20483-36-7

Basic information

• Product Name: 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one
• Synonyms: 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one;2-Butanone, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-;DEHYDRODIHYDROIONONE;4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2-Butanone;4-(2,6,6-Trimethyl-1,3-cyclohexadienyl)-2-butanone
• CAS NO: 20483-36-7
• Molecular Formula: C₁₃H₂₀O
• Molecular Weight: 192.2973
• EINECS: 243-847-3
• Mol File: 20483-36-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 267.4°Cat760mmHg
• Flash Point: 95.6°C
• Appearance: /
• Density: 0.893g/cm³
• Vapor Pressure: 0.00816mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one(20483-36-7)
• EPA Substance Registry System: 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one(20483-36-7)

Safety Data

• Hazardous Substances Data: 20483-36-7(Hazardous Substances Data)

Usage

Description

4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one, also known as Dihydrodehydro-β-ionone, is an organic compound that is characterized by its distinct chemical structure and properties. It is a naturally occurring compound that can be found in various plant sources and is known for its unique aroma and potential applications in different industries.

Uses

Used in Fragrance Industry:
4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one is used as a fragrance ingredient for its characteristic scent. It is valued for its ability to add depth and complexity to perfumes and other fragrance products, contributing to a more pleasant and long-lasting aroma.
Used in Flavor Industry:
In the flavor industry, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one is used as an additive to enhance the taste and aroma of various food and beverage products. Its natural occurrence in certain plants, such as the leaves and stems of Albizia julibrissin Durazz, makes it a suitable choice for adding a unique flavor profile to different culinary creations.
Used in Aromatherapy:
4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one is also utilized in aromatherapy for its potential therapeutic benefits. Its calming and soothing properties may help promote relaxation and stress relief, making it a popular choice for use in massage oils, candles, and other aromatherapy products.
Used in the Cosmetic Industry:
In the cosmetic industry, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one is used as a key ingredient in various personal care products, such as lotions, creams, and shampoos. Its pleasant scent and potential skin conditioning properties make it an attractive option for enhancing the sensory experience and overall effectiveness of these products.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 4-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)butan-2-one may also have potential applications in the pharmaceutical industry, possibly as a starting material for the synthesis of other bioactive compounds or as a component in the development of novel drug delivery systems. Further research and development would be necessary to explore these potential applications fully.

InChI:InChI=1/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h5-6H,7-9H2,1-4H3

Upstream product

• 14398-35-7 (3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one 
• 190059-33-7 (E)-4-(1,3,3-Trimethyl-7-oxa-bicyclo[4.1.0]hept-2-yl)-but-3-en-2-one 
• 127-41-3 alpha-ionone 
• 14398-34-6 4-(3-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one 
• 79-77-6 (E)-β-ionone 
• 80-15-9 Cumene hydroperoxide 

Downstream Products

• 57069-86-0 7,8-dihydro-3,4-dehydro-β-ionol 

Relevant articles and documents

Thermal hazard evaluation of cumene hydroperoxide-metal ion mixture using DSC, TAM III, and GC/MS

Cumene hydroperoxide (CHP) is widely used in chemical processes, mainly as an initiator for the polymerization of acrylonitrile-butadiene-styrene. It is a typical organic peroxide and an explosive substance. It is susceptible to thermal decomposition and is readily affected by contamination; moreover, it has high thermal sensitivity. The reactor tank, transit storage vessel, and pipeline used for manufacturing and transporting this substance are made of metal. Metal containers used in chemical processes can be damaged through aging, wear, erosion, and corrosion; furthermore, the containers might release metal ions. In a metal pipeline, CHP may cause incompatibility reactions because of catalyzed exothermic reactions. This paper discusses and elucidates the potential thermal hazard of a mixture of CHP and an incompatible material's metal ions. Differential scanning calorimetry (DSC) and thermal activity monitor III (TAM III) were employed to preliminarily explore and narrate the thermal hazard at the constant temperature environment. The substance was diluted and analyzed by using a gas chromatography spectrometer (GC) and gas chromatography/mass spectrometer (GC/MS) to determine the effect of thermal cracking and metal ions of CHP. The thermokinetic parameter values obtained from the experiments are discussed; the results can be used for designing an inherently safer process. As a result, the paper finds that the most hazards are in the reaction of CHP with Fe2+. When the metal release is exothermic in advance, the system temperature increases, even leading to uncontrollable levels, and the process may slip out of control.

Syntheses of theaspirone and vitispirane via palladium(II)-catalyzed oxaspirocyclization

Total syntheses of theaspirone (A and B) and vitispirane (A and B) are described. The key step in the syntheses is the palladium(II)-catalyzed intramolecular oxaspirocyclization of diene alcohol 4 to either vitispirane or the allylic alcohol 9. The outcome of the oxaspirocyclization is very much dependent on the solvent employed. In water-acetic acid (4:1) a 1:1 mixture of the diastereomeric alcohols 9A and 9B was exclusively formed. In water with 8 equiv of a strong non-nucleophilic acid, vitispiranes A and B (1:1) were obtained. An alternative procedure to obtain vitispirane with the use of LiCl and K2CO3 is described. In the latter reaction vitispirane B is formed preferentially. This result is explained by an equilibrium between the two possible π-allyl complexes 5A and 5B, the kinetically favored 5B being transformed into vitispirane 3B before isomerization to 5A occurs.