4249-09-6

Basic information

• Product Name: 1,5,5-Trimethylcyclopentadiene
• Synonyms: 1,5,5-Trimethylcyclopentadiene
• CAS NO: 4249-09-6
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.1809
• Mol File: 4249-09-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 116°Cat760mmHg
• Flash Point: 8.4°C
• Appearance: /
• Density: 0.821g/cm³
• Vapor Pressure: 22mmHg at 25°C
• Refractive Index: 1.463
• CAS DataBase Reference: 1,5,5-Trimethylcyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5,5-Trimethylcyclopentadiene(4249-09-6)
• EPA Substance Registry System: 1,5,5-Trimethylcyclopentadiene(4249-09-6)

Safety Data

• Hazardous Substances Data: 4249-09-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12/c1-7-5-4-6-8(7,2)3/h4-6H,1-3H3

Upstream product

• 96288-14-1 1,1-dibromo-2,3,3-trimethyl-2-vinylcyclopropane 
• 108-98-5 thiophenol 
• 76-49-3 isobornyl acetate 

Relevant articles and documents

Chemistry of gem-Dihalocyclopropanes. XXI. An Example of Competition between 1,3-Insertion and the Vinylcyclopropylidene/Cyclopentenylidene Rearrangement

gem-Dibromotrimethylvinylcyclopropane was treated with ethereal methyllithium at four temperatures ranging from -78 deg C to +20 deg C.At -40 deg C or higher, 1,5,5-trimethylcyclopentadiene was formed as the main product along with three isomeric bicyclobutanes; the ratio was practically independent of temperature.The compounds are believed to originate from the same intermediate cyclopropylidene by a carbene-carbene rearrangement and 1,3-insertion reactions, respectively.At -78 deg C a substantial amount of dimers was formed as well, indicating an unusual stabilization of the intermediate α-bromo lithium derivative.No allene was detected in any of the reactions.Possible factors that govern the product distribution are discussed.