Barium Acetate Dioxide

Synthetic chemical approaches to the preparation of carbon-14 labeled materials iavolve a number of basic building blocks prepared from barium [ CJ-carbonate (2). These are carbon [ C]-dioxide [ CJ-acetjlene [U— C]-ben2ene, where U = uniformly labeled [1- and 2- C]-sodium acetate, [ C]-methyl iodide, [ C]-methanol, sodium [ C]-cyanide, and [ CJ-urea. Many compHcated radiotracers are synthesized from these materials. Some examples are [l- C]-8,ll,14-eicosatrienoic acid [3435-80-1] inoxn. [ CJ-carbon dioxide, [ting-U— C]-phenyhsothiocyanate [77590-93-3] ftom [ " CJ-acetjlene, [7- " C]-norepinephrine [18155-53-8] from [l- " C]-acetic acid, [4- " C]-cholesterol [1976-77-8] from [ " CJ-methyl iodide, [l- " C]-glucose [4005-41-8] from sodium [ " C]-cyanide, and [2- " C]-uracil [626-07-3] [27017-27-2] from [ " C]-urea. All syntheses of the basic radioactive building blocks have been described (4). 

After treatment of XXXVI with aqueous barium hydroxide, the liquor contained formic, methoxyacetic, and ethoxyacetic acids, methoxyacetone, and ethoxyacetone, produced by the two modes of cleavage XXXVIa and XXXVIb. Formic acid was converted with red mercuric oxide to carbon dioxide this was recovered as barium carbonate, the radioactivity of which was a measure of the C14 incorporated into Cl of kojic acid in the biosynthetic process. The alkoxyacetones were removed from the liquor by steam distillation, and converted to iodoform and a mixture of methoxy- and ethoxy-acetic acids. The iodoform was recovered by filtration its radioactivity indicated the proportion of C14 incorporated into C4. The alkoxy-... 

Barium carbonate decomposes to barium oxide and carbon dioxide when heated at 1,300°C. In the presence of carbon, decomposition occurs at lower temperatures. Barium carbonate dissolves in dilute HCl and HNO3 liberating CO2. Similar reaction occurs in acetic acid. The solid salts, chloride, nitrate and acetate that are water soluble may be obtained by evaporation of the solution. Dissolution in HF, followed by evaporation to dryness, and then heating to red heat, yields barium fluoride. 

While the distillation is continuing, two or three crystals of barium chloride are added to the distillate in the first Erlenmeyer flask. This distillate is then boiled gently for several seconds to remove carbon dioxide as well as to ascertain if any turbidity appears (Note 6). If the distillate remains clear, it is titrated with standard 0.01 N sodium hydroxide solution after addition of four to five drops of the phenolphthalein solution (Note 7). All further distillates are treated as described above. If less than 4ml of the standard alkali solution are required for the titration of the first distillate, the next 10ml of distillate is similarly titrated. If the acetic acid in the initial distillate consumes more than 4ml of standard alkali then three additional 5-ml distillates are collected and individually titrated as described above. When the indicator changes color upon the addition of the first drop of the alkaline solution, the analysis is complete. 

---