20679-59-8

Basic information

• Product Name: 5-methylidenecyclohexa-1,3-diene
• Synonyms: 5-Methylene 1,3-cyclohexadiene; 5-Methylene-1,3-cyclohexadiene
• CAS NO: 20679-59-8
• Molecular Formula: C₇H₈
• Molecular Weight: 92.1384
• Mol File: 20679-59-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 123°C at 760 mmHg
• Flash Point: 6.2°C
• Density: 0.86g/cm³
• Vapor Pressure: 16.4mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: 5-methylidenecyclohexa-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methylidenecyclohexa-1,3-diene(20679-59-8)
• EPA Substance Registry System: 5-methylidenecyclohexa-1,3-diene(20679-59-8)

Safety Data

• Hazardous Substances Data: 20679-59-8(Hazardous Substances Data)

Upstream product

• 104-51-8 1-butylbenzene 
• 539-30-0 benzyl ethyl ether cation radical 
• 65283-95-6 5-Methylenbicyclo<2.2.1>hept-2-en-7-on 
• 108-88-3 toluene 
• 69961-23-5 cis-1,1-dibromo-2-(1,3-butadienyl)cyclopropane 
• 67254-49-3 5-methylenebicyclo<2.2.0>hex-2-ene 
• 90534-57-9 Kohlensaeure-methyl-<1,4-cyclohexadien-1-ylmethyl>-ester 

Downstream Products

• 80106-16-7 (3-Methyl-cyclohexa-2,4-dienylmethyl)-benzene 
• 80106-15-6 (1-Methyl-cyclohexa-2,5-dienylmethyl)-benzene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 80106-14-5 (1-Methyl-cyclohexa-2,4-dienylmethyl)-benzene 
• 80106-13-4 (4-Methylene-cyclohex-2-enylmethyl)-benzene 
• 74502-19-5 1-methyl-5-benzyl-1,3-cyclohexadiene 
• 3071-34-9 benzyl hydroperoxide 

Relevant articles and documents

REGIOSPEZIFISCHES UMLAGERUNGSVERHALTEN BUTADIENYL- UND VINYLSUBSTITUIERTER CYCLOPRPILYDENE

The reaction of the mono- and bis-dibromocarbene adducts of trans- and cis-hexatriene with methyllithium proceed regiospecifically.The results are supported by labelling (12C > 99.95percent) experiments.

Tautomerization energetics of benzoannelated toluenes

The energy of tautomerization of some isotoluene structures has been measured by gas-phase ion/molecule reactions and by solution calorimetry. Benzoannelation appreciably destabilizes the aromatic tautomer, relative to the isotoluene form. An inverse saturation effect on the acidities of toluene, 1 -methylnaphthalene, and 9-methylanthracene is observed. The p-isotoluene 3-methylene-1,4-cyclohexadiene appears to have the weakest C-H bond dissociation energy known, 64 ± 3 kcal/mol. Molecular orbital calculations bear out these results.

Absorption Spectra and Photochemical Rearrangements of Alkyl- and Dialkylbenzene Cations in Solid Argon

Matrix photoionization of alkyl- and dialkylbenzenes produced and trapped the parent radical cations.Irradiation in the visible parent cation absorption induced α-H transfer to the cation ring to give substituted methylenecyclohexadiene cations.The ease of 1,3-hydrogen transfer in these experiments suggests that this may be an important rearrangement in gaseous alkylbenzene cations.Subsequent ultraviolet photolysis of these samples produced substituted styrene cations.