Iodo acetic acid

Pyridine and chloroacetic acid react normally to give the stable betaine derivative, but 2,5-dimethylpyrazine is quite different in its behavior. Chloroacetic acid is without action while both bromo- and iodo-acetic acid react smoothly, more rapidly in nitrobenzene than in... 

The limited knowledge of thermal behaviour of halogenated acids has been extended significantly by a pyrolysis (infrared laser-powered) and semiempirical study which has established that mono-, di- and tri-chloroacetic, trifluoroacetic, and bromoacetic acid eliminate HX and that both bromo- and iodo-acetic acid undergo C—X bond homolysis acetic acid undergoes decarboxylation and dehydration under the same conditions.46 The semiempirical calculations of corresponding activation energies are consistent with these conclusions. 

From Malonic Ester.—The same constitution is also proven by an interesting synthesis from malonic ester. Mono-sodium di-ethyl malonate reacts with monobrom, or mono-iodo acetic acid, and yields the ester of a tri-carboxy acid which after hydrolysis to the acid loses carbon di-oxide and yields succinic acid. 

Its inactivity gives preference to the second formula the first, however, contains an asymmetric carbon atom, for which reason I hope to be able to produce the acid named by following the method of Frankland and Duppa from oxalic acid and iodo acetic acid esters by the aid of zinc. 

Bromo- bzw. iodo-acetic acid Cleavage Product after cleavage ... 

Bums and Turner (2) subjected proteins to either alkylation with iodo-acetic acid (3) or performic acid oxidation (4) to render them susceptible to enzymatic digestion. The treated proteins were then dissolved in ammonium bicarbonate buffer (0.05 M, pH 8.4) to a concentration of 2 mg/ml and TPCK-treated trypsin [L-(l-tosylamide-2-phenylethyl chloromethyl ketone] was added to give a final enzyme-to-substrate ratio of 1 75. The digest is incubated for 5 h at 30 C, freeze-dried, and redissolved in 10% isopropanol for application to the plates. 

After the wool is reduced, it is reacted with iodo acetic acid. When extracted using ammonium water, S-carboxymethyl keratin (SCMK) can be extracted. When fractionated according to solubility differences, it is divided into SCMKA with low solubility and SCMKB with high solubility. When SCMKB is fractionated further, HS protein is obtained. 

C4H7IO2 iodo-acetic acid ethyl ester 623-48-3... 

Viprostol (81) also incorporates a hydroxy group moved to C-16 and protects this from facile metabolic oxidation by vinylation. It is a potent hypotensive and vasodilatory agent both orally and transdermally. The methyl ester moiety is rapidly hydrolyzed in skin and in the liver so it is essentially a prodrug. It is synthesized from protected E-iodo olefin 78 (compare with 75) by conversion to the mixed organocuprate and this added in a 1,4-sense to olefin 79 to produce protected intermediate 80. The synthesis of viprostol concludes by deblocking with acetic acid and then reesterification with diazomethane to give 81 [19]. 

Methyl a-D-mannopyranoside was treated in succession with p-toluene-sulfonyl chloride, carbonyl chloride, and benzoyl chloride, and, without isolating the intermediates, there was obtained in 37% yield methyl 4-0-l enzoyl-2,3-O-carbony 1-6-0-(p-tolylsulfonyl ) -D-mannoside. The tos-yloxyl group of the latter was replaced by iodine, and hydrogenation of the 6-iodo derivative in the presence of a nickel boride catalyst gave methyl 4-0-benzoyl-2,3-0-carbonyl-6-deoxy- -D-mannoside. Treatment of the latter with hydrogen bromide in acetic acid gave crystalline 4-0-benzoyl-2,3-0-carbonyl-6-deoxy-a-D-mannosyl bromide (8) (16). The... 

Benzene- 1,2-diacetonitriles e.g. 19, in the presence of hydrogen bromide in acetic acid, or in diethyl ether, cyclize to 4-bromo-l //-3-benzazepin-2-amines, e.g. 20a.41,42 l//-Naphtho[2,3-t/]azepines, e.g. 22a, are prepared in a similar manner from naphthalene-2,3-diacetonitriles, e.g. 21.41 Replacement of hydrogen bromide by hydrogen iodide yields the corresponding 4-iodo derivatives, e.g. 20b and 22b. 

Iodosobenzene diacetate is best prepared by the action of peracetic acid and acetic acid on iodobenzene. The present procedure is superior to earlier ones 5-8 because it uses inexpensive, commercially available peracetic acid, is faster, and gives higher yields. The procedure seems general for aiyl iodides with electron-releasing substituents, for the submitters have obtained good yields of diacetates from o-, m- and />-iodoto uene, 2- and 4-iodo-wt-xyiene, 2-iodo-/>-xylene, o-iodophenetole, and 4-iodobi-phenyl. 

Iodo-p-xylene has been prepared by the action of potassium iodide on diazotized p-xylidine (2,5-dimethylbenzenamine) (21% yield),5 from p-xylene with molecular iodine in concentrated nitric acid (50% yield)6 or in ethanol-sulfuric acid in the presence of hydrogen peroxide (64% yield),7 and with molecular iodine in glacial acetic acid-sulfuric acid in the presence of iodie acid as a catalyst (85% yield).8... 

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