52340-45-1

Basic information

• Product Name: (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
• Synonyms: (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one;(Z)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• CAS NO: 52340-45-1
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.2973
• EINECS: 257-862-8
• Mol File: 52340-45-1.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 257.6°Cat760mmHg
• Flash Point: 111.9°C
• Appearance: /
• Density: 0.935g/cm³
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(52340-45-1)
• EPA Substance Registry System: (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(52340-45-1)

Safety Data

• Hazardous Substances Data: 52340-45-1(Hazardous Substances Data)

Usage

General Description

(Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, also known as p-mentha-1,8-dien-3-one, is a natural organic compound that belongs to the class of cyclic ketones. It is commonly found in essential oils of various herbs and spices, including mint, thyme, and oregano. The chemical has a strong, minty aroma and is often used as a flavoring agent in the food and beverage industry. It is also used in the production of perfumes and fragrances. Additionally, it has been studied for its potential pharmaceutical and therapeutic applications, such as its antimicrobial and antioxidant properties. Overall, (Z)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one is a versatile and valuable compound with a wide range of industrial and medicinal applications.

InChI:InChI=1/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h6-8,12H,5,9H2,1-4H3/b8-7-

Upstream product

• 64-17-5 ethanol 
• 79-77-6 (E)-β-ionone 
• 141-52-6 sodium ethanolate 
• 141-10-6 pseudoionone 
• 6627-74-3 (+/-)-α-cyclogeraniol 
• 472-20-8 β-cyclogeraniol 
• 13927-47-4 (3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one 
• 141-10-6 pseudoionone 
• 25312-34-9 alpha-ionol 
• 28102-24-1 (Z)-2,6,6-Trimethyl-α-(1-propenyl)-2-cyclohexene-1-methanol 
• 157552-18-6 5-Hydroxy-3-oxo-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pentanoic acid tert-butyl ester 
• 62692-61-9 5E-6,10-dimethylundeca-3,5,9-trien-2-one 
• 14505-74-9 α-cyclocitral 
• 54345-56-1 (8,8-dimethyl-4-methylene)-1-oxaspiro<2.5>octane 

Downstream Products

• 4359-32-4 trans-1-(2,4-dimethyl-[1,3]dioxolan-2-yl)-2-(2,6,6-trimethyl-cyclohex-2-enyl)-ethylene 
• 31499-72-6 7,8-dihydro-α-ionone 
• 127-41-3 alpha-ionone 
• 25312-34-9 alpha-ionol 
• 37384-69-3 3-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-propenoic acid 
• 13720-37-1 dihydro-α-ionol 
• 446293-91-0 4-(2,6,6-trimethyl-cyclohex-1-enyl)-butan-2-ol 
• 57461-21-9 (3E)-4-(2,3,6-trimethylphenyl)but-3-en-2-one 
• 79734-43-3 3,5,5-trimethyl-4-[(E)-3-oxo-1-butenyl]-2-cyclohexen-1-one 
• 4361-23-3 trans-tetrahydroionol 
• 6138-85-8 tetrahydroionone 
• 127-41-3 trans-α-ionone 
• 133399-20-9 (+/-)-4t-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one semicarbazone 
• 37677-81-9 4-(2,3-epoxy-2,6,6-trimethylcyclohexyl)-3-buten-2-one 

Relevant articles and documents

Photocaged Hydrocarbons, Aldehydes, Ketones, Enones, and Carboxylic Acids and Esters that Release by the Norrish II Cleavage Protocol and Beyond: Controlled Photoinduced Fragrance Release

Five families of caged fragrance compounds that allow the storage and release of the following small volatile organic molecules are described: terpene hydrocarbons, aldehydes, ketones, Michael-type α,β-unsaturated enones, and carboxylic acids and esters. These caged molecules are released by photoexcitation via carbonyl-directed hydrogen-transfer processes and subsequent C-C bond cleavage (Norrish Type II) or by didenitrogenation of diazirines.

PRO-FRAGRANCE COMPOUNDS

A compound of Formula (I) wherein R1 represents a C3 to C20 hydrocarbon group derived from a fragrant alcohol of formula R1OH or from a fragrant aryl aldehyde or ketone of Formula (II), wherein: R2 is, independently, hydrogen atom, hydroxyl group, acetoxy group, -O(C=O)CH(CH3), optionally substituted C1-C6 alkyl group or C1-C6 alkoxy group, wherein any two of R2 may form an optionally substituted 5 or 6 membered ring, and R1 represents a radical derived from a fragrant alcohol of formula R1OH or from a fragrant aldehyde or from a fragrant aryl aldehyde or ketone of formula (II). The compounds are useful for example as a precursor for the prolonged delivery or release of fragrant compounds such as fragrant alcohols or aldehydes.

Cyclization of pseudoionone into α-Ionone over heteropolyacid supported on mesoporous silica SBA-15

Cyclization of pseudoionone into α-ionone was performed over the series heteropolyacid supported on SBA-15 in liquid-phase at 363 and 373 K using a batch reactor. It has been demonstrated that the liquid-phase synthesis of α-ionone by pseudoionone cyclization can be efficiently achieved on heteropolyacid/SBA-15 materials. The high catalytic performance of PW 12/SBA-15 materials is due to their strong Bronsted acidity, high dispersion of active phase and also to absence of steric constraints for pseudoionone cyclization. PW12/SBA-15 catalysts are specially active and selective for this reaction giving predominantly α-ionone, as the main product, with high yield (about 60% at 373 K after 2 h) close to that obtained via the homogeneous synthesis. This catalytic system is more active and efficient in comparison with heteropolyacid supported on commercial silica. In order to achieve comparable amount of α-ionone, as is got for PW 12/SBA-15, belongs to apply five times more of the catalyst based on classical SiO2.