157020-88-7

Basic information

• Product Name: 3-Piperonylcyclobutanone
• Synonyms: 3-Piperonylcyclobutanone;3-(3,4-Methylenedioxybenzyl)cyclobutanone
• CAS NO: 157020-88-7
• Molecular Formula: C12H12O3
• Molecular Weight: 204.22188
• Product Categories: Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;O-Containing;Others
• Mol File: 157020-88-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Piperonylcyclobutanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Piperonylcyclobutanone(157020-88-7)
• EPA Substance Registry System: 3-Piperonylcyclobutanone(157020-88-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 157020-88-7(Hazardous Substances Data)

Usage

General Description

3-Piperonylcyclobutanone is a chemical compound that belongs to the class of organic compounds known as cyclobutanones. It is a yellow liquid with a tropical, coconut-like odor, commonly used in the fragrance industry to add a sweet, spicy note to perfumes and other scented products. It is also used as a flavoring agent in food products. Additionally, 3-piperonylcyclobutanone is known for its potential insecticidal and repellent properties, making it a common ingredient in insecticides and insect repellents. Its molecular structure and properties make it a versatile and valuable chemical in various industries, particularly in fragrance, food, and pest control.

Upstream product

• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 157020-87-6 2,2-dichloro-3-(3,4-methylenedioxybenzyl)cyclobutanone 

Downstream Products

• 26543-89-5 (-)-hinokinin 
• 40456-50-6 yatein 
• 72690-16-5 (3S,4S)-4-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)dihydrofuran-2(3H)-one 
• 80483-34-7 4-(1,3-benzodioxol-5-ylmethyl)-4,5-dihydrofuran-2(3H)-one 

Relevant articles and documents

Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones

Catalytic enantioselective Baeyer-Villiger (BV) oxidations of racemic and meso cyclic ketones were achieved in the presence of chiral N,N'-dioxide-Sc III complex catalysts. The BV oxidations of prochiral cyclohexanones and cyclobutanones afforded series of optically active μ- and γ-lactones, respectively, in up to 99% yield and 95% ee. Meanwhile, the kinetic resolution of racemic 2-arylcyclohexanones was also realized via an abnormal BV oxidation. Enantioenriched 3-aryloxepan-2-ones, whose formation is counter to the migratory aptitude, were obtained preferentially. Both the lactones and the unreacted ketones were obtained with high ee values.

Erratum: Enantioselective baeyer-villiger oxidation: Desymmetrization of meso cyclic ketones and kinetic resolution of racemic 2-arylcyclohexanones (Journal of the American Chemical Society (2012) 134 (17023-17026) DOI:10.1021/ja309262f)

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Chiral Synthesis of Lignan Lactones, (-)-Hinokinin, (-)-Deoxypodorhizone, (-)-Isohibalactone and (-)-Savinin by Means of Enantioselective Deprotonation

Chiral synthesis of lignan lactones, (-)-hinokinin, (-)-deoxypodorhizone, (-)-isohibalactone and (-)-savinin, has been achieved by employing an enantioselective deprotonation of 3-(3,4-methylenedioxybenzyl)cyclobutanone with lithium (S,S')-α,α'-dimethylbenzylamide, as a key step.