4683-45-8

Usage

General Description

3-methoxy-5,5-dimethylcyclohex-2-en-1-one is a chemical compound with the molecular formula C10H16O2. It is a cyclic ketone and a derivative of cyclohexenone, containing a methoxy group at the third carbon and two methyl groups at the fifth carbon of the cyclohexene ring. 3-methoxy-5,5-dimethylcyclohex-2-en-1-one is commonly used in the fragrance industry as it provides a sweet, floral, and woody aroma with a touch of spice. It is also utilized in the production of perfumes, soaps, and other scented products. Additionally, it has been studied for its potential medicinal and biological properties, including its antioxidant and anti-inflammatory effects.

Upstream product

• 67-56-1 methanol 
• 126-81-8 dimedone 
• 3471-13-4 dimedone 
• 53347-71-0 3-Ethanesulfinyl-5,5-dimethyl-cyclohex-2-enone 
• 17530-69-7 3-chloro-5,5-dimethylcyclohex-2-en-1-one 
• 124-41-4 sodium methylate 
• 70-25-7 N-Methyl-N'-nitro-N-nitrosoguanidine 
• 88544-37-0 1-(3-Methoxy-5,5-dimethyl-cyclohex-2-enylidene)-piperidinium; iodide 
• 6267-39-6 3-ethoxy-5,5-dimethyl-2-cyclohexen-1-one 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 31928-99-1 3-allyloxy-5,5-dimethyl-cyclohex-2-enone 
• 877823-43-3 5,5-dimethyl-3-(3-methyl-cyclohexyloxy)-cyclohex-2-enone 
• 877823-42-2 5,5-dimethyl-3-(prop-2-ynyloxy)cyclohex-2-enone 
• 74-88-4 methyl iodide 

Downstream Products

• 36379-43-8 4-bromo-3-methoxy-5,5-dimethyl-cyclohex-2-enone 
• 17257-69-1 2,4-dibromo-3-methoxy-5,5-dimethyl-cyclohex-2-enone 
• 126-81-8 dimedone 
• 65080-64-0 5-Dimethoxymethyl-3,3-dimethyl-cyclohexanone 
• 144648-12-4 5,5-dimethyl-3-<2-(1,3-dioxolan-2-yl)-ethyl>-2-cyclohexen-1-one 
• 121079-98-9 5,5-dimethyl-3-(4-trimethylsilylbut-3-ynyl)cyclohex-2-enone 
• 132783-40-5 6-acetoxy-5,5-dimethyl-3-methoxy-2-cyclohexenone 
• 76999-36-5 5,5-dimethyl-3-cyclohex-2-en-1-one 
• 34883-01-7 2,3-Dimethyl-5-methoxyphenol 
• 146335-37-7 4,5-Dimethyl-3-methoxyphenol 
• 122552-47-0 2-Bromo-3-methoxy-5,5-dimethyl-3-prop-2-ynyloxy-cyclohexanone 
• 132783-33-6 Chloro-acetic acid 4-methoxy-6,6-dimethyl-2-oxo-cyclohex-3-enyl ester 
• 132783-38-1 2-Chloro-propionic acid 4-methoxy-6,6-dimethyl-2-oxo-cyclohex-3-enyl ester 
• 58240-97-4 3-(4-Chloro-benzyl)-5,5-dimethyl-cyclohex-2-enone 

Relevant academic research and scientific papers

Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters

An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

Ionic liquid supported on magnetic nanoparticles as highly efficient and recyclable catalyst for the synthesis of β-keto enol ethers

A magnetically ionic liquid supported on γ-Fe2O 3 nanocatalyst (AlxCly-IL-SiO 2γ-Fe2O3) was synthesized and evaluated as a recoverable catalyst for the synthesis of β-keto enol ethers. The immobilized catalyst proved to be effective and provided the products in high to excellent yield at room temperature. Moreover, the catalyst could be easily recovered by magnetic separation and recycled for six times without significant loss of its catalytic activity.

Bromine and iodine-cucurbit[6]uril complexes: Preparation and applications in synthetic organic chemistry

Iodine and bromine inclusion compounds were easily prepared by gas diffusion of the halogens using finely powdered CB[6]. A brown powder consisting of I2-CB[6]·4H2O and an orange one of (Br 2)4-CB[6]·10H2O were employed in several different reactions. I2-CB[6] can be used in catalytic reactions giving yields comparable to those reported in the literature. Br 2-CB[6] was effectively applied in electrophilic bromination of benzene and formation of bromohydrin. However, the radical substitution at cyclohexene could not be performed. Overall, based on these results, several applications can be envisioned for these complexes. This journal is the Partner Organisations 2014.

Cesium salts of phosphotungstic acid: Comparison of surface acidity, leaching stability and catalytic activity for the synthesis of β-ketoenol ethers

Catalytic activity of CsxH3-xPW12O 40 catalysts were investigated in the synthesis of β-ketoenol ethers. It was found that activity; acidity, solubility and consequently, recoverability of these catalysts are related to cesium content. A series of β-ketoenol ether derivatives were synthesized by using Cs 2.5H0.5PW12O40 catalyst in high to excellent yields. This catalyst showed highest surface acidity and lowest solubility in reaction media in comparison with the other cesium content salts.

IMINO COMPOUNDS AS PROTECTING AGENTS AGAINST ULTRAVIOLET RADIATIONS

The present invention relates to compounds having the general Formula I: which absorb UV radiations and protect biological materials as well as non-biological materials from damaging exposure to UV radiations. The present invention also relates to formulations and compositions comprising such compounds for use in absorbing UV radiations and in protecting biological materials as well as non-biological materials against UV radiations.

Polyoxometalate-based acid salts with tunable separation properties as recyclable Br?nsted acid catalysts for the synthesis of β-keto enol ethers

Various polyoxometalate-based acid salts were synthesized by combining Keggin anions with sulfonated ammonium, imidazolium and pyridinium cations and used as catalyst for the synthesis of β-keto enol ethers. The sulfonated pyridinium cation with SiW1

H5CoW12O40 supported on nano silica from rice husk ash: A green bifunctional catalyst for the reaction of alcohols with cyclic and acyclic 1,3-dicarbonyl compounds

Rice husk ash (RHA) is an abundant agricultural by-product. The present research work deals with the production of nano silica powders, with high surface area and in amorphous form, from RHA using optimized technique. 12-Tungestocobaltic acid, H5CoW12O40 (CoW), was supported on silica from RHA to produce silica supported CoW (CoW/NSiO 2) as a nano catalyst. The characterization data derived from FT-IR reveal that the Keggin structure of CoW remains intact in CoW/NSiO2. TEM image showed that the catalyst had spherical shape with an average particle size of 10 nm. The acidity of the catalyst was measured by potentiometric titration with n-butylamine. To our surprise, this very strong solid acid catalyst showed an excellent distribution of acid sites, suggesting that the catalyst possesses a higher number of surface active sites compared to CoW supported on commercial silica (CoW/SiO2), CoW and K 5CoW12O40. A high catalytic activity was found over CoW/NSiO2. Finally, CoW/NSiO2 has been used as a highly effective catalyst for benzylation of linear 1,3-dicarbonyl compounds with benzylic alcohols and synthesis of β-keto enol ethers from cyclic 1,3-dicarbonyl compounds. The present methodology offers a practical, simple, mild, environmentally friendly, and timesaving method under solvent-free conditions.

Efficient synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one derivatives catalyzed by p-dodecylbenzenesulfonic acid in aqueous media under ultrasound irradiation

An efficient synthesis of 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11- one derivatives via the three-component condensation of aromatic aldehyde, 2-naphthol, and 5,5-dimethyl-1,3-cyclohexanedione was carried out in 76-93% yields at 40-42C using p-dodec

Titanium(III) chloride mediated synthesis of furan derivatives: Synthesis of (±)-evodone

Titanocene(III) chloride (Cp2TiCl) mediated one-pot synthesis of furan derivatives has been accomplished. This radical method has been applied for the synthesis of a furanomonoterpene, evodone. Ti(III) species was prepared in situ from commercially available titanocene dichloride (Cp2TiCl 2) and zinc dust in THF. Indian Academy of Sciences.