26651-96-7

Basic information

• Product Name: 7,11-dimethyldodeca-4,6,10-trien-3-one
• Synonyms: 7,11-dimethyldodeca-4,6,10-trien-3-one;4,6,10-Dodecatrien-3-one, 7,11-dimethyl-;PSEUDOMETHYLIONONE;7,11-DIMETHYL-4,6,10-DODECATRIEN-3-ONE;PSEUDOMETHYLIONONES;1-Methylpseudoionone;2,6-Dimethyl-2,6,8-dodecatriene-10-one;n-Methylpseudoionone
• CAS NO: 26651-96-7
• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32388
• EINECS: 247-878-3
• Mol File: 26651-96-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 132 °C
• Boiling Point: 285.19°C (rough estimate)
• Flash Point: 138.1°C
• Appearance: /
• Density: 0.9438 (rough estimate)
• Vapor Pressure: 0.000466mmHg at 25°C
• Refractive Index: 1.5162 (estimate)
• CAS DataBase Reference: 7,11-dimethyldodeca-4,6,10-trien-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7,11-dimethyldodeca-4,6,10-trien-3-one(26651-96-7)
• EPA Substance Registry System: 7,11-dimethyldodeca-4,6,10-trien-3-one(26651-96-7)

Safety Data

• Hazardous Substances Data: 26651-96-7(Hazardous Substances Data)

Usage

General Description

7,11-dimethyldodeca-4,6,10-trien-3-one is an organic compound with the chemical formula C15H24O. It is a ketone with a characteristic fruity and floral odor. 7,11-dimethyldodeca-4,6,10-trien-3-one is found in various natural sources including fruits, flowers, and essential oils. It is commonly used as a flavoring agent in the food and beverage industry due to its pleasant aroma. Additionally, it has potential applications in the fragrance and cosmetic industries as well. The compound may also have potential medicinal properties and is of interest in medicinal research.

InChI:InChI=1/C14H22O/c1-5-14(15)11-7-10-13(4)9-6-8-12(2)3/h7-8,10-11H,5-6,9H2,1-4H3/b11-7+,13-10+

Upstream product

• 19753-66-3 triphenylphosphoranylidene-2-butanone 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 78-93-3 butanone 
• 72682-03-2 3-Ethyl-4-isopropenyl-7-methyl-oct-6-en-1-yn-3-ol 

Downstream Products

• 93302-56-8 alpha-Methyl-ionone 
• 64070-16-2 1-(2,2-dimethyl-6-methylencyclohexyl)-1-penten-3-one 
• 7779-30-8 α-irone 
• 7388-22-9 γ-iso-methylionone 
• 127-43-5 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-penten-3-one 
• 79-89-0 2-methyl-β-ionone 
• 127-51-5 3-methyl-4-(2,6,6-trimethylcyclohex-2-enyl)-but-3-en-2-one 
• 7779-30-8 (Z)-1-(2,6,6-Trimethyl-cyclohex-2-enyl)-pent-1-en-3-one 

Relevant articles and documents

Aldol Condensations Catalyzed by Basic Anion-Exchange Resins

The aldol condensations of various aldehydes with ketones in the presence of anionic (basic) ion-exchange resins have been investigated. Both batch and continuous modes were studied and compared for the reaction of citral (a mixture of geranial and neral) with acetone to give ψ-ionone. Different reaction conditions were investigated, and the performances of five different ion-exchange resins were compared. The most stable resins could be used for 10 cycles in batch mode or 1000 min in continuous mode without a significant loss in activity or selectivity.

CONTINUOUS PROCESS FOR PRODUCING PSEUDOIONONES AND IONONES

The invention relates to a continuous process for producing pseudoionones of general formulas (I) and (I′) as well as isomers thereof, whereby: R1represents CH3 or (a); R2 and R3 represent hydrogen, CH3 or C2H5, and; R4 and R5represent hydrogen or CH3. These pseudoionones are produced by reacting an aldehyde of formula (II) with an excess of a ketone of general formula (III), whereby R1, R2 and R3 have the aforementioned meanings, in the presence of water and alkali hydroxide at an increased temperature and in a homogeneous solution. The inventive process is characterized in that: a) the intermixing of the homogeneous solution consisting of aldehyde, ketone and aqueous alkali lye occurs at a temperature ranging from 10 to 120 °C; b) the undissolved water and alkali hydroxide contained in the reaction mixture are subsequently separated out; c) while avoiding back mixing, the homogeneous reaction mixture is then guided through a reactor, which permits a residence time ranging from 2 to 300 minutes, at a temperature that is 10 to 120 °C higher than the boiling point of the lowest-boiling component and under a vapor pressure p ranging from 106 to 107 Pa; d) the reaction mixture is cooled by expansion; e) ketone is removed from the reaction mixture using vapor flowing in the opposite direction and; f) the raw product is dried and rid from excessive aldehyde and secondary components via a rectification column.

Preparation of pseudoionones

A process is provided for the preparation of pseudoionones by the condensation reaction of citral with a ketone in the presence of lithium hydroxide catalyst.