Acetyl bromide chloride

Acetyl bromide Acrylonitrile monomer Allyl chloride Allyl chloroformate Allyl iodide... 

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

Surface-mediated addition of HC1 or HBr can be carried out in the presence of silica or alumina.150 The hydrogen halides can be generated from thionyl chloride, oxalyl chloride, oxalyl bromide, phosphorus tribromide, or acetyl bromide. The kinetic products from HC1 and 1-phenylpropyne result from syn addition, but isomerization to the more stable Z-isomer occurs upon continued exposure to the acidic conditions. 

Triphenylbromomethane may be made in a similar manner by substituting acetyl bromide for the acetyl chloride. 

Acetyl bromide, 0728 f Acetyl chloride, 0735 f Aciyloyl chloride, 1093 Azidocarbonyl fluoride, 0339 Benzenesulfinyl chloride, 2234 Benzenesulfonyl chloride, 2235 Benzoyl chloride, 2675 Benzyl chloroformate, 2931... 

Hydrogen bromide, trimethylsilyl bromide and acetyl bromide have all been proven to be suitable bromide transfer agents [e.g. 12, 13]. Tetra-n-butylammonium salts catalyse the interconversion of dichloroalkanes into bromochloroalkanes and chloroiodoalkanes upon reaction with an excess of bromo- and iodobutane, respectively [14]. Similarly, mixed bromochloromethanes are obtained from the reaction of dibromochloromethane with benzyltriethylammonium chloride under basic conditions [15]. 

For instance, the CROP of EtOx using four different acetyl halide type of initiators showed that the rate of polymerization increases with the decreased basicity of the counter ion acetyl iodide < acetyl bromide < acetyl chloride. The apparent rates of polymerization of EtOx with different initiators are listed in Table 2. 

Table 2 Polymerization rates (in 10 L mol s ) of CROP of EtOx with different initiators at various temperatures - acetyl chloride (AcCl), acetyl bromide (AcBr), acetyl iodide (Acl), and 2-bromo-2-methylpropanoyl bromide (BrEB/B)...

In a modern version of well-established Af-oxide chemistry, l,3-dimethyllumazine-5-oxide was converted into the corresponding 6-triflate using trifluoromethanesulfonic anhydride thereby opening the way to many reactions mentioned in Section 10.18.7.2 <1997PTR1> <2002H(57)1841>. Similar reactions with acetyl chloride and acetyl bromide afforded the corresponding 6-chloro- and 6-bromolumazines. 

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

When sodium chloride is fused with anhydrous chromium(II) chloride the product is NaCrCI5 regardless of the proportions of chlorides used.222 Other cations give tetra- or tri-chloro-chromates(II) as in Sections 35.3.7.3.ii and 35.3.7.3.vi above. The solvate [pyH]3[CrBr5]-2MeC02H has been isolated from the metal acetate and pyridine in a mixture of acetyl bromide and acetic acid, and there is considerable splitting of the spin-allowed d-d band in the reflectance spectrum of this complex,255 but no detailed investigations of pentahalochromates have been reported. 

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... 

Diols such as 87 are converted in excellent yields [89] into acetoxy chlorides (88) by treatment with trimethyl orthoacetate and trimethylsilyl chloride [90] or into acetoxybromides (89) with trimethyl orthoacetate and acetyl bromide [91]. These reactions proceed through nucleophilic attack on an intermediate l,3-dioxolan-2-ylium cation [91] with inversion of configuration. In the presence of an aryl substituent as in 87, displacement occurs exclusively at the benzylic position. With aliphatic diols such as 90, the halide is introduced mainly at the less hindered position and acetoxybromides 91 and 92 are formed in a ratio of 7 1. Treatment of the acetoxy halides 88 or 89 under mildly alkaline conditions affords epox.de 93 in 84-87% yield while the mixture of 91 and 92 is converted to epoxide 94 in 94% yield. Because both... 

Acetyl bromide, 0724 f Acetyl chloride, 0731 f Acryloyl chloride, 1090 Azidocarbonyl fluoride, 0338 Benzenesulfinyl chloride, 2227 Benzenesulfonyl chloride, 2228 Benzoyl chloride, 2671... 

After an unsuccessful attempt to remove the chlorine from chlor-acetyl chloride, it was found possible to remove the bromine from brom-acetyl bromide by treatment with zinc turnings, in ethereal solution.. For this purpose the brom-acetyl bromide (50 gms.) was dissolved in ether (250 gms.) or in acetic ester (200 c.cm.), and the mixture was then dropped on to zinc turnings, in a distillation flask. A vigorous reaction took place and the product was allowed to distil over, in a current of hydrogen gas. 

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