Acetonitrile Acetyl chloride

Acetone cyanohydrin (stabilized), 6 Acetone tliiosemicarbazide, 6 Acetonitrile, 6 Acetophenetidin, 7 Acetophenone, 7 Acetyl acetone peroxide, 7 Acetyl bromide, 7 Acetyl chloride, 7... 

Dehydrochlorination of bis(tnfluoromethylthio)acetyl chloride with calcium oxide gives bis(trifluoromethylthio)ketene [5] (equation 6) Elimination of hydrogen chloride or hydrogen bromide by means of tetrabutylammonium or potassium fluoride from vinylic chlorides or bromides leads to acetylenes or allenes [6 (equation 7) Addition of dicyclohexyl-18-crown-6 ether raises the yields of potassium fluoride-promoted elimination of hydrogen bromide from (Z)-P-bromo-p-ni-trostyrene in acetonitrile from 0 to 53-71 % In dimethyl formamide, yields increase from 28-35% to 58-68%... 

Formamidine disulfide (103) was also formed when 5-aminothiatriazole (10) was allowed to react with thiobenzoyl chloride in acetonitrile without addition of base (81BSB89>. Beer and Hart found that 5-aminothiatriazole (10) reacted with acetyl chloride or acetic anhydride to give 3,5-diace-tamido-l,2,4-thiadiazole (104 R = Me) while neither a thiapentalene (102) nor 5-acetamido-thi-atriazole was observed (Scheme 18) <77CC143). In contrast, L abbe and Vermeulen isolated 2,5-dimethyl-l,6-dioxa-6a-/, -thia-3,4-diazapentalene (102 R = Me) together with the 1,2,4-thiadiazole... 

Acrylate 96 was acylated with acetyl chloride to deliver the acetate 97 in 98% yield (Scheme 4.16). C-Acylation of 97 was achieved at the (3-position of the acrylate in the presence of triethylamine in acetonitrile with acid chlorides 98a and 98b gave benzoylacry-lates 99a and 99b in 91% and 66% yield, respectively. 

Acetone Cyanohydrin Acetonitrile Acetophenone Acetylacetone Acetylbenzene Acetyl Bromide Acetyl Chloride Acetylene... 

Acetonitrile, phenyl-, 55,91, 94 Acetonitrile-18-crown-6 complex, 57, 31 Acetophenone, 58, 57, 61 ACETOPHENONE, 2-(2-ACETAMIDO-ETHYLE4,5-DIMETHOXY-, 56, 3 Acetophenone, 2-(2-acetamidoethyl)-4,5, 6-trimethoxy-, 56, 7 Acetophenone, 4-chloro, 55, 40 Acetophenone, 4-chloro-, oxime, 55, 39, 40 7-Acetoxy-4,4,6,7-tetramethylbicyclo-[4 2 0] octan-2-one, 57, 113 Acctylacetone, 58, 52, 56 Acetyl chloride, a rert-butyl-o-cyano-, 55, 38... 

Attempted Reaction of (Me4N) [Cr(HO-A2] with Acetyl Chloride in Acetonitrile. In 200 ml. of acetonitrile were placed 0.50 gram (0.00105 mole) of (Me4N) [Cr(HO-A)2], 1 ml. of pyridine, and 18 drops (excess) of acetyl chloride. The solution was warmed and within a few minutes the color changed from red to green. On evaporation a green oil was obtained, the infrared spectrum of which gave no indication of the presence of ester. 

Several attempts to prepare typical alcohol derivatives of [Cr(HO-A)2]-were unsuccessful these include Schotten-Bauman conditions (acetyl chloride in chloroform shaken with cold, aqueous alkaline solution of complex), refluxing in acetyl chloride, in glacial acetic acid, acetyl chloride in hot dimethyl formamide, acetyl chloride and pyridine in acetonitrile, and acetic anhydride in acetonitrile. The failure of refluxing acetyl chloride to effect acetylation brings to mind the work of Keller and Edwards (4) the acetyl chloride system is completely heterogeneous and consequently not conducive to reaction. However, even the homogeneous reaction of [Cr(HO-A)2] — with acetyl chloride in acetonitrile failed to give a measurable quantity of the diester. 

Consequently, it was deemed desirable to operate in a very weakly coordinating solvent if possible. Since acetonitrile is a much poorer donor solvent than glacial acetic acid, and since the tetramethylammonium salt of the chromium (III) complex is soluble in acetonitrile, this appeared to be an ideal solvent for running ligand reactions. However, initial experiments indicated that neither acetic anhydride nor acetyl chloride would acetylate the complex in this solvent. 

The first spectroscopic evidence of the simultaneous existence of P(IV) and P(V) in a cyclic phosphate hydroxyphosphorane equilibrium was given by Ramirez et al.115 in a variable-temperature 31PNMR study of 98 and 99 (Scheme 22) at — 39 °C, in acetone-d6 the signals from the two species are narrow, but they broaden at 32 °C and finally coalesce at 55 °C the temperature of coalescence is about 10 °C in acetonitrile-d3. Further, diazomethane yielded the Me ester of 98 and acetyl chloride gave acetylated derivatives of 98 and 99. 

Acetonitrile, 407 Acetophenone, 725,729,730 phenylhydrazone, 852 p-Acetotoluidide, 593, 605 Acetoxime, 343 Acetylacetone, 861, 862, 863 Acetylation, reductive, 749 Thiele, 749 Acetyl chloride, 367 2-Acetylcyciohexanone, 862, 864 Acetylene, 245, 897 reactions of, 245, 246 Acetylenic compounds, synthesis of, 467-469, 895-902 Acetylglycine, 909 Acetylmethylurea, 968, 969 Acetylsalicylio acid, 996 Acetyl-o-toluidide, 578 2-Acetylthiophene, 837 Acid anhydrides of aliphatic carboxylic acids, 371... 

Although in the reaction of acetyl chloride with 0-naphthol (in nitromethane) unionised halide was thought to be implicated, Satchell108 has shown that in the case of acetyl bromide (in acetonitrile) there is strong evidence that reaction proceeds via free and ion-paired acetylium ions, viz. 

The reactions of 0-naphthol and 4-methoxyphenol with acetyl, propionyl, butyryl, 0-chloropropionyl and chloracetyl chlorides in acetonitrile produce some striking kinetic results109. The behaviour of acetyl, propionyl and n-butyryl chlorides fit reasonably well into the pattern for acetyl chloride in nitromethane and acetyl bromide in acetonitrile. However, with chloracetyl chloride the mechanism is essentially a synchronous displacement of covalently bound chlorine by the phenol and this process is powerfully catalysed by added salt with bond breaking being kinetically dominant. When no added salt is present the rate of hydrolysis of chloracetyl chloride is ca. 8000 times slower than that of acetyl chloride. Although, normally, in second-order acylation reactions, substituents with the greatest electron demand have been found to have the fastest rates, the reverse is true in this system. Satchell proposes that a route such as... 

Acetamido ketones have been prepared in a multicomponent reaction from aromatic aldehydes, enolizable ketones (acetophenone and propiophenone), and acetyl chloride in acetonitrile over Nafion-H1002 [Eq. (5.363)]. High yields are achieved under mild conditions and the catalyst proved to be recyclable. 

An iron-catalyzed multicomponent reaction of aldehyde 4a, acetophenone, acetyl chloride and acetonitrile, which was used as the solvent, gave P-amino ketones such as 32 (Scheme 8.11) [41]. It was assumed that the sequence starts with an aldol reaction of aldehyde and ketone and then proceeds further with a displacement of a P-acetoxy group by the nucleophilic nitrile-nitrogen. 

The N,P,0-ligand depicted in 338 in the N,P-chelate unit follows from L(x 4-cod)Pd(Cl)MeJ (04JCS(D)3251). With silver tetrafluoroborate in acetonitrile/methylene chloride, cationic 339 follows, which under carbon monoxide is transformed to acetylated 340. The product of interaction of ligand 341 with [(T)3-C3H5)Pd(Cl)]2 is an efficient catalyst of asymmetric allylic substitutions (04JOC5060). 

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