5164-78-3

Usage

Uses

Used in Fragrance and Flavor Industry:
Piperonal is used as a key component in the production of fragrances and flavors due to its distinctive sweet, floral aroma. Its natural occurrence in plants like black pepper and vanilla contributes to its widespread use in creating authentic and appealing scents for the perfume and food industries.
Used in Pharmaceutical Synthesis:
In the pharmaceutical sector, piperonal is utilized in the synthesis of various drugs. Its chemical properties make it a valuable intermediate in the development of new medications, potentially leading to the creation of novel therapeutic agents.
Used in Agrochemicals:
Piperonal also finds application in the agrochemical industry, where it is employed in the synthesis of certain pesticides and other chemical products used in agriculture to protect crops and enhance yield.
Used as an Insecticide and Antimicrobial Agent:
Research has explored the potential of piperonal as an insecticide and antimicrobial agent. Its natural occurrence and biological activity make it a candidate for developing more environmentally friendly and effective pest control solutions.

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

Process for the manufacture of 4-(2-butenylidene)-3,5,5-trimethyl-2-cyclohexen-1-one

A method for the manufacture of the four geometric isomers of 4(2-butenylidene)-3,5,5-trimethyl-2-cyclohexen-1-one is provided. The process comprises pyrolyzing a compound of the formula STR1 wherein R represents lower-alkyl-oxycarbonyl, aryl-oxycarbonyl, or, preferably, lower-alkanoyl, benzoyl or substituted benzoyl.

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.