783324-41-4

Basic information

• Product Name: 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)-
• CAS NO: 783324-41-4
• Molecular Formula: C15H24O2
• Molecular Weight: 236.354
• Mol File: 783324-41-4.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)-(783324-41-4)
• EPA Substance Registry System: 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)-(783324-41-4)

Safety Data

• Hazardous Substances Data: 783324-41-4(Hazardous Substances Data)

Usage

Description

3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)-, also known as Acetyl α-Ionol, is a chemical compound with a unique molecular structure. It is characterized by the presence of a 3-buten-2-ol group, a 2,6,6-trimethyl-2-cyclohexen-1-yl group, and an acetate group. 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)exhibits a distinct chemical profile and possesses potential applications in various industries.

Uses

Used in Synthesis of Natural Compounds:
3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)is used as an intermediate in the synthesis of Tabanone (T003450), a compound found in the oils of Trifolium pratense L. This natural compound has potential applications in various fields, such as pharmaceuticals and cosmetics, due to its unique properties.
Used in Antioxidant Applications:
As a potential natural antioxidant, 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)can be utilized in various industries to protect against oxidative damage. Antioxidants are essential in preventing the formation of free radicals and reducing the risk of various diseases and conditions associated with oxidative stress. 3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)can be used in the food and beverage industry to extend the shelf life of products and maintain their quality, as well as in the cosmetic industry to protect skin from environmental damage and promote overall health.
Used in Flavor and Fragrance Industry:
3-Buten-2-ol, 4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-, acetate, (3E)may also find applications in the flavor and fragrance industry due to its unique chemical structure and properties. It can be used to create distinct scents and flavors for various products, such as perfumes, candles, and food items, enhancing the sensory experience for consumers.

Upstream product

• 25312-34-9 alpha-ionol 
• 75-36-5 acetyl chloride 
• 127-41-3 alpha-ionone 
• 24190-29-2 (+)-(R)-α-Ionon 
• 108-24-7 acetic anhydride 

Downstream Products

• 124099-57-6 (E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)-3-(trimethylsilyl)but-1-ene 
• 896107-70-3 9-hydroxymegastigma-4,7-dien-3-one 
• 124099-58-7 1-(2,6,6-trimethylcyclohex-2-en-1-yl)-3-(trimethylsilyl)-butane-1,2-diol 
• 28102-24-1 (E)-2,6,6-Trimethyl-α-(1-propenyl)-2-cyclohexene-1-methanol 
• 28102-28-5 α-damascone 
• 127731-51-5 C₁₃H₂₁⁽²⁾H 
• 64635-58-1 3-methyl-5-(2,6,6-trimethyl-2-cyclohexenyl)-4-penten-2-ol 
• 472-76-4 (E)-4-(2,2-Dimethyl-6-methylene-cyclohexyl)-but-3-en-2-ol 
• 79-76-5 γ-ionone 
• 74408-55-2 3-(1-Butenyl)-2,4,4-trimethylcyclohexene 
• 53941-16-5 trans-1,1,3-Trimethylcyclohex-3-en-2-ylbut-2-en 
• 783324-42-5 3-keto-α-ionol acetate 

Relevant articles and documents

Fungi-mediated biotransformation of the isomeric forms of the apocarotenoids ionone, damascone and theaspirane

In this work, we describe a study on the biotransformation of seven natural occurring apocarotenoids by means of eleven selected fungal species. The substrates, namely ionone (α-, β- and γ-isomers), 3,4-dehydroionone, damascone (α- and β-isomers) and theaspirane are relevant flavour and fragrances components. We found that most of the investigated biotransformation reactions afforded oxidized products such as hydroxy- keto- or epoxy-derivatives. On the contrary, the reduction of the keto groups or the reduction of the double bond functional groups were observed only for few substrates, where the reduced products are however formed in minor amount. When starting apocarotenoids are isomers of the same chemical compound (e.g., ionone isomers) their biotransformation can give products very different from each other, depending both on the starting substrate and on the fungal species used. Since the majority of the starting apocarotenoids are often available in natural form and the described products are natural compounds, identified in flavours or fragrances, our biotransformation procedures can be regarded as prospective processes for the preparation of high value olfactory active compounds.

Enzyme-mediated synthesis of (R)- and (S)-α-ionone

Diastereoisomeric enrichment through fractional crystallisation of 4-nitrobenzoate derivatives of α-ionol, and enantioselective enzyme-mediated reactions of α-ionol and α-ionol acetate, were usefully combined to optimise two different procedures to enantiopure (S)- and (R)-ionone.

Transformation of α- and β-Ionones into α- and β-Damascone and β-Damascenone Using Allylsilane Chemistry

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