36635-35-5

Usage

Uses

Used in Flavor and Fragrance Industry:
4,6-dimethylcyclohex-3-ene-1-carbaldehyde serves as a key ingredient in the creation of flavorings for the food and beverage industry, capitalizing on its sweet, floral aroma to enhance the sensory experience of various products.
Used in Organic Synthesis:
In the realm of organic chemistry, 4,6-dimethylcyclohex-3-ene-1-carbaldehyde is utilized as a precursor in the synthesis of a range of other organic compounds, contributing to the development of new materials and chemicals for diverse applications.
Used in Research and Development:
4,6-dimethylcyclohex-3-ene-1-carbaldehyde is also employed in research settings for the exploration of chemical reactions and mechanisms, furthering scientific understanding and potentially leading to innovative applications in various fields.

InChI:InChI=1/C9H14O/c1-7-3-4-9(6-10)8(2)5-7/h3,6,8-9H,4-5H2,1-2H3

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 78-79-5 isoprene 
• 123-73-9 crotonaldehyde 

Downstream Products

• 32175-38-5 2,4-Dimethyl-1-<1-hydroxy-ethyl>-cyclohexen-(4) 
• 96448-37-2 Aethinyl-<4,6-dimethyl-cyclohexen-(3)-yl>-carbinol 
• 117015-86-8 2-Brom-1-methoxy-5-dimethoxymethyl-1,4-dimethyl-cyclohexan 
• 117015-85-7 2-Brom-1-methoxy-4-dimethoxymethyl-1,5-dimethyl-cyclohexan 
• 80825-37-2 4,6-dimethyl-cyclohex-3-enecarbaldehyde diethylacetal 
• 97303-69-0 4-Chloromethyl-2-(4,6-dimethyl-cyclohex-3-enyl)-[1,3]dioxolane 
• 609369-20-2 4-(2-chloro-1-chloromethyl-ethoxymethyl)-2-(4,6-dimethyl-cyclohex-3-enyl)-[1,3]dioxolane 
• 80825-43-0 4-[1-Ethoxy-meth-(Z)-ylidene]-1,5-dimethyl-cyclohexene 
• 97303-76-9 4-Chloromethyl-2-(4,5-dibromo-2,4-dimethyl-cyclohexyl)-[1,3]dioxolane 
• 74454-09-4 2,4-Dimethyl-1-<1-acetoxy-ethyl>-cyclohexen-(4) 
• 74454-14-1 2,4-Dimethyl-1-(1-acetoxy-propyl)-cyclohexen-⁽⁴⁾ 
• 74454-18-5 2,4-Dimethyl-1-(1-acetoxy-2-methyl-propyl)-cyclohexen-⁽⁴⁾ 
• 95074-00-3 1-(4,6-Dimethyl-cyclohexyl)-prop-1-en 
• 92099-18-8 1-(4,6-Dimethyl-cyclohexyl)-propan-1-ol 

Relevant academic research and scientific papers

Selective Production of Renewable para-Xylene by Tungsten Carbide Catalyzed Atom-Economic Cascade Reactions

Tungsten carbide was employed as the catalyst in an atom-economic and renewable synthesis of para-xylene with excellent selectivity and yield from 4-methyl-3-cyclohexene-1-carbonylaldehyde (4-MCHCA). This intermediate is the product of the Diels–Alder reaction between the two readily available bio-based building blocks acrolein and isoprene. Our results suggest that 4-MCHCA undergoes a novel dehydroaromatization–hydrodeoxygenation cascade process by intramolecular hydrogen transfer that does not involve an external hydrogen source, and that the hydrodeoxygenation occurs through the direct dissociation of the C=O bond on the W2C surface. Notably, this process is readily applicable to the synthesis of various (multi)methylated arenes from bio-based building blocks, thus potentially providing a petroleum-independent solution to valuable aromatic compounds.

Difluorotris(pentafluoroethyl)phosphorane - A highly active catalyst for Diels-Alder reaction

Difluorotris(pentafluoroethyl)phosphorane, (C2F5)3PF2, was found to catalyze Diels-Alder reactions of α,β-unsaturated ketones or aldehydes with conjugated dienes or cyclodienes providing the cycloaddition products in high yields. Only a small quantity of this catalyst is required to complete the Diels-Alder reaction. The developed protocol is more convenient than the procedures reported in the literature. Several cyclohexene, naphthalene and norbornene derivatives were obtained in moderate to good yields.

Unsaturated aldehydes as alkene equivalents in the Diels-Alder reaction

A one-pot procedure is described for using α,β-unsaturated aldehydes as olefin equivalents in the Diels-Alder reaction. The method combines the normal electron demand cycloaddition with aldehyde dienophiles and the rhodium-catalyzed decarbonylation of aldehydes to afford cyclohexenes with no electron-with-drawing substituents. In this way, the aldehyde group serves as a traceless control element to direct the cycloaddition reaction. The Diels-Alder reactions are performed in a diglyme solution in the presence of a catalytic amount of boron trifluoride etherate. Subsequent quenching of the Lewis acid, addition of 0.3% of [Rh(dppp)2Cl] and heating to reflux achieves the ensuing decarbonylation to afford the product cyclohexenes. Under these conditions, acrolein, crotonaldehyde and cinnamaldehyde have been reacted with a variety of 1,3-dienes to afford cyclohexenes in overall yields between 53 and 88%. In these transformations, the three aldehydes serve as equivalents of ethylene, propylene and styrene, respectively.

CHEMISTRY OF ENOL ETHERS. LIII. PROTOTROPIC ISOMERIZATION IN THE SERIES OF CYCLIC 1-ALKOXY-1,4-DIENES

A series of diethyl acetals of 1-cyclohexene-3-carbaldehydes, the pyrolysis of which leads to the formation of cyclic 1-ethoxy-1,4-dienes, were obtained by the acetalization of 1-cyclohexene-3-carbaldehydes, which were obtained by the condensation of conjugated dienes with α,β-unsaturated aldehydes.The prototropic isomerization of the 1-ethoxy-1,4-dienes to corresponding 1-ethoxy-1,3-dienes under the influence of potassium tert-butoxide in dimethyl sulfoxide solution was investigated.

Relationships between structure of some cyclohexene derivatives and attractiveness for the males of Ceratitis capitata

Derivatives of 3 cyclohexene 1 carboxaldehyde variously substituted with methyl and phenyl groups at the 3, 4 and 6 positions, the corresponding 3 cyclohexene 1 methanol derivatives and their acetates were prepared and the relationships between their structure and their attractiveness for Ceratitis capitata males was investigated. Activity almost disappeared in the alcoholic derivatives, while some of the aldehydes and the acetates showed slight to strong attractiveness. Introduction of methyl or phenyl groups at the 3, 4 and 6 positions caused alteration of activity; the bulky phenyl group at position 6 caused loss of attractiveness in all cases.