5298-13-5

Usage

Uses

Used in Pharmaceutical Synthesis:
(E,Z)-4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one is used as an intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs and medicinal compounds.
Used in Fragrance Production:
(E,Z)-4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one is also utilized in the creation of fragrances, where its distinct chemical properties contribute to the overall scent profile of perfumes, colognes, and other scented products.
Used as a Flavoring Agent in the Food Industry:
(E,Z)-4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one serves as a flavoring agent, adding unique taste and aroma characteristics to food products. Its use in the food industry is governed by strict regulations to ensure safety and quality.
Used in Organic Compound Synthesis:
Beyond its applications in pharmaceuticals and fragrances, (E,Z)-4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one is also employed in the synthesis of other organic compounds, highlighting its versatility in the field of chemistry.

InChI:InChI=1/C13H18O/c1-5-6-7-12-10(2)8-11(14)9-13(12,3)4/h5-8H,9H2,1-4H3/b6-5-,12-7-

Upstream product

• 149457-31-8 8-(But-3-enyl)-7,9,9-trimethyl-1,4-dioxaspiro[4.5]dec-6-en-8-ol 
• 14203-64-6 7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 149457-34-1 6-Bromo-8-but-3-enyl-7,9,9-trimethyl-1,4-dioxaspiro[4.5]dec-7-ene 

Relevant academic research and scientific papers

Novel synthesis of degradation products of carotenoids, megastigmatrienone analogues and blumenol-A

Synthesis of 4-alkylidene-3,5,5-trimethylcyclohex-2-enones 7 has been achieved utilising 1,4-conjugate dehydrobromination of allylic bromides 5 as a key step. This chemical transformation is applied to the synthesis of degradation products of carotenoids: megastigmatrienones 7e/1-4,4-methylene-3,5,5-trimethylcyclohex-2-enone 7a, 4-(3-hydroxybutylidene)-3,5,5-trimethylcyclohex-2-enone 9,1,3,7,7-tetramethyl-2-oxabicyclo[4.4.0]dec-5-en-9-one 10a-b and 3,4,7,8-tetrahydro-4,4,7-trimethylnaphthalen-2(6H)-one 15. A novel photoisomerisation of 4-[(Z)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 19 to 4-[(E)-3-acetoxybut-2-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-enone 20 enables us to synthesise blumenol-A 21.

New Synthesis of Megastigma-4,6,8-trien-3-ones, 3-Hydroxy-β-ionol, 3-Hydroxy-β-ionone, 5,6-Epoxy-3-hydroxy-β-ionol, and 3-Oxo-α-ionol

The Lewis acid-catalyzed reaction of 1-trimethylsiloxy-1,3-cyclohexadienes with aldehydes and trialkyl orthoformates afforded the corresponding 4-substituted 2-cyclohexenones.A new reaction of 2,4,6-trienones with m-chloroperbenzoic acid followed by the reduction with zinc in acetic acid gave 7-hydroxy-3,5-dienones.Utilizing these efficient reactions, megastigma-4,6,8-trien-3-ones, 3-hydroxy-β-ionol, 3-hydroxy-β-ionone, 5,6-epoxy-3-hydroxy-β-ionol, and 3-oxo-α-ionol were successfully synthesized.