Nitric Acid → HCID 54000109, compound

HRID 638469Notes

Reaction equation

HRID 638469 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6].[N+:7]([O-])([OH:9])=[O:8]>>[N+:7]([CH2:1][CH:2]=[CH:3][CH2:4][CH2:5][CH3:6])([O-:9])=[O:8]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 115971-Hexene

Product 1

HCID 54000109HCID 54000109, compoundYield 20.5%

Conditions

Temperature
40 °C

Procedure

1-Hexene (125 mL, 1.0 mole) and concentrated nitric acid (90 mL, 2.0 moles) were mixed at room temperature. With rapid stirring the solution was heated to 40° C. for 41/2 hours. With continued stirring the solution was cooled to room temperature and the organic layer separated. It was washed with a saturated sodium chloride solution then dried over magnesium sulfate. After filtering, vacuum distillation removed unreacted 1-hexene leaving one product, 1-nitro-2-hexene in 20.5% yield. This desired product was confirmed by IR and gas chromatography (GC) analysis.

Workup

  1. stirringWith continued stirring the solution
  2. temperaturewas cooled to room temperature
  3. customthe organic layer separated
  4. washIt was washed with a saturated sodium chloride solution
  5. dry with materialthen dried over magnesium sulfate
  6. filtrationAfter filtering
  7. distillationvacuum distillation
  8. customremoved unreacted 1-hexene leaving one product, 1-nitro-2-hexene in 20.5% yield

Sources & evidence

ORD record
ord-a035c5e205d448d5bb2cd6dadf0e435f
Source dataset
uspto-grants-1985_12
Patent number
US04561862

Reaction notes

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