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Usage

Uses

Used in Chemical Synthesis:
4,4-DIMETHYLCYCLOHEXENE is utilized as a solvent and a precursor in the synthesis of various organic compounds, playing a crucial role in the chemical industry for the production of a wide range of products.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 4,4-DIMETHYLCYCLOHEXENE is employed as a flavoring agent and fragrance, contributing to the creation of perfumes and cosmetics due to its distinctive scent.
Used in Industrial Applications:
4,4-DIMETHYLCYCLOHEXENE is also used in various industrial applications, where its solvent properties are leveraged for processes that require the dissolution of specific substances or materials.

InChI:InChI=1/C8H14/c1-8(2)6-4-3-5-7-8/h3-4H,5-7H2,1-2H3

Upstream product

• 77437-98-0 2-methylhept-6-en-2-ol 
• 932-01-4 4,4-dimethyl-cyclohexanol 
• 33482-80-3 5,5-dimethyl-1,3-cyclohexadiene 
• 76881-19-1 5,5-dimethyl-3-trifluoromethylsulfonyloxycyclohex-2-en-1-one 
• 108804-60-0 2,2-dimethyl-1-vinylcyclobutane 
• 106-99-0 buta-1,3-diene 
• 51335-83-2 (1R,3S)-5,5-dimethylcyclohexane-1,3-diol 
• 126-81-8 dimedone 
• 767-12-4 3,3-dimethylcyclohexanol 
• 38077-53-1 3,3-dimethylcyclohexyl 1-tosylate 
• 64692-81-5 N'-(4,4-dimethylcyclohexylidene)-4-methylbenzene-1-sulfonohydrazide 
• 931-96-4 1-methyl-3-cyclohexene-1-carboxaldehyde 

Downstream Products

• 77630-15-0 4,4-Dimethyl-2-phenylselanyl-cyclohexanone 
• 80683-99-4 5,5-Dimethyl-2-phenylselanyl-cyclohexanone 

Relevant academic research and scientific papers

Radical formation in the oxidation of 2,2′-azo-2-methyl-6-heptene by thianthrene cation radical

Reaction of 2,2′-azo-2-methyl-6-heptene (1) with thianthrene cation radical perchlorate (Th?+ClO4-) in CH2Cl2 solution containing 2,6-di-tert-butyl-4-methylpyridine (DTBMP) gave a mixture of nine C8 hydrocarbons, namely, 1,1,2-trimethylcyclopentane (4, 2.2%), 6-methyl-1-heptene (5, 2.2%), 2-methyl-1,6-heptadiene (6, 9.8%), 2,2-dimethyl-1-methylenecyclopentane (7, 2.9%), 6-methyl-1,5-heptadiene (8, 39%), 3,3-dimethyl- (9, 7.6%), 4,4-dimethyl- (10, 11%), 1,2-dimethyl- (11, 5.4%), and 1,6-dimethylcyclohexene (12, 1.5%). The amounts of acyclic dienes (6, 8) fell and of cyclohexenes (9, 10) rose when DTBMP was omitted from or diminished in the solution. The results provide firm evidence (products 4, 5, and 7) for the formation of the 2-methyl-6-hepten-2-yl radical (2), although the major fate of 2 is its oxidation to the corresponding cation 13, the origin of the bulk of the other products.

The Thermolysis of 2,2-Dimethyl-1-vinylcyclobutane

The kinetics of thermolysis of 2,2-dimethyl-1-vinylcyclobutane have been investigated as a function of temperature from 263 to 301 deg C.Primary products produced in the reaction include isobutene and butadiene, 4,4-dimethylcyclohexene, 2-methylhepta-1,6-diene, and cis-2-methylhepta-1,5-diene. trans-2-Methylhepta-1,5-diene and 2,4-dimethylhexa-1,5-diene are produced from cis-2-methylhepta-1,5-diene by way of a 3,3-sigmatropic rearrangement.The reaction obeys first-order kinetics and is unaffected by surface.Activation energies (kcal mol-1) and (logA/s-1) for the overall decomposition and for formation of the primary products are 45.73 +/- 0.3 (14.427 +/- 0.12), 47.71 +/- 0.7 (15.087 +/- 0.3), 44.35 +/- 1.6 (12.53 +/- 0.6), 45.0 +/-1.3 (12.24 +/- 0.5), and 38.38 +/- 1.7 (10.785 +/- 0.7), respectively.The regiochemistry observed in fragmentation and in the 1,3-sigmatropic rearrangement of the starting material is discussed in terms of substituent effects found in other cyclobutane and vinylcyclobutane thermolyses.The fragmentation process and the isomerization to 4,4-dimethylcyclohexene and 2-methylhepta-1,6-diene is believed to proceed through the intervention of 6-methylhept-1-ene-3,6-diyl. cis-2-Methylhepta-1,5-diene is formed from a concerted 1,5-sigmatropic rearrangement of the starting material.The factors which affect the stereochemistry of the 1,5-hydrogen shift are discussed.

Secondary Deuterium Isotope Effects in the Thermolysis of 2,2-Dimethyl-1-vinylcyclobutane

Secondary deuterium isotope effects for the thermolysis of 2,2-dimethyl-1-vinyl-3,3,4,4-tetradeuteriocyclobutane are reported.A value of kH/kD (262.2 deg C) for the overall decomposition of the starting material of 1.018 +/- 0.008 was determined and values of 1.06 +/- 0.04, 0.95 +/- 0.04, 0.95 +/- 0.08 and 0.98 +/- 0.1 are reported for fragmentation to butadiene and 2-methylpropene, and for rearrangement to 4,4-dimethylcyclohexene, cis-2-methylhepta-1,5-diene, and 2-methylhepta-1,6-diene, respectively.The isotope effects are discussed in terms of the potential energy surfaces proposed for 1,4-biradicals.It is concluded from these results and the isotope effect observed in thermolysis of cyclobutane that most of the effect in cyclobutane results from cleavage of the first bond, and that the subsequent surface for fragmentation is relatively flat.

STUDIES ON THE REDUCTION OF CYCLIC 1,3-DIKETONES VIA THEIR TRIFLATES

Using 1,3-Cyclohexadione (1) and 5,5-dimethyl-1,3-Cyclohexadione (11) as examples, it is shown that 1,3-diketones can be transformed into monoketones, monoalcohols, alkanes and unsaturated ketones.

REACTION OF ALKENES AND DIENES WITH t-BUTYLMAGNESIUM HALIDES AND ZIRCONOCENE DIHALIDES. A CONVENIENT PROCEDURE FOR HYDROZIRCONATION AND A NOVEL t-BUTYLZIRCONATION OF CONJUGATED ALKENES

The reaction of nonconjugated monosubstituted alkenes with t-BuMgCl and Cl2ZrCp2 at room temperature produces the corresponding monoalkylzirconium derivatives in high yields, while conjugated alkenes undergo either a novel t-butylzirconation or hydrozirconation depending on the reaction conditions.