5294-03-1

Basic information

• Product Name: Benzene, 1,1'-(1,2-ethynediyl)bis[2-methyl-
• Synonyms: Benzene,1,1'-(1,2-ethynediyl)bis[2-methyl;di-o-tolylacetylene;bis-(o-tolyl)-acetylene;1,2-di-o-tolylethyne;2,2'-dimethyltolane;bis(2-methylphenyl)acetylene;1,2-di(2-methylphenyl)acetylene;1,2-di-o-tolylethyn
• CAS NO: 5294-03-1
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Mol File: 5294-03-1.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 338.481oC at 760 mmHg
• Flash Point: 151.297oC
• Density: 1.039g/cm3
• CAS DataBase Reference: Benzene, 1,1'-(1,2-ethynediyl)bis[2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(1,2-ethynediyl)bis[2-methyl-(5294-03-1)
• EPA Substance Registry System: Benzene, 1,1'-(1,2-ethynediyl)bis[2-methyl-(5294-03-1)

Safety Data

• Hazardous Substances Data: 5294-03-1(Hazardous Substances Data)

Upstream product

• 57542-70-8 α,α'-dibromo-2,2'-dimethyl-bibenzyl 
• 82357-55-9 2-bromo-1,1-di-o-tolyl-ethene 
• 615-37-2 ortho-methylphenyl iodide 
• 626-55-1 3-Bromopyridine 
• 471-25-0 Propiolic acid 
• 142-45-0 Acetylenedicarboxylic acid 
• 95-46-5 2-methylphenyl bromide 
• 75-20-7 calcium carbide 
• 1066-54-2 trimethylsilylacetylene 
• 95-49-8 2-methylchlorobenzene 
• 2093-46-1 2-methylphenyl diazonium tetrafluoroborate 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 16419-60-6 2-Methylphenylboronic acid 
• 1216963-74-4 lithium acetylide-ethylenediamine complex 

Downstream Products

• 10311-74-7 2,2'-dimethyl-stilbene 
• 1160155-78-1 4-methyl-2-o-tolyl-indan-1-one 
• 62155-47-9 1,1,2-tri-o-tolylethene 
• 1257102-59-2 (1,2-bis(diphenylphosphanyl)benzene)Pt(C₂(C₆H₄CH₃)2) 

Relevant articles and documents

Synthesis of α-Ketoimidoyl Fluorides via Geminal Fluorine-Promoted Azide Rearrangement

Despite the promising synthetic potential, the utilization of imidoyl fluorides has been hampered by the lack of broadly applicable preparative methods. Herein, bench-stable α-ketoimidoyl fluorides were synthesized from geminal chlorofluorides through tandem azidation/rearrangement under mild conditions. The efficiency was consistently high, regardless of the steric and electronic environments. The synthetic utility of the α-ketoimidoyl fluoride was also demonstrated. Furthermore, the remarkable accelerating effect of the geminal fluorine substituent was identified and rationalized by density functional theory calculation.

Rhodium-Catalyzed Regioselective Hydroformylation of Alkynes to α,β-Unsaturated Aldehydes Using Formic Acid

A rhodium-catalyzed hydroformylation of alkynes with formic acid was developed. The method provides α,β-unsaturated aldehydes in high yield and E-selectivity without the need to handle toxic CO gas.

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.