927-97-9

Basic information

• Product Name: 2,5-Dimethyl-1,4-hexadiene
• Synonyms: 2,5-Dimethyl-1,4-hexadiene
• CAS NO: 927-97-9
• Molecular Formula: C₈H₁₄
• Molecular Weight: 110.2
• Mol File: 927-97-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-Dimethyl-1,4-hexadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyl-1,4-hexadiene(927-97-9)
• EPA Substance Registry System: 2,5-Dimethyl-1,4-hexadiene(927-97-9)

Safety Data

• Hazardous Substances Data: 927-97-9(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Family

Diene (contains two double bonds)

Common uses

Organic synthesis, intermediate in production of chemicals (pharmaceuticals, agrochemicals), rubber, plastics, and other industrial materials

Handling precautions

Flammable and harmful if not properly managed

Upstream product

• 15045-43-9 2,2,5,5-tetramethyltetrahydrofuran 
• 87408-33-1 2,5,5,8-tetramethylnona-1,6,7-trien-4-one 
• 623-26-7 terephthalonitrile 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 110-03-2 2,5-dimethyl-2,5-hexanediol 
• 96445-43-1 3,4-dilithio-2,5-dimethyl-2,4-hexadiene 
• 14908-27-1 2,5-dimethyl-4-hexen-2-ol 
• 627-58-7 2,5-dimethyl-1,5-hexadiene 

Downstream Products

• 764-13-6 2,5-Dimethyl-2,4-hexadiene 

Relevant articles and documents

2,2,5,5-Tetramethyltetrahydrofuran (TMTHF): A non-polar, non-peroxide forming ether replacement for hazardous hydrocarbon solvents

An inherently non-peroxide forming ether solvent, 2,2,5,5-tetramethyltetrahydrofuran (2,2,5,5-tetramethyloxolane), has been synthesized from readily available and potentially renewable feedstocks, and its solvation properties have been tested. Unlike traditional ethers, its absence of a proton at the alpha-position to the oxygen of the ether eliminates the potential to form hazardous peroxides. Additionally, this unusual structure leads to lower basicity compared with many traditional ethers, due to the concealment of the ethereal oxygen by four bulky methyl groups at the alpha-position. As such, this molecule exhibits similar solvent properties to common hydrocarbon solvents, particularly toluene. Its solvent properties have been proved by testing its performance in Fischer esterification, amidation and Grignard reactions. TMTHF's differences from traditional ethers is further demonstrated by its ability to produce high molecular weight radical-initiated polymers for use as pressure-sensitive adhesives.

Photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction. Part 7: methanol, conjugated dienes, and 1,4-dicyanobenzene

The scope of the photochemical nucleophile-olefin combination, aromatic substitution (photo-NOCAS) reaction has been extended to include conjugated dienes: 1,3-butadiene (9), 2-methyl-1,3-butadiene (10), 2,3-dimethyl-1,3-butadiene (11), and 2,5-dimethyl-2

Titanium Catalyzed Cyclization of 1,5-Hexadienes

Cp2TiCl (1) and Cp2TiCl2 (2) combined with isopropylmagnesium bromide (molar ratio 1:1 and 1:2, resp.) catalyze the conversion of 1,5-hexadiene into a mixture of the five-membered ring compounds 3 and 4 as well as the linear isomeric hexadienes 5, 6, and 7.THF is most effective in both promoting cyclization as well as suppressing isomerization (3 -> 4 and 5 -> 6 or 7).The ratio of cyclic to linear products in reactions involving substituted 1,5-hexadienes is found to be dependent upon the position of the substituents.Substitution in the 2- or 2- and 5-position leads to the formation of the open-chain isomers 11 and 12 or 13 and 14, while 3,4-substituted 1,5-hexadienes react to give > 99percent of the five-membered ring systems 15 and 16 or 17 and 18.A reaction mechanism is discussed which involves Cp2TiH and Cp2(alkenyl)Ti intermediates.