Oxygen acetyl chloride reaction

The conclusive proof that in acetone there are two methyl groups present is in the synthesis of acetone from acetic acid and acetyl chloride, reactions which we shall soon study. With this conclusive proof our formula, as we have written it, must be correct and our ideas in regard to the oxidation of compounds containing hydrogen linked to carbon are probably correct also. The steps in the oxidation are probably as we have indicated, viz., that hydrogen is first converted into hydroxyl and when as a result of such oxidation, two hydroxyls are linked to one carbon the compound loses water, leaving one oxygen doubly linked to the carbon. This enables us to understand the facts that only primary alcohols on oxidation yield aldehydes, secondary alcohols yield ketones, while tertiary alcohols yield neither aldehydes nor ketones. 

Reaction with triplet oxygen 0( P) atoms [17778-80-2] gives high yields of CO and chloroacetaldehyde [107-20-0], with smaller amounts of acetyl chloride [75-36-5], HCl, methane [74-82-8], and polymer. The rate of the gas-phase reaction of vinyl chloride with 0( P) atoms has also been reported (41). 

Not only water and alcohols, but also other oxygen compounds, are able to react covalently with acylium ions. In the case of hydroxy compounds the product is stabilized by loss of the proton from the hydroxyl group, but certain ethers give an analogous reaction in which the product is stabilized by loss of a carbonium ion.288 Using acetyl chloride with silver perchlorate in nitromethane as the source of acetyl... 

C, and then three molecular equivalents of acetyl chloride and triethy-lamine were added. Three types of acetylated materials, 11, 12, and 13, were isolated accompanied by a small amount of thioketone 7 and thioamide 9 (Scheme 8 and Table 6). All of the acetylated materials showed optical activity. For the reaction of 6a, 84% ee of 2-(acetylthio)aziridine 11a, 50% ee of 4-(acetyl-thio)oxazoline 12a, and 20% ee of 4-(acetylthio)oxazolidin-2-one 13a were obtained in 39,10, and 16% yields, respectively. In the reaction of 6b,c, the corresponding optically active materials 11-13 were obtained as shown in Table 9. The formation of oxazoline 12 involves the rearrangement ofAT-acyl aziridines, which occurs by intramolecular attack of the carbonyl oxygen at the ring carbon to cause rupture of the system. 

We studied dienic elastomer films (EPDM, poly-octenamer, poly-isobutylene-co -iso-prene) which react with singlet oxygen, 02, according a "ene" reaction described elsewhere1 12. The resulting hydroperoxidized polymers can also be treated by nitric oxide and acetyl chloride but the reactions result now in the formation of nitrate and perester respectively ... 

The sulfoxide derivatives of some thiabenzenes have been prepared these molecules are much more stable than the parents, and may be subjected to a wider range of reactions (Scheme 26) (74JOC3519). It is apparent that the ylidic character of these molecules is reduced vis-a-vis the non-oxygenated species. The lack of reaction with acetyl chloride should be compared with the effect of trimethylsilyl chloride in equation (72) (74JA6119). The mechanism of this reductive dealkylation has not been explored. 

The oxygen of ketone and aldehyde groups is readily replaced by halogen under the influence of phosphorus trichloride or pentachloride the reaction may be carried out with or without a solvent solvents commonly employed are chloroform, benzene, petroleum ether, acetyl chloride and phosphorus oxychloride. 

The reactivity of A2-thiazolin-5-ones is closely related to the protomeric equilibrium shown in Scheme 127. The nucleophilic activity of the C-5 oxygen atom is clearly demonstrated by its reaction with acetyl chloride, acetic anhydride, benzoyl chloride, methyl or phenyl isocyanate, carbamoyl chloride or phosphorus derivatives in the presence of bases, to give (205-208 Scheme 140). 

When a reaction occurs in the presence of a weak acid or weak base, the intermediates do not necessarily carry a net positive or negative charge. For example, the following mechanism often is written for the hydrolysis of acetyl chloride in water. (Most molecules of acetyl chloride probably are protonated on oxygen before reaction with a nucleophile, because acid is produced as the reaction proceeds.)... 

Hexafluoroacetone has been a popular compound for further photochemical study" " Majer et al. have reported on the photolysis of alicyclic perfluoroketones and of chloropentafluoroacetone other work on fluorinated ketones has been reported by Pritchard et a/. - , by Phillips and Trotman-Dickenson , and by Schuster and Patel . Intramolecular elimination reactions in the photolysis of fluoroaldehydes have been discussed by Morris and Thynne and by Pritchard and Perona . Photolytic studies on other oxygen-containing halogen compounds have included chloroacetic acids , acetyl chloride , perfluoroacyl fluorides , CF3OF and CF3OOCF3 . 

These reactions are generally similar to those shown by the saturated dioxastan-nolanes. The stannolenes are less readily hydrolysed than the stannolanes, and the conjugation of the unshared electrons on oxygen in the dioxastannolenes appears to render them less nucleophilic. Thus 2,2-dibutyl-3,4-diphenyl-l,3,2-dioxastannolene does not react with organic isocyanates, whereas the stannolanes do react to give carbamates. Acetyl chloride reacts to give the cis-diacetate, but acetic anhydride gives mainly the trans-diester. 

Autoxidation of compound 219 has been reported to occur in the presence of two molar equivalents of acetyl chloride and oxygen the product 221 was isolated in racemic form. Since no reaction occurred in the absence of acetyl chloride, the acetoxonium salt 220 is implicated as the species that undergoes the autoxidation. 

C-sodium acetate is produced by the reaction of the Grignard reagent, methylmagnesium bromide in diethyl ether, with cyclotron-produced nC-carbon dioxide at -15°C (Oberdorfer et al, 1996). After reaction, the product is allowed to react with O-phthaloyl dichloride to produce nC-acetyl chloride, which is then hydrolyzed to 11C-acetate with saline. The solution is filtered through a 0.22-pm membrane filter. 11C-acetate has been found to be stable at pH between 4.5 and 8.5 for up to 2 h at room temperature. The overall yield is about 10-50%. It is used for the measurement of oxygen consumption (oxidative metabolism) in the heart, since acetyl CoA synthetase converts 11C-acetate to acetyl coenzyme A after myocardial uptake, which is metabolized to 11C-C02 in the tricarboxylic acid cycle. 

Hydroxypyridine protonates on nitrogen, with a typical pyridine p/faH of 5.2 the pyridones are much less basic and, like amides, protonate on oxygen.However, the reaction of 4-pyridone with acid chlorides produces A-acyl derivatives. l-Acetyl-4-pyridone subsequently eqnilibrates in solution affording a mixtnre with 4-acetoxypyridine. ... 

According to the view of the structure of acetic anhydride which has been given, the compound consists of two acetyl (CH3CO) groups in combination with oxygen. Evidence of the correctness of this conception is furnished by the reaction by which the anhydride is readily prepared. The method consists in treating a mixture of sodium acetate with acetyl chloride ... 

Zinc alkides form addition-products with aldehydes and ketones, which on treatment with water, yield secondary and tertiary alcohols, respectively. In the reactions between organo-metallic compounds and substances which contain the carbonyl group (C = 0), the positive, metallic atom enters into combination with the negative oxygen atom, and the alkyl radical unites with carbon. The structure of the compound formed from zinc ethyl and acetyl chloride is an example —... 

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