Nitric Acid → HCID 20252275, compound

HRID 638471Notes

Reaction equation

HRID 638471 reaction equation
[CH2:1]([CH:3]([CH2:6][CH3:7])[CH:4]=[CH2:5])[CH3:2].[N+:8]([O-])([OH:10])=[O:9]>>[CH2:4]([C:3]([CH2:6][CH3:7])=[CH:1][CH2:2][N+:8]([O-:10])=[O:9])[CH3:5]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 199513-Ethyl-1-pentene

Product 1

HCID 20252275HCID 20252275, compoundYield 12%

Conditions

Temperature
70 °C

Procedure

3-Ethyl-1-pentene (15 mL, 0.11 moles) and concentrated nitric acid (9.6 mL, 0.15 moles) were mixed together at room temperature then with rapid stirring, heated to 70° C. for 4 hours. Heat was removed and stirring continued an additional 30 min. The organic layer was separated and washed with a saturated sodium chloride solution (3×15 mL) then dried over magnesium sulfate. After filtering, vacuum distillation (20 Torr, 28° C.) removed unreacted 3-ethyl-1-pentene. The remaining yellow oil contains 3-ethyl-1-nitro-2-pentene (12% yield) and a small amount of 3-ethyl-2-pentylnitrate. This was confirmed by IR and GC analysis.

Workup

  1. temperatureHeat
  2. customwas removed
  3. customThe organic layer was separated
  4. washwashed with a saturated sodium chloride solution (3×15 mL)
  5. dry with materialthen dried over magnesium sulfate
  6. filtrationAfter filtering
  7. distillationvacuum distillation (20 Torr, 28° C.)
  8. customremoved unreacted 3-ethyl-1-pentene

Sources & evidence

ORD record
ord-f71d86c148b3419e895ff59d99d9ce6b
Source dataset
uspto-grants-1985_12
Patent number
US04561862

Reaction notes

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