Water → Cyclohexanone 2,4-dinitrophenylhydrazone

HRID 131064Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 131064
S(=O)(=O)(O)O.[N+:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[NH:18][NH2:19])([O-:8])=[O:7].O.[C:21]1(=O)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>C(O)C>[N+:6]([C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[NH:18][N:19]=[C:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)([O-:8])=[O:7]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 7967CyclohexanoneHCID 3772977(2,4-Dinitrophenyl)hydrazine2×

Produkt 1

HCID 74117Cyclohexanone 2,4-dinitrophenylhydrazoneAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

Concentrated sulfuric acid (2 mL) and 0.4456 g of 2,4-dinitrophenylhydrazine (2,4-DNP) were combined in a 25-mL Erlenmeyer flask. Water was added (2 to 3 mL) dropwise with swirling until the 2,4-DNP dissolved. This was followed by 10 mL of 95% ethanol. This solution was added, dropwise with swirling, to a solution of cyclohexanone, 0.5725 g, dissolved in 20 mL of 95% ethanol. A precipitate formed within 5 minutes. The mixture was refrigerated overnight. The precipitate was filtered to yield a yellow-orange crystalline solid. The product was re-crystallized from approximately 30 mL of absolute ethanol to afford 0.4 g of cyclohexanone 2,4-dinitrophenylhydrazone as orange flakes. The yield was 95%.

Aufarbeitung

  1. dissolutiondissolved
  2. additionThis solution was added
  3. customA precipitate formed within 5 minutes
  4. filtrationThe precipitate was filtered
  5. customto yield a yellow-orange crystalline solid
  6. customThe product was re-crystallized from approximately 30 mL of absolute ethanol

Quellen und Nachweise

ORD-Eintrag
ord-95e62093413b47619e906d83165283e4
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384558B2

Notizen zur Reaktion

Wird geladen…