Reaktion #6408

Reaktionsgleichung

3-bromo-2,4,6-triiodophenol

2,2,3,4,4-pentafluoro-3,4-dibromo-butyryl chloride

→

(2,4,6-triiodo-3-bromo-phenyl)-2,2,3,4,4-pentafluoro-3,4-dibromobutyrate

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added dropwise through a dropping funnel
2. 2
   workup.STIRRINGThe mixture was stirred overnight at room temperature
3. 3
   WaschenThe mixture was washed in a separatory funnel twice with 250 ml of DI water
4. 4
   Filtrationfiltered through a column of silica
5. 5
   Sonstigethe solvent evaporated
6. 6
   SonstigeThe material was then chromatographed on a column of silica using FREON 113 (trichlorotrifluroethane) as eluent
7. 7
   SonstigeThe sample (25 grams), which slowly crystallized at room temperature

Vorschrift

20.3 grams of 3-bromo-2,4,6-triiodophenol (m.p 155°-157° C.) were dissolved in 50 ml of pyridine 13.0 grams of 2,2,3,4,4-pentafluoro-3,4-dibromo-butyryl chloride were added dropwise through a dropping funnel with stirring. The mixture was stirred overnight at room temperature. The mixture was washed in a separatory funnel twice with 250 ml of DI water, then filtered through a column of silica and the solvent evaporated. The material was then chromatographed on a column of silica using FREON 113 (trichlorotrifluroethane) as eluent. The sample (25 grams), which slowly crystallized at room temperature, was shown to be pure ester (97%) by gc/ms. It is suitable for use as a fluid above its melting point of 56°-57° C. m/e (chemical ionization) 129 (21%, CF2Br); 131 (100%, CF2Br and C3F5); 140 (13%, C5HBr); 142 (13%, C5HBr); 188 (14%, C5HI); 267, 269 (11%, 10% C5BrIH); 315 (4%, C5I2H); 422, 424 (6%, 7%, C6I2HBrO); 549, 551 (5%, 4%, C6I3HBrO); 866, 868, 870, 872 (0.2%, 0.6%, 0.4%, 0.2%, molecular ion). I.R.(ν, in cm-1) =3080 (Ar--H); 1800 (C=O); 1550, 1520 (Ar C=C).

Quelle