70174-49-1

Basic information

• Product Name: (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one
• Synonyms: (1R,6S)-4,7,7-Trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one
• CAS NO: 70174-49-1
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.1904
• Mol File: 70174-49-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 232.468°C at 760 mmHg
• Flash Point: 88.461°C
• Density: 1.068g/cm³
• Vapor Pressure: 0.059mmHg at 25°C
• Refractive Index: 1.489
• CAS DataBase Reference: (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one(70174-49-1)
• EPA Substance Registry System: (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one(70174-49-1)

Safety Data

• Hazardous Substances Data: 70174-49-1(Hazardous Substances Data)

Usage

Description

(1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one is a bicyclic ketone with a molecular formula C10H14O. It features a unique structure that includes a seven-membered ring fused to a four-membered ring, along with a double bond and a ketone group. (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one is known for its versatile reactivity and potential applications in organic synthesis and pharmaceutical research, making it a valuable target for synthetic chemists and researchers.

Uses

Used in Organic Synthesis:
(1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one is used as a key intermediate in organic synthesis for its ability to undergo various chemical reactions, facilitating the creation of new compounds and materials.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one is utilized as a starting material or building block in the development of new drugs, owing to its complex structure and functional groups.
Used in Antimicrobial Applications:
(1R,6S)-4,7,7-trimethyl-3-oxabicyclo[4.1.0]hept-4-en-2-one is used as an antimicrobial agent due to its bioactivity, which has been found to exhibit properties effective against certain types of bacteria.
Used in Antifungal Applications:
Similarly, this compound is used as an antifungal agent, leveraging its bioactivity to combat fungal infections and support various medical and therapeutic applications.

Upstream product

• 70223-33-5 cis-(-)-3-(2'-oxopropyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid 
• 22327-32-8 4,7,7-trimethylbicyclo[4.1.0]hept-3-en-2-one 
• 498-15-7 (+)-Δ³-carene 
• 4017-81-6 (1S,3S,6R)-(-)-4-Caren-3α-ol 

Downstream Products

• 67911-21-1 cis-caronic anhydride 
• 1026050-39-4 m-phenoxybenzyl (1R)-cis-3-[(1Z)-2-chloro-3-oxobut-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate 
• 53179-78-5 cis-(+)-3-(2',2'-dibromovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid 

Relevant articles and documents

MONOTERPENOIDS-VIIa. A SIMPLE SYNTHESIS OF (-)-CIS-CARONALDEHYDIC ACID HEMIACETAL FROM (+)-CAR-3-ENE

(+)-Car-3-ene has been converted by a simple route into (-)-cis-caronaldehydic acid hemiacetal, an important intermediate in the commercial production of certain synthetic pyrethroids.

Studies toward the Syntheses of Functionally Substituted γ-Butyrolactones and Spiro-γ-butyrolactones and Their Reaction with Strong Acids: A Novel Route to α-Pyrones

A general strategy for the conversion of 5-keto carboxylic acids, 6 (via their enol-lactones 7), to a variety of γ-lactones, 8a-c, and spiro-γ-lactones, 8d-g, is described.Lactones 8b and 8d,e may be further converted into the corresponding α-pyrones, 17b and 17d,e, respectively, in the presence of strong acids.