29605-88-7

Basic information

• Product Name: 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one
• Synonyms: 2-ALLYL-4-HYDROXY-3-METHYL-2-CYCLOPENTEN-1-ONE (R,S);(±)-2-allyl-4-hydroxy-3-methylcyclopent-2-en-1-one;4-HYDROXY-3-METHYL-2-(2-PROPENYL)-2-CYCLOPENTENE-1-ONE;ALLETHROLONE;4-Hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one(Allethrolone);Allethrelone;2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one;4-Hydroxy-3-methyl-2-(2-propenyl)cyclopent-2-en-1-one
• CAS NO: 29605-88-7
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 249-724-0
• Mol File: 29605-88-7.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 275.7 °C at 760 mmHg
• Flash Point: 115.2 °C
• Appearance: /
• Density: 1.082 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.533
• PKA: 12.94±0.60(Predicted)
• CAS DataBase Reference: 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one(29605-88-7)
• EPA Substance Registry System: 2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one(29605-88-7)

Safety Data

• Hazardous Substances Data: 29605-88-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 96, p. 3701, 1974 DOI: 10.1021/ja00818a082

InChI:InChI=1/C8H10O2/c1-2-3-6-4-7(9)5-8(6)10/h2,4,7,9H,1,3,5H2

Upstream product

• 80350-56-7 3-hydroxy-8-nonene-2,5-dione 
• 3972-20-1 allethrin I 
• 89100-12-9 3-Allyl-2,5-dimethoxy-2,4-dimethyl-2,5-dihydro-furan 
• 22499-95-2 2-Allyl-3-methyl-cyclopenten-⁽²⁾-dion-(1,4) 
• 5312-85-6 2-(but-3-en-1-yl)-5-methylfuran 
• 77806-60-1 l-2-allyl-3-hydroxy-3-methyl-4-cyclopentenone 
• 90428-62-9 3-acetoxy-2-allyl-3-methyl-4-cyclopentenone 
• 53121-21-4 3-(2-methanesulfinyl-1-methyl-2-methylsulfanyl-ethyl)-3-methylsulfanyl-hex-5-en-2-one 
• 61229-33-2 C₁₉H₃₀O₄ 
• 75565-74-1 3-allyl-4-methyl-4,5-epoxypentan-2-one 
• 75565-77-4 2,4-dimethyl-3-allylfuran 
• 75565-72-9 3-isopropenyl-hex-5-en-2-one 
• 1119-51-3 bromopentene 
• 23542-51-0 5-nitropent-1-ene 

Downstream Products

• 584-79-2 (1RS)-trans-chrysanthemumic acid-((RS)-3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 584-79-2 allethrin 
• 584-79-2 (+/-)(1Ξ)-cis-chrysanthemumic acid-((Ξ)-3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 102472-14-0 3-Benzyl-isovaleriansaeure-allethrolonylester 
• 102171-75-5 β-Methyl-tropasaeure-allethrolonylester 
• 51630-16-1 2-p-Tolyl-butyric acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester 
• 51630-84-3 2-Cyclohex-1-enyl-3-methyl-butyric acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester 
• 51631-00-6 3-Methyl-2-(2-methyl-cyclohex-1-enyl)-butyric acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester 
• 51628-64-9 2-(4-Acetyl-phenyl)-pent-4-enoic acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester 
• 51629-24-4 2-(3-Methoxy-phenyl)-butyric acid 3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester 
• 102553-39-9 β,β-Dimethyl-tropasaeure-allethrolonylester 
• 93107-48-3 2-methyl-3-allyl-4-oxocyclopent-2-enyl exo-tricyclo<5.2.1.0^2,6>decane-endo-2-carboxylate 
• 93107-48-3 2-methyl-3-allyl-4-oxocyclopent-2-enyl endo-tricyclo<5.2.1.0^2,6>decane-exo-2-carboxylate 
• 260359-57-7 bioallethrin 

Relevant articles and documents

One-pot transformation of simple furans into 4-Hydroxy-2-cyclopentenones in water

A highly efficient one-pot transformation of readily accessible furans into 4-hydroxy-2-cyclopentenones in H2O, using singlet oxygen as oxidant, has been developed.

Process for preparing 4-hydroxy-2-cyclopentenones

A process for producing a compound of the formula: STR1 wherein R1 is a hydrogen atom, an alkyl group or an alkenyl group and R2 is an alkyl group, an alkenyl group or an alkynyl group, which comprises treating a compound of the formula: STR2 wherein R1 and R2 are each as defined above and R is a hydrogen atom or a lower alkyl group in the presence of an acidic substance and water.

Process for producing 4-cyclopentenones

A 4-cyclopentenone of the formula: STR1 wherein R is a lower alkyl group, a lower alkenyl group or a lower alkynyl group and R' is a hydroxyl group or an aliphatic acyloxy group, provided that in case of the dl-form, R' is not a hydroxyl group and also that the substituent R at the 2-position and the methyl group at the 3-position take a cis-configuration in the dl-, d- or l-form.