Nitric Acid → HCID 131711048, compound

HRID 1679146Notes

Reaction equation

HRID 1679146 reaction equation
[C:1]1([C:7]2[C:8]([C:13]3[C:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][CH:16]=[CH:17][CH:18]=3)=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:25](C1C=CC=CC=1)([O-:27])=[O:26].[N+:34]([O-])([OH:36])=[O:35]>C(O)(=O)C>[N+:25]([C:22]1[CH:23]=[CH:24][C:19]([C:14]2[C:13]([C:8]3[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:18][C:17]([N+:34]([O-:36])=[O:35])=[CH:16][CH:15]=2)=[CH:20][CH:21]=1)([O-:27])=[O:26]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 7416NitrobenzeneHCID 12549o-Quaterphenyl (8CI)

Product 1

HCID 131711048HCID 131711048, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Quaterphenyl (2.00g) was stirred in a refluxing glacial acetic acid (225ml), nitrobenzene (225ml) mixture until dissolved. Fuming nitric acid (d 1.5, 15ml) in acetic acid (60ml) was added over ten minutes. The mixture was further refluxed for fifty minutes. Upon cooling the flask in ice, yellow crystals appeared. They were recrystallized from chlorobenzene (0.85g, 33%). Upon heating, the material became mobile at 307° C with previous softening but did not clear even at 340° C when slow charring ocurred.

Workup

  1. dissolutionuntil dissolved
  2. temperatureThe mixture was further refluxed for fifty minutes
  3. temperatureUpon cooling the flask in ice
  4. customThey were recrystallized from chlorobenzene (0.85g, 33%)
  5. temperatureUpon heating
  6. custombecame mobile at 307° C with previous softening
  7. customdid not clear even at 340° C when slow charring

Sources & evidence

ORD record
ord-6bd1f3401d8049688fb3d4998f72133d
Source dataset
uspto-grants-1978_03
Patent number
US04079082

Reaction notes

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