Hydrochloric Acid → Trinitrophloroglucinol

HRID 1828376

Reaktionsgleichung

Reaktionsgleichung von HRID 1828376
N[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[C:9]([OH:14])[C:5]([N+:6]([O-:8])=[O:7])=[C:4](N)[C:3]=1[N+:16]([O-:18])=[O:17].[OH-:19].[Na+].Cl.[OH2:22]>>[N+:16]([C:3]1[C:2]([OH:19])=[C:10]([N+:11]([O-:13])=[O:12])[C:9]([OH:14])=[C:5]([N+:6]([O-:8])=[O:7])[C:4]=1[OH:22])([O-:18])=[O:17]

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 5249535Phenol, 3,5-diamino-2,4,6-trinitro-

Produkt 1

HCID 4555524TrinitrophloroglucinolAusbeute 84 %

Reaktionsbedingungen

Temperatur
4 °C

Versuchsvorschrift

Diaminopicric acid (0.100 g, 0.386 mmol) is suspended in water (6.85 ml) and a 50% aqueous solution of sodium hydroxide (0.65 ml,12.5 mmol) is added. The suspension is stirred for 0.5 hr in a heated water bath (98–100° C.) to produce an orange-red suspension which is cooled to 4° C. Addition of cold 12N hydrochloric acid (4 ml) produces a deep yellow suspension that is heated to solution. Cooling to 4° C. produces orange-yellow crystals (needles) that are collected, washed with cold 3N hydrochloric acid and dried to give trinitrophloroglucinol (0.085 g) in 84% yield. The IR spectrum for this material corresponds to that for known trinitrophloroglucinol.

Aufarbeitung

  1. customto produce an orange-red suspension which
  2. customproduces a deep yellow suspension that
  3. temperatureis heated to solution
  4. temperatureCooling to 4° C.
  5. customproduces orange-yellow crystals (needles) that
  6. customare collected
  7. washwashed with cold 3N hydrochloric acid
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-838ef8f22aae426493df74c337424133
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07057073B2

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