Acetylation acetic chloride

The acetylium ion is the strongest acid species in the acetic anhydride system, and acetyl fluoborate, which is a good conductor in liquid sulfur dioxide, is a strong acid in acetic anhydride. Acetyl fluoborate, chloride, thiocyanate, and benzene sulfonate may all be titrated as acids in acetic anhydride using sodium acetate, a strong base in that system. 08 The neutralization reaction is ... 

A portion of this crude product (0.55 g) was dissolved in 3 mL of acetic anhydride, the solution was cooled to 0°C, and saturated with HCl(g). The mixture was stirred at room temperature for 12 h, at which time TLC indicated most of the starting material had been consumed. The mixture was poured into ice-water, extracted with CHC13, washed with saturated NaHCOj and brine. The organic layer was dried, filtered, and concentrated to give 440 mg of the crude acetylated glycosyl chloride. 

Acetylation Acetic anhydride. N-Acetoxyphthalimide. 2- and 3-Acetoxypyridine. Acetyl chloride. N-Acetylimidazole. Boron trifluoride. Catalysts (see Acetic anhydride). Ketene. Magnesium. Methyl oxocarbonium hexafluoroantimonate. Perchloric acid. Phenyl acetate. Pyridine. Sodium acetate. Tetraelhylammonium acetate. p-Toluenesulfonic acid. Tri-n-hexylethyl ammonium hydroxide. 2,4,6-Triisopropylbenzenesulfonyl chloride. Trityl-sodium. Zinc chloride. 

More recently, Gaare and Akporiaye (1996) studied the acylation of anisole by acetyl chloride and acetic anhydride. They observed that the activity of La-exchanged H-Y zeolite depends on the lantanum content. In fact, as can be seen in fig. 11, the highest yield to acylated compounds was obtained on catalysts with a 93% exchange. However, the activity to acylation reactions depends not only on the catalyst compositions but also on the acylating agents. Thus, it has been shown that activities for the acylation of anisole increases in the order benzoyl < acetyl < propionyl chloride, but, in all cases, a high selectivity to the para isomer was observed (Akporiaye et al. 1993). 

Acetic chloride. See Acetyl chloride Acetic ester Acetic ether. See Ethyl acetate Acetic oxide. See Acetic anhydride Acetic, 1,2,3-propanetriyl ester. SeeTriacetin Acetimidic acid. See Acetamide Acetimidothioic acid. See Methomyl Acetin. See,Glyceryl acetate Triacetin Acetisoeugenol... 

Dilauroyl peroxide. See Lauroyl peroxide Dilauryl acetyl dimonium chloride CAS 90283-04-8 129541-39-5 Synonyms Dodecanaminium, N-carboxymethyl-N,N-dimethyl-, dodecyl ester, chloride 1-Dodecanaminium, N-[2-(dodecyloxy)-2-oxyethyl]-N,N-dimethyl, chloride N-Dodecyl-N,N-dimethyl-N-(dodecyl acetate) ammonium chloride... 

More recently, Hooper and Watts [9] investigated the incorporation of deuterium labels into an array of small organic compounds via the base-mediated acylation of primary amines. Unlike the previous examples described here, the use of acetic-ds anhydride proved undesirable as it led to the generation of acetic-ds add as the byproduct, a problem that was circumvented through the use of acetyl-d3 chloride (Scheme 3.6). To perform a reaction, the authors employed two borosilicate glass microreactors coimected in series (reactor 1 = 201 pm wide x 75 pm deep x 2.0 cm... 

An acetate-chloride hydrate of lanthanum, [La2Cl3(C2H302)2(H20)7]Cl, was synthesized by reaction of the hydrated trichloride with dilute acetic acid or the sesquiox-ide with acetyl chloride. In this compound the La atom is coordinated by two chloride and seven oxygen ligands. This compound also is characterized by a one-dimensional infinite chain, La2Cl3(C2H302)2(H20)7] connected to like chains by chloride ions which are surrounded by H2O molecules (Schleid et al. 1991). 

A comparison between three standard methods of synthesis of purine nucleosides, namely fusion, condensation of acetylated glycosyl chlorides, and from 1-acetates in the presence of titanium(iv) chloride has been made. Thus when the glucosaminyl acetate (1) was fused with theophylline in the presence of p-toluenesulphonic acid and p-nitrophenol, a 45 % yield of the nucleoside (2) was obtained. In contrast to the findings of Ishido et al. Carbohydrate Res., 1975, 44, 215), lower yields were obtained when the activating agents were omitted. The nucleoside (3) synthesized in 32 % yield from the glucosyl acetate... 

Preparative Methods (i) from 3-trimethylsilyl-2-propyn-l-ol by reduction (sodium bis(2-methoxyethoxy) aluminum hydride (Red-Al), 70%) and acetylation (acetyl chloride, pyridine, 78%) (ii) from 3-trimethylsilyl-2-propyn-l-ol by reduction (P-2 raney nickel, H2, 86%) and acetylation (iii) from ally-loxytrimethylsilane by a metalation-rearrangement sequence (f-butyllithium, 90%) and acetylation (acetic anhydride, triethylamine, 76%). ... 

For Ru02-loading, the p-block metal oxides were impregnated with various ruthenium compounds such as ruthenium chloride, RuCb, aqueous solution, ruthenium carbonyl complex, Ru3(CO)i2, in THF, and ruthenium acetyl acetate, Ru(CsH702)3 in THF. The Ru compounds loaded metal oxides were dried at 333 K and oxidized at 673 to 773 K in air to convert the ruthenium species to ruthenium oxide. 

Labeled compounds. Acetic- G acid and excess phthaloyl chloride heated to 120° during 3-4 hrs. and kept 1 hr. at this temp, with distillation of the product -> acetyl- G chloride (Y 97%) treated with LiAlH4 in diethylene glycol diethyl ether under Ng, excess L1A1H4 and the resulting alkoxide decomposed with ethylene glycol monophenyl ether, and the product distilled at a bath temp, of 110° ethanol- G (Y 88%). M. Buhner and L. H. Schmidt, Pharmazie 18, 668 (1963). 

N-Dodecyl-N,N-dimethyl-N-(dodecyl acetate) ammonium chloride. See Dilauryl acetyl dimonium chloride... 

Synonyms Polydimethylsiloxypropyl polyethoxy acetyl cocodihydroxyethyl ammonium chloride Siloxanes and silicones, dimethyl, 3-hydroxypropyl methyl,ethers with polyethylene glycol mono[[dodecylbis(2-hydroxyethyl)ammonio]acetate], chlorides... 

The higher iodides, however, tend to be unstable and decomposition occurs to the lower iodide (PI5 -> PI3). Anhydrous chlorides and bromides of some metals may also be prepared by the action of acetyl (ethanoyl) halide on the hydrated ethanoate (acetate) in benzene, for example cobalt(II) and nickel(II) chlorides ... 

For complete acetylation of polyhydric compounds, such as glucose (p. 141) and mannitol (p. I42), even undiluted acetic anhydride is insufficient, and a catalyst must also be employed. In such cases, the addition of zinc chloride or anhydrous sodium acetate to the acetic anhydride usually induces complete acetylation. ... 

Required Anhydrous sodium acetate, 21 g. acetyl chloride, IS ml. 

Mannitol, CH,0H(CH0Hi4CH40H, is a hexahydric alcohol obtained by the reduction of mannose. Since ring formation does not occur in mannitol, the hexacetyl derivative can exist in only one form, and therefore either zinc chloride or sodium acetate can be used as a catalyst for the acetylation. 

Pungent odour. Formic acid, acetic acid, acetyl chloride, acetic anhydride, benzoyl chloride, benzyl chloride, pyridine. Benzoquinone (when warmed with water). 

---