627-58-7

Basic information

• Product Name: 2,5-DIMETHYL-1,5-HEXADIENE
• Synonyms: 2,5-dimethyl-hexa-1,5-diene;2,5-Dimethylhexa-1,5-diene;Bimethallyl;CH2=C(CH3)CH2CH2C(CH3)=CH2;NSC-10813;2,5-Dimethyl-1,5-hexadiene,98%;2,5-Dimethyl-1,5-hexandiene;2,5-Dimethyl-1,5-hexadiene,Dimethallyl
• CAS NO: 627-58-7
• Molecular Formula: C₈H₁₄
• Molecular Weight: 110.2
• EINECS: 211-003-3
• Product Categories: Acyclic;Alkenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 627-58-7.mol
• Article Data: 26

Chemical Properties

• Melting Point: −75 °C(lit.)
• Boiling Point: 114 °C(lit.)
• Flash Point: 45 °F
• Appearance: /
• Density: 0.742 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.429(lit.)
• Storage Temp.: Flammables area
• BRN: 1697948
• CAS DataBase Reference: 2,5-DIMETHYL-1,5-HEXADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYL-1,5-HEXADIENE(627-58-7)
• EPA Substance Registry System: 2,5-DIMETHYL-1,5-HEXADIENE(627-58-7)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 16-26-36-62
• RIDADR: UN 3295 3/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 627-58-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 5028, 1984 DOI: 10.1021/ja00329a079Synthesis, p. 607, 1976 DOI: 10.1055/s-1976-24136

InChI:InChI=1/C5H9/c1-4-5(2)3/h4H,1H2,2-3H3

Upstream product

• 110-86-1 pyridine 
• 54462-71-4 2,5-dibromo-2,5-dimethyl-hexane 
• 631-28-7 1,2,3-tribromo-2-methylpropane 
• 463-51-4 Ketene 
• 109-63-7 trifluoroborane diethyl ether 
• 110-13-4 2,5-hexanedione 
• 115-11-7 isobutene 
• 632-51-9 1,1,2,2-tetraphenylethylene 
• 563-47-3 3-Chloro-2-methylpropene 
• 53244-68-1 2-(methylthio)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 52722-92-6 3,3'-sulfonylbis(2-methylprop-1-ene) 
• 15045-43-9 2,2,5,5-tetramethyltetrahydrofuran 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 24322-10-9 1,4-dimethylbicyclo<2.2.0>hexane 

Downstream Products

• 23578-35-0 2,5-dimethylhexane-2,5-diamine 
• 103567-15-3 hexa-Sn-phenyl-Sn,Sn'-(2,5-dimethyl-hexanediyl)-bis stannane 
• 15045-43-9 2,2,5,5-tetramethyltetrahydrofuran 
• 592-13-2 2,5-dimethylhexane 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 6223-78-5 2,5-dichloro-2,5-dimethyl hexane 
• 50-00-0 formaldehyd 
• 110-13-4 2,5-hexanedione 
• 24973-49-7 biphenyl-2-carbonitrile 
• 2920-38-9 4-cyano-1,1'-biphenyl 
• 911794-33-7 1-(3-Chloro-3,6-dimethyl-1-phenyl-hept-6-enyl)-4-methoxy-benzene 
• 22431-89-6 3,3,6,6-tetramethyl-1,2-dioxane 
• 75924-60-6 D_g-threo-2,5-dimethyl-hexane-1,6-diol 
• 49623-11-2 (2S,5S)-2,5-Dimethyl-hexane-1,6-diol 

Relevant articles and documents

Selective enzymatic epoxidation of dienes: Generation of functional enantiomerically enriched diene monoepoxy monomers

Enantiomerically enriched diene monoepoxides were selectively synthesized using oxidases from Pseudomonas sp. and chloroperoxidase from Caldariomyces fumago. These monoepoxides are useful monomers for generating functional chiral polymeric materials.

Kinetics and Mechanism of Thermal Decomposition of Bis(Η3-Allyl)Nickel Complexes

Abstract: The kinetics of thermal decomposition of bis(η3-allyl) nickel complexes in various media is studied. The specific features of the mechanism are determined, including the combination of the stages of trans-cis isomerization of Niall2 and the bimolecular decomposition of the cis-isomer with diallyl formation. The effect of autocatalytic decomposition of complexes with metallic nickel is been detected. The qualitative dependences of the process rate on the nature of the solvent and the structure of the allyl ligand are determined. The activation parameters of individual steps, consistent with quantum chemical calculations, are found.

Gold(I)-catalyzed intermolecular [2+2] cycloaddition of alkynes with alkenes

The gold(I)-catalyzed intermolecular reaction of terminal alkynes with alkenes leads to cyclobutenes. The use of sterically hindered cationic Au(I) complexes as catalysts is key for the success of this reaction.

Palladium-catalyzed desulfinylative Negishi C-C bond forming cross-couplings of sulfonyl and organozinc chlorides

Arene-, phenylmethane- and alkenesulfonyl chlorides are suitable electrophilic reagents in desulfinylative carbon-carbon bond formation cross-coupling reactions with organozinc reagents.