Ammonium nitrate → 2-Butene, 3-methyl-1,1-bis[(3-methyl-2-butenyl)oxy]-

HRID 1284159Notes

Reaction equation

HRID 1284159 reaction equation
[N+]([O-])([O-])=O.[NH4+].[CH3:6][C:7]([CH3:16])=[CH:8][CH2:9][O:10][CH:11]=[CH:12][C:13]([CH3:15])=[CH2:14]>C1(C)C(C)=CC=CC=1>[CH3:14][C:13]([CH3:15])=[CH:12][CH2:11][O:10][CH:9]([O:10][CH2:9][CH:8]=[C:7]([CH3:16])[CH3:6])[CH:8]=[C:7]([CH3:16])[CH3:6]

Participants

4

Conditions

Temperature
100 °C

Procedure

20 Parts of 1,1-di-(3-methyl-2-butenyloxy)-3-methyl-2-butene which was synthesized in Example 1, 43 parts of xylene, and 0.1 part of ammonium nitrate were charged in a flask, and the xylene was distilled off under reduced pressure (20 mmHg). Thereafter the bath temperature was maintained at not higher than 100°C., and the distillate was collected until the reaction was completed. Re-distilling the so obtained distillate, 5.15 parts of a fraction of a distillate boiling at 46.5°C./0.1 mmHg was obtained, which was confirmed to be 1-(3-methyl-2-butenyloxy)-3-methyl-1,3-butadiene from the results of IR, NMR, and high resolving power mass spectrum analyses. The analyses data are shown in Table 9.

Workup

  1. additionwere charged in a flask
  2. distillationthe xylene was distilled off under reduced pressure (20 mmHg)
  3. distillationthe distillate was collected until the reaction
  4. customRe-distilling the so obtained distillate, 5.15 parts of a fraction of a distillate boiling at 46.5°C./0.1 mmHg was obtained
  5. customresults of IR, NMR, and high resolving power mass spectrum analyses

Sources & evidence

ORD record
ord-a7c279302ea2490898942e642e48254f
Source dataset
uspto-grants-1976_08
Patent number
US03978092

Reaction notes

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