24190-29-2

Basic information

• Product Name: [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
• Synonyms: [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one;(E)-4-[(R)-2,6,6-Trimethyl-2-cyclohexene-1β-yl]-3-butene-2-one;(E)-4-[(R)-2,6,6-Trimethyl-2-cyclohexenyl]-3-butene-2-one;(R)-α-Ionone;[E,(+)]-4-[(R)-2,6,6-Trimethyl-2-cyclohexen-1-yl]-3-buten-2-one;Einecs 246-069-2
• CAS NO: 24190-29-2
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.2973
• EINECS: 246-069-2
• Mol File: 24190-29-2.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 257.6±0.0 °C(Predicted)
• Appearance: /
• Density: 0.935±0.06 g/cm3(Predicted)
• CAS DataBase Reference: [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(24190-29-2)
• EPA Substance Registry System: [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one(24190-29-2)

Safety Data

• Hazardous Substances Data: 24190-29-2(Hazardous Substances Data)

Usage

General Description

[R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one is a chemical compound with a molecular formula C13H20O that is commonly used in the fragrance and flavor industry. It is a clear, colorless liquid with a sweet, citrus-like odor and is often used in perfumes, colognes, and other scented products. [R-(E)]-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one is a member of the family of organic compounds known as ketones, which are characterized by a carbonyl group (C=O) bonded to two carbon atoms. It is also classified as an alpha, beta-unsaturated ketone, due to the presence of both a C=C double bond and a C=O bond. The chemical is important for its contribution to the aroma and taste of various products and is typically synthesized through organic chemical reactions.

Upstream product

• 64-17-5 ethanol 
• 79-77-6 (E)-β-ionone 
• 141-52-6 sodium ethanolate 
• 141-10-6 pseudoionone 
• 13927-47-4 (3E,5Z)-6,10-dimethyl-3,5,9-undecatrien-2-one 
• 141-10-6 pseudoionone 
• 52340-45-1 4c-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-one 
• 62692-61-9 5E-6,10-dimethylundeca-3,5,9-trien-2-one 
• 472-20-8 β-cyclogeraniol 
• 37079-64-4 1-[3-(2,6,6-trimethyl-cyclohex-2-enyl)-oxiranyl]-ethanone 
• 58689-15-9 pseudoionone 
• 24190-32-7 (-)-(R)-γ-ionone 
• 14398-37-9 (E)-4-<2',6',6'-trimethylcyclohex-2'-enyl>but-3-en-2-one ethylene ketal 
• 472-78-6 α-ionol 

Downstream Products

• 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 
• 31499-72-6 7,8-dihydro-α-ionone 
• 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 
• 52340-45-1 4c-(2,6,6-trimethyl-cyclohex-2-enyl)-but-3-en-2-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 
• 28102-22-9 (6RS,7RS,8SR)-7,8-epoxy-α-dihydroionone 

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.

Method for producing optically active α-ionone

Provided that a method for inexpensively producing optically active α-ionone with a high yield and a high asymmetric yield and with good workability in a short process, and a perfume composition comprising the optically active α-ionone obtained by the aforementioned method. A method for producing optically active α-ionone, comprising allowing α-ionone as a mixture of optical isomers to react with an esterification agent, and hydrolyzing the obtained α-ionone enol ester; a method for producing optically active α-ionone comprising subjecting α-ionone as a mixture of optical isomers to an asymmetric reduction, allowing the obtained optically active α-ionol to react with an esterification agent to give an optically active α-ionol ester, hydrolyzing the obtained optically active α-ionol ester after purification as necessary, and then oxidizing the obtained optically active α-ionol; and a perfume composition comprising thus obtained optically active α-ionone.