Chlorobenzyl Bromide

Ninety-five grams (0.75 mole) of o-chlorotoluene is stirred, heated to reflux, and illuminated with a 150-watt light while 128 g. (0.80 mole) of bromine is added over a 2-hour period. The mixture is heated and illuminated for 3 hours after completion of the addition and then distilled under vacuum. There is obtained 152 g. (98%) of o-chlorobenzyl bromide boiling at 103-107°/12 mm. 

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Polystyrene-bound 1-hydroxybenzotriazole (20) [41] (Section 7.3) was originally prepared by Friedel-Crafts alkylation of macroporous polystyrene or copolysty-rene-2% divinylbenzene using 3-nitro-4-chlorobenzyl bromide or 3-nitro-4-chloro-benzyl alcohols in the presence of aluminium trichloride. The so-obtained... 

Chlorobenzaldehyde can be prepared from / -rhlorobenzyl chloride or />-chlorobenzyl bromide with aqueous lead nitrate 1... 

Chlorobenzyl bromide, AJ30 U-Ch]orobenzyl bromide, AJ31... 

TABLE 2. Dissociation constants (left) of the aggregates (Kaggregate monomer) and rate of enolate with m-chlorobenzyl bromide compared to the enolate pKs (right) for a series of monomeric Li-Enolates (LiEn) in THF measured by UV-visible spectroscopy39lb... 

Interestingly, no correlation could be observed from their monomer ion-pair acidities (pAT0 in THF) and the second-order rate constant for the monomer in their reaction with m-chlorobenzyl bromide (Table 2, right), a linear relationship occurs when the corresponding cesium salts are alkylated with methyl tosylate. On the other hand according to the authors, this accounts for the fact that the lithium cation is as important as the basicity of the enolate. 

Kinetics and Mechanism of Reactions of Bis (methyl-2,2 -dimercaptodiethyl-amine) dinickel(II) with Alkyl Halides. The rates of reaction of [Ni2 CH3N-(CH2CH2S)2 2], structure III, with methyl iodide, benzyl bromide, benzyl chloride, p-chlorobenzyl chloride, and p-nitrobenzyl chloride have been studied as functions of temperature and concentration in chloroform (3). Absorbance measurements were utilized to determine the rates. All experiments were conducted with excess alkyl halide (20 to 1000 times the initial concentration of complex). Jicha and Busch (18) were able to isolate alkylated complexes of the composition... 

All data obtained on the rate of reaction of [Ni(NiL2)2]Cl2 with alkyl halides— i.e., methyl iodide, benzyl bromide, benzyl chloride, p-nitrobenzyl chloride, p-chlorobenzyl chloride, ethyl bromide, ethyl iodide, n-propyl bromide, and n-propyl iodide—conform closely to a pseudo-first-order rate law. Almost all experiments were carried out in the presence of an excess of alkyl halide. Since methanol solutions of the alkylated complexes have only negligible absorption at 495 m//, rates were obtained by graphs of log A0—A vs. time. The graphs are linear over the entire time interval, which corresponds to more than two half lives in most cases, passing through the origin at zero time. The rate is essentially the same whether measured by the spectrophotometric or conductivity method. 

Reaction of cis-6H,9aH-2-(ferf-butoxycarbonyl)perhydropyrido[l,2-fl] pyrazine-6-aldehyde with ylide, formed from (3-chlorobenzyl)(triphe-nyl)phosphonium bromide with BuLi, furnished 6-[(E)-2-(3-chlorophe-nyl)vinyl] derivative (07USA2007/037817). The treatment of cis-6H,9aH-... 

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