58529-72-9

Basic information

• Product Name: 3-isopropoxycyclohex-2-en-1-one
• Synonyms: 3-isopropoxycyclohex-2-en-1-one;3-(Isopropyloxy)-2-cyclohexen-1-one;3-Isopropoxy-2-cyclohexene-1-one;Einecs 261-310-1
• CAS NO: 58529-72-9
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.20626
• EINECS: 261-310-1
• Mol File: 58529-72-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 256.9°Cat760mmHg
• Flash Point: 109.9°C
• Appearance: /
• Density: 0.98g/cm³
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: 3-isopropoxycyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-isopropoxycyclohex-2-en-1-one(58529-72-9)
• EPA Substance Registry System: 3-isopropoxycyclohex-2-en-1-one(58529-72-9)

Safety Data

• Hazardous Substances Data: 58529-72-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H14O2/c1-7(2)11-9-5-3-4-8(10)6-9/h6-7H,3-5H2,1-2H3

Upstream product

• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 16493-04-2 3-butanoxycyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 
• 16807-60-6 3-methoxycyclohex-2-en-1-one 
• 67-63-0 isopropyl alcohol 
• 53293-00-8 hex-5-ynoic acid 
• 504-02-9 1,3-cylohexanedione 

Downstream Products

• 79300-00-8 6-(Bis-methylsulfanyl-methylene)-3-isopropoxy-cyclohex-2-enone 
• 40996-91-6 3-vinyl-cyclohex-2-enone 
• 61765-62-6 3-(prop-1-en-2-yl)cyclohex-2-enone 
• 71556-78-0 1-methyl-3-(3-oxocyclohexen-1-yl)-2-pyrrolidone 
• 71556-70-2 hexahydro-1-methyl-3-(3-oxocyclohexen-1-yl)<2H>azepin-2-one 
• 10345-87-6 3-phenylcyclohex-2-enone 
• 77545-60-9 5-(2-Cyclohexen-1-on-3-yl)-benzo<1,2-d><1,3>dioxol 
• 58713-52-3 2'-methoxy-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 
• 61054-60-2 3’,5’-dimethoxy-5,6-dihydro-[1,1’-biphenyl]-3(4H)-one 
• 501942-55-8 7-phenyl-1,4-dioxaspiro[4.5]decan-8-one 
• 1374219-30-3 7-(2-methoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-one 
• 1374219-32-5 7-(3,5-dimethoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-one 
• 1374219-33-6 (7S,8S)-7-phenyl-1,4-dioxaspiro[4.5]decan-8-ol 
• 1374219-34-7 (7S,8S)-7-(2-methoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-ol 

Relevant articles and documents

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.