16493-04-2

Usage

Uses

Used in Fragrance Industry:
3-Butoxycyclohex-2-en-1-one is used as a fragrance ingredient for its pleasant aroma, particularly in personal care and household products. Its low volatility and good stability contribute to the creation of long-lasting scents, enhancing the sensory experience of these products.
Used in Flavor Industry:
In addition to its use in fragrances, 3-Butoxycyclohex-2-en-1-one also serves as a flavoring agent in food products. Its sweet and floral notes can add depth and complexity to the taste profiles of various culinary creations.
Used as a Precursor in Organic Synthesis:
3-Butoxycyclohex-2-en-1-one plays a significant role as a precursor in the synthesis of other organic compounds. Its chemical properties make it a versatile building block for developing new molecules with potential applications in various industries, including pharmaceuticals and materials science.

InChI:InChI=1/C10H16O2/c1-2-3-7-12-10-6-4-5-9(11)8-10/h8H,2-7H2,1H3

Upstream product

• 778-28-9 butyl para-toluenesulfonate 
• 504-02-9 1,3-cylohexanedione 
• 71-36-3 butan-1-ol 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 53293-00-8 hex-5-ynoic acid 
• 118824-38-7 3-(4-phenylselenobutanoxy)cyclohex-2-en-1-one 

Downstream Products

• 504-02-9 1,3-cylohexanedione 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 58529-72-9 3-isopropoxycyclohex-2-en-1-one 
• 69016-26-8 3-benzyloxy-2-cyclohexenone 
• 31928-96-8 3-(2-Propenoxy)cyclohex-2-en-1-one 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 122763-08-0 3-Butoxy-1-(6,6-dimethyl-2-phenyl-4,8-dioxa-spiro[2.5]oct-1-en-1-yl)-cyclohex-2-enol 

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.

Cyclization of 5-hexynoic acid to 3-alkoxy-2-cyclohexenones

The one-pot cyclization of 5-hexynoic acid to produce 3-alkoxy-2- cyclohexenones proceeds in good yields (58-90%). 3-Hexynoic acid was converted to its acyl chloride with the aid of oxalyl chloride and was cyclized to 3-chloro-2-cyclohexenone upon addition of indium(III) chloride. Subsequent addition of alcohol nucleophiles led to the desired 3-alkoxy-2-cyclohexenones.

Iron(III) tosylate in the preparation of dimethyl and diethyl acetals from ketones and β-keto enol ethers from cyclic β-diketones

An efficient method for conversion of ketones to their corresponding dimethyl and diethyl acetals and of cyclic β-diketones into β-keto enol ethers using Fe(OTs)3 as a catalyst is described. Copyright Taylor & Francis Group, LLC.

An efficient conversion of β-diketones into β-keto enol ethers with P2O5/SiO2 under solvent-free conditions

P2O5/SiO2 was found to be an efficient reagent for converting cyclic-β-diketones into their corresponding β-keto enol ethers at room temperature under solvent-free conditions.

Cerium(IV) ammonium nitrate-catalyzed synthesis of β-keto enol ethers from cyclic β-diketones and their deprotection

A mild and efficient method for etherification of cyclic β-diketones with alcohols has been developed using a catalytic amount of cerium(IV) ammonium nitrate at room temperature to afford the corresponding β-keto enol ethers in good to excellent yields. The deprotections of enol ethers in water-acetonitrile (1:1) using a catalytic amount (10 mol %) of cerium(IV) ammonium nitrate have also been achieved. Copyright

METHOD FOR PRODUCING SUBSTITUTED VINYL ETHER DERIVATIVE

PROBLEM TO BE SOLVED: To provide a method for producing a substituted vinyl ether derivative by ether exchange from a substituted vinyl ether which has an electron-attracting group as a substituent on a double bond carbon atom to cause the binding site to be electron-deficient. SOLUTION: The method for producing a substituted vinyl ether derivative comprises subjecting a substituted vinyl ether, which has at least one electron-attracting group as a substituent on a carbon atom which forms carbon-carbon double bond, to ether exchange reaction with an alcohol or a phenol in the presence of a catalyst containing a compound of the group 9 and/or 10 metal in the periodic table, wherein the compound has a counter anion, and when the anion is protonated, the proton has an ionization constant (pKa) of 0 or less.

Solvent free rapid synthesis of 3-alkoxycyclohex-2-en-1-one from 1,3-cyclohexanedione promoted by indium(in) chloride/silica gel

A convenient and environmentally friendly method for the synthesis of 3-alkoxycyclohex-2-en-1-one 1 from cyclohexane-1,3-dioneonthe surface of silica gel impregnated with indium(III) chloride under microwave irradiation without any solvent has been reported CSIRO 2005.

Microwave assisted rapid synthesis of 3-alkoxy-2-cyclohexen-1-ones from 1,3-cyclohexanedione

Synthesis of 3-alkoxy-2-cyclohexen-1-ones from 1,3-cyclohexanedione with various alcohols has been achieved under microwave irradiation conditions within 7 min.

Iodine-catalyzed synthesis of β-keto enol ethers

The use of iodine, as a catalyst for the synthesis of β-keto enol ethers at room temperature is reported. The use of iodine, as a catalyst for the synthesis of β-keto enol ethers at room temperature is reported.

SYNTHESIS OF SPIROETHERS USING RADICAL CYCLISATIONS

A variety of spiroether products, including one bis-spiro compound, are avaible via a simple radical cyclisation route.