6261-18-3

Basic information

• Product Name: (E)-3-methyl-2-(pent-2-enyl)cyclopent-2-en-1-one
• Synonyms: 2-Cyclopenten-1-one, 3-methyl-2-(2E)-2-penten-1-yl-; 3-Methyl-2-(2-pentenyl)-2-cyclopentene-1-one, (E)-; (E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one; 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (E)-; 2-Cyclopenten-1-one, 3-methyl-2-(2E)-2-pentenyl-
• CAS NO: 6261-18-3
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.2441
• EINECS: 228-410-7
• Mol File: 6261-18-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-3-methyl-2-(pent-2-enyl)cyclopent-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-methyl-2-(pent-2-enyl)cyclopent-2-en-1-one(6261-18-3)
• EPA Substance Registry System: (E)-3-methyl-2-(pent-2-enyl)cyclopent-2-en-1-one(6261-18-3)

Safety Data

• Hazardous Substances Data: 6261-18-3(Hazardous Substances Data)

Usage

Description

(E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one is a cyclopentenone derivative, a colorless to pale yellow liquid with a strong, sweet, and fruity odor. It is known for its potential biological activities, such as anti-inflammatory and antioxidant properties, making it valuable in the pharmaceutical and cosmetic industries.

Uses

Used in Organic Synthesis:
(E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one is used as a key intermediate in the synthesis of various organic compounds, contributing to the development of new chemical entities.
Used in Fragrance and Flavor Industry:
In the fragrance and flavor industry, (E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one is used as a component to create unique and appealing scents and tastes, capitalizing on its strong, sweet, and fruity odor.
Used in Pharmaceutical Industry:
(E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one is used as a compound with potential anti-inflammatory and antioxidant properties, which can be harnessed for the development of new drugs targeting various health conditions.
Used in Cosmetic Industry:
In the cosmetic industry, (E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one is used for its beneficial properties, such as anti-inflammatory and antioxidant effects, to create products that can improve skin health and appearance.
Safety Note:
It is important to handle (E)-3-Methyl-2-(pent-2-enyl)cyclopent-2-en-1-one with care, as it may cause irritation to the skin, eyes, and respiratory system if not properly managed.

Upstream product

• 7051-46-9 undec-8t-ene-2,5-dione 
• 32556-66-4 (4R,5S)-4-Methyl-5-((E)-pent-2-enyl)-cyclopent-2-enone 
• 488-10-8 cis-jasmone 
• 74420-26-1 cis-3-hexen-1-yl phenyl sulfone 
• 74420-33-0 (Z)-4-Benzenesulfonyl-1-(2-methyl-[1,3]dioxolan-2-yl)-non-6-en-3-one 
• 74420-27-2 (Z)-6-(Phenylsulfonyl)-8-undecene-2,5-dione 
• 74420-30-7 (Z)-6-(Phenylsulfonyl)-2-hydroxyundec-8-en-5-one 
• 34019-85-7 (Z)-3-hexenyl-1-tosylate 
• 21676-03-9 (Z)-3-hexenyl iodide 
• 928-96-1 (Z)-3-Hexen-1-ol 
• 107046-58-2 2-((2S,3S)-2,3-Dihydroxy-pentyl)-3-methyl-cyclopent-2-enone 
• 91988-15-7 trans-N,N'-dimethyl-2,5-dioxo-8-undecene-4,6-disulfonanilide 
• 7348-71-2 (E)-1-bromo-2-pentene 
• 127812-12-8 2,3,5-trichloro-4,4-dimethoxy-5-(2-pentenyl)-2-cyclopenten-1-one 

Relevant articles and documents

Synthesis of Pyrethroids and Jasmonoids through Palladium-Catalyzed Cross-Coupling Reactions

The synthesis of jasmone and related jasmonoids and pyrethroids is described. These compounds play a defensive role in plants and share a common cyclopentenone core with variations in the side chains. Jasmone, cinerone, allylrethrone, and derivatives were synthesized through -allyl palladium cross-coupling of stannane derivatives. With selective hydrogenation, dihydrojasmone, and dihydrocinerone were also synthesized.

NEW METHOD FOR SYNTHESIS OF cis-JASMONE

A new method for the synthesis of cis-jasmone was developed on the basis of the regioselective and stereoselective alkylation of the enolic isobutyl ether of 1,3-cyclopentanedione.

EN EFFECTIVE SYNTHESIS OF E-JASMONE

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