10461-98-0

Usage

Uses

Used in Functional Perfumes:
(S)-.alpha.,alpha.,4-trimethylcyclohex-3-ene-1-methylacetate is used as a fragrance ingredient in functional perfumes due to its high stability and substantivity. Its unique floral and rosy geranium scent adds a pleasant aroma to various products, making it a valuable component in the perfumery industry.

Flammability and Explosibility

Nonflammable

Trade name

Peonile (Givaudan)

InChI:InChI=1/C14H15N/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1,3-4,7-8H,2,5-6,9-10H2

Upstream product

• 108-94-1 cyclohexanone 
• 140-29-4 phenylacetonitrile 
• 141-52-6 sodium ethanolate 
• 151-50-8 potassium cyanide 
• 108-93-0 cyclohexanol 

Downstream Products

• 103207-02-9 1-(3-cyclohex-1-enyl-3-phenyl-propyl)-pyrrolidine 
• 113453-80-8 1-(4-cyclohex-1-enyl-4-phenyl-butyl)-piperidine 
• 4056-54-6 (1-cyano-cyclohexyl)-phenyl-acetonitrile 
• 29869-64-5 3-(cyclohex-1-en-1-yl)-N,N-dimethyl-3-phenylpropan-1-amine 
• 103-82-2 phenylacetic acid 
• 108-94-1 cyclohexanone 
• 3893-23-0 cyclohexyl phenyl acetonitrile 
• 29869-47-4 1-(3-cyclohex-1-enyl-3-phenyl-propyl)-piperidine 
• 854434-00-7 2-cyclohex-1-enyl-2-phenyl-pent-4-enenitrile 
• 110530-03-5 2-cyclohex-1-enyl-2-phenyl-4-piperidino-butyronitrile 
• 60586-14-3 2-cyclohex-1-enyl-2-phenyl-valeronitrile 

Relevant academic research and scientific papers

Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions

Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.

Manganese-Catalyzed α-Olefination of Nitriles with Secondary Alcohols

An expedient catalytic approach for α-olefination of nitriles using secondary alcohols with the liberation of molecular hydrogen and water as the only byproducts is reported. This reaction is catalyzed by a molecularly defined manganese(I) pincer complex and operates in the absence of any hydrogen acceptors. A broad range of substrates including cyclic, acyclic, and benzylic alcohols, as well as various nitrile derivatives, such as arylmethyl and heteroarylmethyl nitriles, are employed in the reaction to provide a diverse range of α-vinyl nitriles in good to excellent yields. Mechanistic studies showed that the reaction proceeds via dehydrogenative pathway and the activation of α(C-H) bond of the alcohol is the rate-determining step.

Efficient α-Alkylation of Arylacetonitriles with Secondary Alcohols Catalyzed by a Phosphine-Free Air-Stable Iridium(III) Complex

A well-defined and readily available air-stable dimeric iridium(III) complex catalyzed α-alkylation of arylacetonitriles using secondary alcohols with the liberation of water as the only byproduct is reported. The α-alkylations were efficiently performed at 120 °C under solvent-free conditions with very low (0.1-0.01 mol %) catalyst loading. Various secondary alcohols including cyclic and acyclic alcohols and a wide variety of arylacetonitriles bearing different functional groups were converted into the corresponding α-alkylated products in good yields. Mechanistic study revealed that the reaction proceeds via alcohol activation by metal-ligand cooperation with the formation of reactive iridium-hydride species.

PREPARATION OF 2-CYCLOHEXYLIDEN-2-PHENYL ACETONITRILE AND ODORIFEROUS STRUCTURAL ANALOGS THEREOF

A process of preparing 2-cyclohexyliden-2-phenyl acetonitrile or odoriferous structural analogs thereof, represented by Formula I: wherein the variables are as defined in the specification, is provided. The process utilizes a phase transfer catalyst, is p