6318-49-6

Usage

Physical state

Colorless liquid

Odor

Sweet, fruity

Uses

Flavoring agent, fragrance ingredient in food and cosmetics industries

Synthesis

Precursor in the synthesis of various organic compounds

Health hazards

Potential irritant to skin, eyes, and respiratory system

Precautions

Safety measures should be taken when handling

Ingestion

May be hazardous if ingested

Storage and usage

Must be stored and used in accordance with proper safety guidelines

Upstream product

• 108-94-1 cyclohexanone 
• 78-27-3 1-Ethynylcyclohexan-1-ol 
• 1940-19-8 1-vinylcyclohexanol 
• 108-24-7 acetic anhydride 
• 5240-32-4 1-acetoxy-1-ethynyl cyclohexane 

Downstream Products

• 118633-53-7 1-(1-acetoxy-cyclohexyl)-2-bromo-ethanol 
• 18559-89-2 3-cyclohexylidene-propionic acid ethyl ester 
• 79753-67-6 (2-cyclohexylidene-ethyl)dimethyl(phenyl)silane 
• 71442-92-7 1-<(2-hydroxy)ethyl>-1-vinylcyclohexane 
• 4441-58-1 4-Cyclohexylidenebutan-1-ol 
• 63922-76-9 (2-cyclohexylideneethyl)trimethylsilane 
• 177483-66-8 <2-(cyclohexylidene)ethyl>(diethylamino)diphenylsilane 
• 4442-90-4 2-cyclohexylideneethan-1-amine 
• 55591-26-9 2-(cyclohexylidene)ethanol acetate 
• 147330-91-4 {2-(triethylgermyl)ethylidene}cyclohexane 
• 29538-98-5 1-(4-Cyclohexylidenbutyl)-cyclohexylacetat 
• 251928-63-9 2-(2-cyclohexylideneethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 54105-66-7 n-undecylcyclohexane 
• 130837-29-5 tributyl(2-cyclohexylideneethyl)stannane 

Relevant academic research and scientific papers

ETHERS AND ESTERS OF 1-SUBSTITUTED CYCLOALKANOLS FOR USE AS AROMA CHEMICALS

The present invention relates to the use of an ether or an ester of a 1 -substituted cycloalkanol or of mixtures of two or more ethers or esters of 1 -substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof as aroma chemicals; to the use thereof for modifying the scent character of a fragranced composition; to an aroma chemical composition containing an ether or an ester of a 1 -substituted cycloalkanol or of mixtures of two or more ethers or esters of 1 -substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof; and to a method of preparing a fragranced composition or for modifying the scent character of a fragranced composition. The invention further relates to specific ethers or esters of 1 -substituted cycloalkanols.

[(NHC)Au1]-catalyzed rearrangement of allylic acetates

Equation Presented [(NHC)AuCl] complexes (NHC = N-heterocyclic carbene), in conjunction with a silver salt, were found to efficiently catalyze the rearrangement of allylic acetates under both conventional and microwave-assisted heating. The optimization of several reaction parameters (solvent, silver salt, and ligand) as well as a study of the reaction scope are reported. The steric hindrance of the ligand bound to gold was found crucial for the outcome of the reaction as only extremely bulky ligands permitted the isomerization.

Practical synthesis of allylic silanes from allylic esters and carbamates by stereoselective copper-catalyzed allylic substitution reactions

The first copper-catalyzed allylic substitution reactions of allylic acetates and carbamates employing a bis(triorganosilyl)zinc reagent are reported. This novel procedure avoids the use of stoichiometric amounts of copper salts which are usually mandatory with this chemistry. Application of this methodology to standard model substrates substantiates a high diastereoselectivity for the double bond geometry (E:Z) as well as the relative configuration (syn:anti).