Hydrochloric Acid → Benzenediazonium, 2-nitro-, chloride (1:1)

HRID 67876

Reaktionsgleichung

Reaktionsgleichung von HRID 67876
[OH-].[Na+].CC(C1C=C(C(C)(C)C2C=CC=CC=2)C=CC=1O)(C)C1C=CC=CC=1.[N+:28]([C:31]1[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=1[NH2:33])([O-:30])=[O:29].[ClH:38].[N:39]([O-])=O.[Na+]>CO.O.C(O)(=O)C>[Cl-:38].[N+:28]([C:31]1[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=1[N+:33]#[N:39])([O-:30])=[O:29]

Komponenten

9

Edukt 5

HCID 313Hydrochloric AcidHCID 69462-NitroanilineHCID 14798Sodium HydroxideHCID 760132,4-DicumylphenolHCID 23668193Sodium Nitrite

Produkt 1

HCID 148932Benzenediazonium, 2-nitro-, chloride (1:1)

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
2 °C

Versuchsvorschrift

Using the general procedure of Example 4, 13.6 grams (0.34 mole) of sodium hydroxide pellets were dissolved in 145 ml of methanol followed by the addition of 16.5 grams (0.05 mole) of 2,4-di-(α,α-dimethylbenzyl)phenol and an additional 20 ml of methanol. The resulting solution was cooled to 2° C. Meanwhile a solution of o-nitrobenzenediazonium chloride was prepared by diazotizing a mixture of 8.3 grams (0.06 mole) of o-nitroaniline and 17.3 grams of concentrated hydrochloric acid and 6 ml of water with a solution of 4.3 grams of sodium nitrite in 8 ml of water. The diazonium solution was added gradually to the alkaline solution over a two-hour period at 2° C. The resulting deep purple reaction mixture was stirred for 30 minutes at 2° C., and then acidified with 20 ml of glacial acetic acid.

Quellen und Nachweise

ORD-Eintrag
ord-e6ec948168984a66b4a76e31e8340bb4
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04347180

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