5682-76-8

Upstream product

• 67-56-1 methanol 
• 17429-31-1 3,4,4-Trimethylcyclohexa-2,5-dien-1-on 
• 10276-21-8 isophorone oxide 
• 143-33-9 sodium cyanide 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 16004-91-4 4-bromo-3,5,5-trimethylcyclohex-2-enone 
• 20781-90-2 4-chloroisophorone 
• 124-41-4 sodium methylate 

Downstream Products

• 41601-77-8 2-Methoxy-3,3,5,5-tetramethyl-cyclohexanone 
• 1350649-77-2 2-(2-methoxy-3,5,5-trimethylcyclohex-2-enylidene)malononitrile 
• 1267605-36-6 3-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]-2-methoxy-5,5-dimethyl-2-cyclohexenone 
• 891183-10-1 3-methoxy-4,6,6-trimethyl-2-oxocyclohex-3-enyl acetate 
• 55573-91-6 C₁₇H₂₄N₂O₃S 

Relevant academic research and scientific papers

Phenyltetraene-based nonlinear optical chromophores with enhanced chemical stability and electrooptic activity

(Chemical Equation Presented) "Push-pull" phenyltetraene-based chromophores are too sensitive to be incorporated into Diels-Alder-type cross-linkable polymers due to the reactivity of its diene segment with maleimides. A facile synthetic route has been ex

Synthesis, structure, thermal and nonlinear optical properties of a series of novel D-π-A chromophores with varying alkoxy substituents

Six new derivatives of the previously reported chromophore 2-(3-(4-hydroxystyryl)-5,5-dimethylcyclohex-2-enylidene)malononitrile (OH1) with potential application in electrooptics were synthesized and their crystal structures characterized using a single c

Identification of a discrete peroxide dianion, O22-, in a two Sodium-(l,6-Anhydro-β-maltose)2-Peroxide complex

A complex formed by two l,6-anhydro-β-maltoses with peroxide and two sodium ions has been isolated and determined to be [Na2(1,6-anhydro-β-maltose)2(H2O)3]O2 by X-ray crystallography. The O2 moiety, 1.496(2) A for the O-O distances in the complex was identified as a discrete peroxide dianion, whereas two sodium and two carbohydrate molecules constitute a binuclear complex counter cation.The complex containing the discrete peroxide dianion was proven to be a useful oxidizing agent, which successfully oxidized α,β-unsaturated ketone to epoxyketone.

Epoxyisophorone ring-opening: An efficient route for the introduction of functional groups at position 2 of isophorone

Functional groups were selectively introduced at the C-2 position of isophorone via the epoxide ring-opening with several nucleophiles. Various behaviours were observed depending on the reaction conditions and the nature of nucleophilic reagents. Electronic and steric effects of the reactants were discussed. The best experimental systems involved LiClO4 salt effect in acetonitrile, phase transfer catalysis or KF-alumina under solvent-free conditions under microwaves.

THE ALLYLIC REARRANGEMENT. V. REACTION OF 4-HALOISOPHORONE WITH SODIUM METHOXIDE IN METHANOL

Treatment of 4-bromoisophorone with sodium methoxide gave 2-methoxyisophorone (4).Reaction of 4-chloroisophorone with sodium methoxide at 65-70 deg C afforded Favorskii-type rearrangement product along with 4.

Synthesis of some bicyclooct-5-en-2-ones and bicyclooctan-2-ones. Rearrangement accompanying oxidative decarboxylation with lead tetraacetate

1-Methoxy-2-methyl-1,4-cyclohexadiene (3), 2-methoxy-1-methyl-1,3-cyclohexadiene (2), and 2-methoxy-1,5,5-trimethyl-1,3-cyclohexadiene (14) on heating with maleic anhydride give 1-methoxy-endo-7-methylbicyclooct-5-ene-syn-2,3-dicarboxylic acid anhydride (7) and its 6-methoxy-1-methyl (16a) and 6-methoxy-1,8,8-trimethyl (16b) analogues, respectively.On hydrolysis 16a and 16b give the corresponding keto dicarboxylic acids, 18a and 18b, via keto anhydrides 17a and 17b.Treatment of 18b with lead tetraacetate gives 1,8,8-trimethylbicyclooct-5-en-2-one (19) together with products in which rearrangement to a bicyclooctane system has occured.Treatment of 17b with bis(triphenylphosphino)nickel dicarbonyl gives only 19; similar treatment of 17a gives 1-methylbicyclooct-5-en-2-one (1).Reaction of bicyclooctane-2,3-dione (27) with methyllithium gives 3-hydroxy-3-methylbicyclooctan-2-one (28), its dimer 31, and a diol 30.Treatment of 5-exo-acetoxy-1,5-endo-dimethyl-6-oxobicyclooctane-anti-2,3-dicarboxylic acid (37) with lead tetraacetate gives 3-endo-acetoxy-1,3-exo-dimethylbicyclooct-5-en-2-one (33) as a minor product; the major product is derived by rearrangement to a bicyclooctane system.It is proposed that this rearrangement, like that of 18b, involves oxidative decarboxylation of a single carboxylic acid group to give a carbonium ion that undergoes rearrangement via a 1,2-acyl migration.