1828-89-3

Basic information

• Product Name: 1,3-Phenylene
• Synonyms: m-Phenylene(8CI); m-Benzyne
• CAS NO: 1828-89-3
• Molecular Formula: C6H4
• Molecular Weight: 76.0978
• Mol File: 1828-89-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,3-Phenylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Phenylene(1828-89-3)
• EPA Substance Registry System: 1,3-Phenylene(1828-89-3)

Safety Data

• Hazardous Substances Data: 1828-89-3(Hazardous Substances Data)

Upstream product

• 71-43-2 benzene 
• 2396-01-2 phenyl radical 
• 1786-87-4 Isophthaldipersaeure 
• 22176-80-3 <2.2>Metaparacyclophan-2,9-dion 
• 626-00-6 1,3-Diiodobenzene 
• 99-65-0 meta-dinitrobenzene 

Downstream Products

• 3474-12-2 dichloromethyl radical 
• 2396-01-2 phenyl radical 
• 118364-73-1 dichlorocarbene^(1-) 
• 56322-07-7 C₇H₄O₂^(1-) 
• 21438-99-3 cyanomethanide 
• 16331-65-0 t-butoxide 

Relevant articles and documents

Vibrational spectrum of m-benzyne: A matrix isolation and computational study

m-Benzyne (2) was generated in low-temperature matrices and IR spectroscopically characterized from four different precursors. To assign the IR absorptions, the perdeuterated derivative 2-d4 was also investigated. By comparison with CCSD(T) cal

Reactions of the Benzyne Radical Anion in the Gas Phase, the Acidity of the Phenyl Radical, and the Heat of Formation of o-Benzyne

The thermally equilibrated ion-molecule reactions of the o-benzyne radical anion have been examined in the gas phase with the flowing afterglow technique.By using the bracketing technique between o-C6H4.- and Broensted acids of known acidity, we have established the gas-phase acidity of the phenyl radical as ΔG degacid.> = 371-3+6 kcal mol-1.Combination of our experimental acidity of the phenyl radical with appropriate thermochemical data from the literature yields a variety of substantially improved thermochemical values of C6H4 and C6H5. species, most notably, ΔHfdeg = 105 kcal mol-1.In addition to behaving as a Broensted base, o-benzyne radical anion is found to undergo a number of other reactions, including electron transfer, H/D exchange, H2+ transfer, and direct addition.The reaction between o-C6H4.- and the simple aliphatic alcohols is shown to be a competition between proton transfer and H2+ transfer while that between o-C6H4.- and dioxygen or 1,3-butadiene is found to be exclusively an associative detachment process.One unanticipated, novel observation from these studies is the facile formation of an addition complex between the o-benzyne radical anion and carbon dioxide, leading to a distonic radical anion (benzoate-type anion, phenyl-type radical) that offers a unique opportunity for examining radical chemistry in ion-molecule encounter complexes.