16195-58-7

Usage

Type of compound

Unsaturated hydrocarbon

Structure

Contains a cyclohexene ring

Substituents on the cyclohexene ring

Three methyl groups (1,2,4-trimethyl)

Additional functional group

Propenyl group attached to the cyclohexene ring

Usage

Organic synthesis and as a building block for other organic compounds

Application in the fragrance industry

Provides a pleasant, sweet, and fresh aroma

Application in the food and beverage industry

Used as a flavoring agent

Hazardous potential

Should be handled and stored with care due to potential hazards

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 108-05-4 vinyl acetate 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 95-63-6 1,2,4-Trimethylbenzene 
• 56777-65-2 1,4,7,7-tetramethyl-2-methylenebicyclo<2.2.1>heptane 
• 7397-06-0 4-t-butyl-o-xylene 

Relevant academic research and scientific papers

Noncatalytic organic synthesis using supercritical water: The peculiarity near the critical point

Pinacol and Beckmann rearrangements can be carried out effectively by using supercritical water (scH2O) both as an acid catalyst as well as a medium. In the near-critical region not only are the rates significantly accelerated (see picture), but the nature of supercritical water can be adjusted to give weak acidity, which opens a new reaction pathway to a Diels - Alder adduct between dehydrated products.

Organic reactivity of alcohols in superheated aqueous salt solutions: An overview

The low dielectric constant and high self-dissociation constant of water in a temperature range between 150 and 250 °C make it a very appealing solvent for synthesis. Surprisingly, while organic chemistry in water at low temperature or around its critical point has been investigated in detail, very little seems to be known about the behaviour of organic molecules under hydrothermal conditions. The present work thus aims at shading some light on this field. As a start, we decided to investigate the reactions in which alcohols can undergo in water in the above-mentioned temperature range. Knowing that very strong salt effects on organic reactions have already been observed in super critical water, the impact of salt on the outcome of our tests was also investigated in detail.

Factors Influencing Conformational Preferences in Cyclohexenes

Conformational preferences have been measured for the first time for 4-substituted cyclohexenes in a solvent of low polarity.Measurements were made for the substituents Cl, Br, I, OH, OSiMe3, and CN and were compared with conformational preferences in cyclohexyl and exo-methylenecyclohex-3-yl.In the nearly nonpolar solvent CF2Cl2, in which intramolecular interactions are maximized, there is a much larger axial population for cyclohexen-4-yl than in cyclohexyl or exo-methylenecyclohex-3-yl.In particular, the dipolar interaction of the endocyclic double bond is reduced from that of the exocyclic double bond.This observation is confirmed by the almost negligible effect of symmetrizing the endocyclic double bond through 1,2-dimethyl substitution, in contrast with the large effect of symmetrizing the exocyclic double bond through 7,7-dimethyl substitution.Polar solvents increase the proportion of the axial conformer to a smaller extent for the endocyclic than for the exocyclic system, again in agreement with a lower dipolar effect in the endocyclic case.These results emphasize the anisotropic nature of the steric effects of double bonds.