2-Chlorobenzoic add

C14H14CI2N2O2 16390-18-4) see Indometacin 4-chlorobenzoic acid methyl ester (C8H7CIO2 1126-46-1) see Moclobemide 2-chlorobenzoic add potassium salt (C7H4CIICO2 16463-38-0) see Thiethylperazine... 

The oxidative cyclization of vinylallenes need not be directed by a pendant hydroxyl group in order to succeed. The higher reactivity of the allene compared with the exocyclic methylene group in 73 (Eq. 13.23) with monoperphthalic acid leads primarily to the allene oxide which rearranges to cydopentenone 74 [27]. Inevitably some epoxidation of the alkene also takes place during the reaction. When m-CPBA is used as the oxidant, another side reaction is associated with m-chlorobenzoic add-mediated decomposition of the intermediate epoxide. It is possible to overcome this problem by performing the epoxidation in dichloromethane in a two-phase system with aqueous bicarbonate so as to buffer the add [28]. 

In order to assess the generality of this procedure for the preparation of acceptor-substituted anthranilic acids it was applied to 2-amino-3-chlorobenzoic add, which was obtained with excellent overall yield of 53% (lit.3 16%). 

Gohier, F. Mortier, J. ortho-Metalation of unprotected 3-bromo and 3-chlorobenzoic adds with hindered lithium dialkylamides. 

Several groups have isolated Pseudomonas spedes, capable of utilizing 3-chlorobenzoate as the sole source of carbon and energy [97]. The Pseudomonas sp., described by Johnston et al. [Ill], degrades 3-chlorobenzoic add via 3-hydroz benzoic add. Dom et al. [97], on the other hand, found Pseudomonas sp. which converted 3-chlorobenzoic add into 3- and 4-chlorocatedwl as intermediates. They were frurther catabolized via an ortAo-cleavage pathway. 

Chlorobenzoic add [535-80-8] M 156.6, m 154-156°, 158°, df 1.496, pl 3.82 (5.25 in 50% dimethylacetamide). Crystallise the acid successively from glacial acetic acid, aqueous EtOH and petroleum ether (b 60-80°). It also recrystalhses from or Et20/hexane, and sublimes at 55° in a vacuum. [Anal... 

Air dry the solid on a porous clay plate or on filter paper to obtain the crude 4-chlorobenzoic add. If the product is very pasty it may be left to dry overnight. The product can be further purified by recrystallization with methanol. Weigh the dried material and calculate the % yield. Determine the melting point of your product and compare your value to the literature value. Obtain the IR spectrum and compare it to the spectrum given in Figure 6.17. 

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