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Bochkarev, L. N.; Molosnova, N. E.; Zakharov, L. N.; Fukin, G. K.; Yanovsky, A. I.; Struchkov, Y. T. (1995). "1-Diphenylmethylene-4-(triphenylmethyl)cyclohexa-2,5-diene
Benzene Solvate".
507:
Eisenberg, David C.; Lawrie, Christophe J. C.; Moody, Anne E.; Norton, Jack R. (1991). "Relative Rates of
Hydrogen Atom (H) Transfer from Transition-Metal Hydrides to Trityl Radicals".
534:
Pangia, Thomas M.; Davies, Casey G.; Prendergast, Joshua R.; Gordon, Jesse B.; Siegler, Maxime A.; Jameson, Guy N. L.; Goldberg, David P. (28 March 2018).
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InChI=1S/C38H30/c1-6-16-30(17-7-1)37(31-18-8-2-9-19-31)32-26-28-36(29-27-32)38(33-20-10-3-11-21-33,34-22-12-4-13-23-34)35-24-14-5-15-25-35/h1-29,36H
354:. It is a yellow solid that is air-stable for hours at room temperature and soluble in organic solvents. The compound achieved fame as the
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Gomberg's dimer can be prepared quantitatively by treating trityl bromide with powdered copper or silver:
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C1=CC=C(C=C1)C(=C2C=CC(C=C2)C(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6
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536:"Observation of Radical Rebound in a Mononuclear Nonheme Iron Model Complex"
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Except where otherwise noted, data are given for materials in their
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381:. The C-C bond that reversibly breaks is rather long at 159.7
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3-triphenylmethyl-6-diphenylmethylidene-1,4-cyclohexadiene
299:140–144 °C; 284–291 °F; 413–417 K
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433:Gomberg's dimer reversibly dissociates to the
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327:is the organic compound with the formula Ph
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540:Journal of the American Chemical Society
509:Journal of the American Chemical Society
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205:Key: FWSYACUVHKGULL-UHFFFAOYSA-N
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377:structure has been determined by
50:1,1′,1′′-{methanetriyl}tribenzene
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309:(at 25 °C , 100 kPa).
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362:, which was prepared by
435:triphenylmethyl radical
389:Synthesis and reactions
360:triphenylmethyl radical
437:in organic solvents:
590:Aromatic hydrocarbons
379:X-ray crystallography
552:10.1021/jacs.7b12707
46:Preferred IUPAC name
17:Gomberg's dimer
521:10.1021/ja00013a026
271: g·mol
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313:Infobox references
16:
546:(12): 4191–4194.
515:(13): 4888–4895.
366:in his quest for
321:Chemical compound
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163:CompTox Dashboard
106:Interactive image
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456:Hexaphenylethane
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368:hexaphenylethane
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242:Chemical formula
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364:Moses Gomberg
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343:, where Ph =
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295:Melting point
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279:Yellow solid
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65:Identifiers
57:Other names
276:Appearance
235:Properties
462:References
409:Cu → Ph
383:picometers
289:1.16 g/cm
264:Molar mass
117:ChemSpider
93:3D model (
82:18909-18-7
72:CAS Number
405:CBr + 2
584:Category
570:29537258
450:See also
561:6047074
375:quinoid
285:Density
269:486.658
138:PubChem
568:
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219:SMILES
151:140290
126:123721
40:Names
356:dimer
194:InChI
95:JSmol
566:PMID
429:CuBr
425:+ 2
421:-CPh
373:Its
339:-CPh
556:PMC
548:doi
544:140
517:doi
513:113
490:doi
413:C=C
385:.
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358:of
331:C=C
168:EPA
141:CID
586::
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470:^
401:Ph
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423:3
419:5
417:H
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411:2
403:3
397:2
351:5
349:H
347:6
345:C
341:3
337:5
335:H
333:6
329:2
254:H
248:C
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166:(
97:)
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