74183-60-1

Basic information

• Product Name: 2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE
• Synonyms: 2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE;(-)-Marmelolactone B;(3R)-4,5-Dihydro-3α-methyl-5α-[(E)-3-methyl-1,3-butadienyl]-2(3H)-furanone;Marmelolactone B
• CAS NO: 74183-60-1
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.21696
• Mol File: 74183-60-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE(74183-60-1)
• EPA Substance Registry System: 2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE(74183-60-1)

Safety Data

• Hazardous Substances Data: 74183-60-1(Hazardous Substances Data)

Usage

Description

2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE is a chemical compound characterized by its molecular formula C12H16O2. It is a lactone with a trans configuration, featuring two methyl groups at the 2 and 7 positions of the octa-5,7-dieno-1,4 structure. This colorless liquid is known for its fruity odor and is widely recognized in the fragrance and flavor industry for its aromatic properties. Beyond its sensory attributes, it also exhibits antimicrobial and antifungal capabilities, making it a versatile compound with potential applications in various fields, including pharmaceuticals, where its antiproliferative and cytotoxic properties have been of interest.

Uses

Used in Fragrance and Flavor Industry:
2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE is used as a flavoring agent for its fruity odor, adding a pleasant aroma to various food products and beverages.
Used in Antimicrobial Applications:
2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE is used as an antimicrobial agent due to its ability to inhibit the growth of certain microorganisms, making it a potential candidate for use in sanitizing products and preserving food items.
Used in Antifungal Applications:
2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE is used as an antifungal agent to prevent the growth of fungi, which can be beneficial in agricultural settings, as well as in the development of antifungal creams and sprays for medical and cosmetic use.
Used in Pharmaceutical Industry:
2,7-DIMETHYLOCTA-5(TRANS),7-DIENO-1,4-LACTONE is used as a pharmaceutical compound for its antiproliferative and cytotoxic properties, indicating its potential in the development of treatments for various diseases, including cancer.

Upstream product

• 76638-28-3 5-((E)-3-Hydroxy-3-methyl-but-1-enyl)-3-methyl-dihydro-furan-2-one 
• 74133-33-8 5-(2-Chloro-3-methyl-but-3-enyl)-3-methyl-dihydro-furan-2-one 
• 74133-31-6 2-(2-Methyl-allyl)-3-oxo-pentanedioic acid diethyl ester 
• 74133-30-5 3-Methyl-5-(3-methyl-but-2-enyl)-dihydro-furan-2-one 
• 74133-32-7 3-Methyl-5-(3-methyl-but-3-enyl)-dihydro-furan-2-one 
• 89016-29-5 (2S,4R,5E)-2,7-Dimethyl-5,7-octadien-4-olide 
• 107438-15-3 (E)-3-[(4R,5S)-2,2-Dimethyl-5-(2-methyl-propenyl)-[1,3]dioxolan-4-yl]-2-methyl-acrylic acid ethyl ester 
• 88972-35-4 (4R,5E)-7-Methyl-5,7-octadien-4-olide 
• 74-88-4 methyl iodide 
• 70606-00-7 (R)-tetrahydro-5-oxo-2-furancarbaldehyde 
• 107351-79-1 (E)-3-((4R,5R)-5-Formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-acrylic acid ethyl ester 

Downstream Products

• 88972-37-6 (2R,4R,5E)-2,7-Dimethyl-5,7-octadien-1,4-diol 
• 89103-56-0 marmelo oxide A 
• 89103-56-0 3,5-trans-marmelo oxide 
• 89103-56-0 3,5-cis-marmelo oxide 

Relevant articles and documents

Syntheses and Flavors of Four Possible Optical Isomers of Marmelo Lactones

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Absolute Configurations of Marmelo Oxides

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A NOVEL SYNTHESIS OF DL-MARMELOLACTONE AND DL-ROSE OXIDE BY ELECTROCHEMICAL OXYSELENENYLATION SEQUENCE

One-step transformation of olefins 1 into allylic alcohols and ethers 3 has been accomplished by electrooxidative oxyselenylation-deselenenylation sequence.The electrochemical process furnished efficient syntheses of dl-marmelolactone 4 and dl-rose oxide 5.