4255-62-3

Usage

Uses

Used in Pharmaceutical Industry:
4,4-Dimethylcyclohexanone 97 is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its chemical properties make it a versatile building block in the development of new pharmaceutical compounds.
Used in Chemical Industry:
In the chemical industry, 4,4-dimethylcyclohexanone 97 is utilized as an intermediate in the production of various chemicals, including fragrances, flavors, and other specialty chemicals. Its unique structure and reactivity contribute to the synthesis of a wide range of products.
Used in Flavor and Fragrance Industry:
4,4-Dimethylcyclohexanone 97 is also employed in the flavor and fragrance industry as a key component in the creation of various scents and flavors. Its ability to react with other compounds allows for the development of unique and complex aromas and tastes.

InChI:InChI=1/C8H14O/c1-8(2)5-3-7(9)4-6-8/h3-6H2,1-2H3

Upstream product

• 55134-05-9 4,4-dimethyl-heptanedioic acid diethyl ester 
• 932-01-4 4,4-dimethyl-cyclohexanol 
• 64229-88-5 5,5-dimethyl-2-oxo-cyclohexanecarboxylic acid ethyl ester 
• 5325-75-7 4,4-dimethyl-1,7-heptanedioic acid 
• 108-24-7 acetic anhydride 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 1073-13-8 4,4-dimethylcyclohexenone 
• 734-26-9 3,3-Dimethyl-cyclohexanon-p-tosylhydrazon 
• 121-44-8 triethylamine 
• 108-88-3 toluene 
• 1112-35-2 3,3-dimethyl-penta-1,4-diene 
• 256379-28-9 N-(3-methyl-2-pyridyl)-N-[(E)-3-phenyl-2-propenyl]amine 
• 60187-76-0 5,5-dimethyl-2-oxepanone 
• 850859-15-3 6-hydroxy-N-methoxy-N,4,4-trimethylhexanamide 

Downstream Products

• 97115-86-1 2,2-dibenzyl-4,4-dimethyl-cyclohexanone 
• 39858-62-3 cyano-(4,4-dimethyl-cyclohexyliden)-acetic acid ethyl ester 
• 5773-37-5 4,4-dimethyl-1-cyclohexene acetate 
• 62172-98-9 2-chloro-4,4-dimethyl-cyclohexanone 
• 40441-31-4 cis-2,6-dibromo-4,-dimethylcyclohexanone 
• 75620-63-2 2-bromo-4,4-dimethylcyclohexanone 
• 563-20-2 5,5-dimethylcyclohexane-1,2-dione 
• 77172-49-7 4,4-dimethylcyclohexanone enol acetate 
• 27036-64-2 1-tert.-Butyl-4,4-dimethylcyclohexanol 
• 64416-07-5 (4,4-dimethylcyclohexylidene)methyl methyl ether 
• 3419-72-5 4,4-dimethyl-2,3,4,5-tetrahydro-1,1'-biphenyl 
• 100794-17-0 1,1-Dimethyl-4-phenyl-cyclohexan 
• 36613-85-1 2-(4,4-Dimethyl-cyclohexyl)-propionic acid ethyl ester 
• 68483-62-5 1-ethynyl-4,4-dimethylcyclohexan-1-ol 

Relevant academic research and scientific papers

THE MECHANISM OF PHOTOREDUCTION OF CYCLOHEXENONES TO CYCLOHEXANONES IN ISOPROPYL ALCOHOL

The photoreduction of cyclohexenones in 2-propanol is initiated by H-abstraction at Cβ of the enone 3?,?* state, as shown by the reaction course in deuterated solvents.

Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones

Selectivity between 1,2 and 1,4 addition of a nucleophile to an α,β-unsaturated carbonyl compound has classically been modified by the addition of stoichiometric additives to the substrate or reagent to increase their “hard” or “soft” character. Here, we demonstrate a conceptually distinct approach that instead relies on controlling the coordination sphere of a catalyst with visible light. In this way, we bias the reaction down two divergent pathways, giving contrasting products in the catalytic hydroboration of α,β-unsaturated ketones. This includes direct access to previously elusive cyclic enolborates, via 1,4-selective hydroboration, providing a straightforward and stereoselective route to rare syn-aldol products in one-pot. DFT calculations and mechanistic experiments confirm two different mechanisms are operative, underpinning this unusual photocontrolled selectivity switch.

Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor

The iridium-catalyzed transfer hydrogenation of alkenes using 1,4-dioxane as a hydrogen donor is described. The use of 1,2-bis(dicyclohexylphosphino)ethane (DCyPE), featuring bulky and highly electron-donating properties, led to high catalytic activity. A polystyrene-cross-linking bisphosphine PS-DPPBz produced a reusable heterogeneous catalyst. These homogeneous and heterogeneous protocols achieved chemoselective transfer hydrogenation of alkenes over other potentially reducible functional groups such as carbonyl, nitro, cyano, and imino groups in the same molecule.

Iron-catalyzed oxidative functionalization of C(sp3)-H bonds under bromide-synergized mild conditions

An efficient oxidation and functionalization of C-H bonds with an inorganic-ligand supported iron catalyst and hydrogen peroxide to prepare the corresponding ketones was achieved using the bromide ion as a promoter. Preliminary mechanistic investigations indicated that the bromide ion can bind to FeMo6 to form a supramolecular species (FeMo6·2Br), which can effectively catalyze the reaction.

Catalyst-controlled aliphatic C—H oxidations

The invention provides simple small molecule, non-heme iron catalyst systems with broad substrate scope that can predictably enhance or overturn a substrate's inherent reactivity preference for sp3-hybridized C—H bond oxidation. The invention also provides methods for selective aliphatic C—H bond oxidation. Furthermore, a structure-based catalyst reactivity model is disclosed that quantitatively correlates the innate physical properties of the substrate to the site-selectivities observed as a function of the catalyst. The catalyst systems can be used in combination with oxidants such as hydrogen peroxide to effect highly selective oxidations of unactivated sp3 C—H bonds over a broad range of substrates.

Bis-Michael Acceptors as Novel Probes to Study the Keap1/Nrf2/ARE Pathway

Nuclear factor erythroid 2-related factor 2 (Nrf2) is a master regulator that promotes the transcription of cytoprotective genes in response to oxidative/electrophilic stress. Various Michael-type compounds were designed and synthesized, and their potency

As opioid receptor antagonists or inverse agonists of the novel compounds

Novel compounds which are antagonists or inverse agonists at one or more of the opioid receptors, pharmaceutical compositions containing them, to processes for their preparation.

General, Simple, and Chemoselective Catalysts for the Isomerization of Allylic Alcohols: The Importance of the Halide Ligand

Remarkably simple IrIIIcatalysts enable the isomerization of primary and sec-allylic alcohols under very mild reaction conditions. X-ray absorption spectroscopy (XAS) and mass spectrometry (MS) studies indicate that the catalysts, with the general formula [Cp*IrIII], require a halide ligand for catalytic activity, but no additives or additional ligands are needed.

Readily Accessible Bulky Iron Catalysts exhibiting Site Selectivity in the Oxidation of Steroidal Substrates

Bulky iron complexes are described that catalyze the site-selective oxidation of alkyl C-H bonds with hydrogen peroxide under mild conditions. Steric bulk at the iron center is introduced by appending trialkylsilyl groups at the meta-position of the pyridines in tetradentate aminopyridine ligands, and this effect translates into high product yields, an enhanced preferential oxidation of secondary over tertiary C-H bonds, and the ability to perform site-selective oxidation of methylenic sites in terpenoid and steroidal substrates. Unprecedented site selective oxidation at C6 and C12 methylenic sites in steroidal substrates is shown to be governed by the chirality of the catalysts.

Trapping a Highly Reactive Nonheme Iron Intermediate That Oxygenates Strong C-H Bonds with Stereoretention

An unprecedentedly reactive iron species (2) has been generated by reaction of excess peracetic acid with a mononuclear iron complex [FeII(CF3SO3)2(PyNMe3)] (1) at cryogenic temperatures, and characterized spectroscopically. Compound 2 is kinetically competent for breaking strong C-H bonds of alkanes (BDE ≈ 100 kcal·mol-1) through a hydrogen-atom transfer mechanism, and the transformations proceed with stereoretention and regioselectively, responding to bond strength, as well as to steric and polar effects. Bimolecular reaction rates are at least an order of magnitude faster than those of the most reactive synthetic high-valent nonheme oxoiron species described to date. EPR studies in tandem with kinetic analysis show that the 490 nm chromophore of 2 is associated with two S = 1/2 species in rapid equilibrium. The minor component 2a (～5% iron) has g-values at 2.20, 2.19, and 1.99 characteristic of a low-spin iron(III) center, and it is assigned as [FeIII(OOAc)(PyNMe3)]2+, also by comparison with the EPR parameters of the structurally characterized hydroxamate analogue [FeIII(tBuCON(H)O)(PyNMe3)]2+ (4). The major component 2b (～40% iron, g-values = 2.07, 2.01, 1.95) has unusual EPR parameters, and it is proposed to be [FeV(O)(OAc)(PyNMe3)]2+, where the O-O bond in 2a has been broken. Consistent with this assignment, 2b undergoes exchange of its acetate ligand with CD3CO2D and very rapidly reacts with olefins to produce the corresponding cis-1,2-hydroxoacetate product. Therefore, this work constitutes the first example where a synthetic nonheme iron species responsible for stereospecific and site selective C-H hydroxylation is spectroscopically trapped, and its catalytic reactivity against C-H bonds can be directly interrogated by kinetic methods. The accumulated evidence indicates that 2 consists mainly of an extraordinarily reactive [FeV(O)(OAc)(PyNMe3)]2+ (2b) species capable of hydroxylating unactivated alkyl C-H bonds with stereoretention in a rapid and site-selective manner, and that exists in fast equilibrium with its [FeIII(OOAc)(PyNMe3)]2+ precursor.