyclopentanol is used as a key component in the creation of fragrances and flavors due to its pleasant aromatic properties. Its ability to contribute distinct and appealing scents makes it a valuable addition to the formulations of various consumer products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-(1-phenylethyl)cyclopentanol serves as an intermediate in the synthesis of a range of medicinal compounds. Its unique structure allows for its involvement in the development of new drugs, potentially leading to advancements in healthcare.
Used in Organic Synthesis and Chemical Research:
1-(1-phenylethyl)cyclopentanol may also find applications in the field of organic synthesis and chemical research. Its distinctive structure and reactivity make it a promising candidate for exploring new chemical reactions and the creation of novel compounds with potential applications in various industries.

Upstream product

• 23708-47-6 1,4-bis(bromomagnesium)butane 
• 672-65-1 (1-chloroethyl)benzene 
• 120-92-3 cyclopentanone 
• 3674-77-9 2-methyl-2-phenyl-1,3-dioxolane 

Relevant academic research and scientific papers

Reductive opening of 2-phenyl-1,3-dioxolanes by a naphthalene-catalysed lithiation: Synthetic applications

The reaction of 2-phenyl-1,3-dioxolanes 1a,b with an excess of lithium powder in the presence of a catalytic amount of naphthalene (4 mol %) in tetrahydrofuran at -40°C followed by successive reaction with an electrophile and final hydrolysis with water at the same temperature yields the corresponding monoprotected 1,2-diols 2aa-2bf. The same process but allowing to rise the temperature to 20°C before the hydrolysis affords alcohols 3aa-3bd. The use of 2,2-diphenyl-1,3-dioxolane 1d, under similar reaction conditions as for compounds 2, permits the isolation of 2,2-diphenylalcohols 11da-11dc, resulting from the reaction with two different electrophiles. A mechanistic rationalization for all processes is given.

Reactivity of the secondary benzylic Grignard reagent from 1-phenylethyl chloride with aldehydes and ketones. More evidence for the rearrangement mechanism in benzyl Grignard reactions

Additional evidence for the mechanism proposed previously to account for diol formation in the reaction of the Grignard reagent from benzyl chloride with aldehydes has been obtained from a study of the interaction of the Grignard reagent from 1-phenylethyl chloride with carbonyl compounds.This Grignard reagent reacts with ketones (except non-enolisable ketones) to give normal alcohols in low yields, and with aldehydes to give diols.However, in contrast to that formed in the reaction of benzylmagnesium chloride, an unstable trienic alcohol formed from the rearrangement of the corresponding alkoxide could be isolated in some case as the major product, providing confirmatory evidence for the existence of an initial reversible rearrangement in the reaction of the benzylic Grignard reagents with carbonyl compounds.