Carbon Dioxide → Perfluorononanoic acid

HRID 483066

Reaktionsgleichung

Reaktionsgleichung von HRID 483066
[C:1](I)([C:4]([C:7]([C:10]([C:13]([C:16]([C:19]([C:22]([F:25])([F:24])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].[C:27](=[O:29])=[O:28]>CN(C)C=O.[Zn].[Mn]>[C:1]([C:27]([OH:29])=[O:28])([C:4]([C:7]([C:10]([C:13]([C:16]([C:19]([C:22]([F:25])([F:24])[F:23])([F:21])[F:20])([F:18])[F:17])([F:15])[F:14])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2]

Komponenten

6

Edukt 2

HCID 280Carbon DioxideHCID 10491Perfluorooctyl iodide

Produkt 1

HCID 67821Perfluorononanoic acidAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23930ManganeseKatalysatorHCID 23994ZincKatalysatorHCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a 50 ml round-bottomed flask, were added 1.0 g (15 mg-atom) of commercially available zinc powder, 1.9 g (15 mmol) of MnCL2 and 15 ml of dimethylformamide. Ultrasound generated in the same way as in Example 1 was applied for 1 hr to the solution to prepare zero-valent manganese. Next, a solution of 6 g (11 mmol) of C8F17I in 5 ml of dimethylformamide was added. As in Example 1, CO2 gas was introduced at a flow rate of 5 ml/min to the solution in a water bath for two hours under the irradiation of ultrasound by a ultrasonic cleaner (45 kHz, 35 W). The reaction was followed by the hydrolysis and then by the recrystallization such as in Example 1. 2.4 g (yield: 46%) of C8F17COOH was thus produced.

Aufarbeitung

  1. customThe reaction was followed by the hydrolysis
  2. customby the recrystallization such as in Example 1

Quellen und Nachweise

ORD-Eintrag
ord-2c37f8231fe44d0a9dcab44da7147209
Quelldatensatz
uspto-grants-1986_03
Patentnummer
US04578222

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