2.6- Dichlorobenzoates

Complete chirality transfer has been observed in the intramolecular allyla-tion of an alcohol with the activated allylic ester of 2,6-dichlorobenzoic acid 338 to give the 2-substituted tetrahydrofuran 339[208]. 

In the third category, both mercuration and decarboxylation were induced by pyrolysis of mercuric 2,6-dichlorobenzoate at 210-230°C under nitrogen (9) (see above) and of phenylmercuric benzoate at 300°C [Eq. (75)], where the main product was a polymeric ortho dimercurated... 

Exceptions to the general pattern in Figure 6 are nitrosalicylic acids (Table 1) and the -chlorobenzoic acids. Nitrosaiicylic acid salts are more lipophilic than expected from their aqueous pKa. The o-chlorobenzoic acids are less lipophilic than a m or p-benzoic acid would be of the same pKa. The 2,6-dichlorobenzoic acid point should perhaps be on a separate line parallel to the im and p-benzoics. From the values in Table I, the following correlations can be made for predicting the pKa, and therefore log P, for similar compounds. The 95% confidence limits are indicated. 

Dichlorobenzo quinone -4-chloroimide Diethyl acetylenedicarboxylate Dimethyl 2-chloro-4-nitrophenyl thionophosphate Dimethyl 3-chloro-4-nitrophenyl thionophosphate Dimethyl 4-nitrophenyl thionophosphate A,A-Dimethyl-4-nitrosoaniline, Acetic anhydride. Acetic acid t Dimethyl sulfoxide... 

Dichlorobenzoic acid [50-30-6] M 191.0, m 141-142 . Crystd from EtOH and sublimed in vacuo. 

Less reactive than acyl halides, but still suitable for difficult couplings, are symmetric or mixed anhydrides (e.g. with pivalic or 2,6-dichlorobenzoic acid) and HOAt-derived active esters. HOBt esters smoothly acylate primary or secondary aliphatic amines, including amino acid esters or amides, without concomitant esterification of alcohols or phenols [34], HOBt esters are the most commonly used type of activated esters in automated solid-phase peptide synthesis. For reasons not yet fully understood, acylations with HOBt esters or halophenyl esters can be effectively catalyzed by HOBt and HOAt [3], and mixtures of BOP (in situ formation of HOBt esters) and HOBt are among the most efficient coupling agents for solid-phase peptide synthesis [2]. In acylations with activated amino acid derivatives, the addition of HOBt or HOAt also retards racemization [4,12,35]. 

Numerous samples taken from the farm pond were analyzed for 2,6-dichlorobenzoic acid (7), as well as for dichlobenil. Although the presence of the benzoic acid derivative was expected as a metabolite, none was found. Interestingly, Massini (2) did detect one metabolite of dichlobenil but proved that it was not 2,6-dichlorobenzoic acid. 

C7H4BrF02 2-bromo-4-fluorobenzoic acid 1006-41-3 25.00 1.7218 2 9747 C7H4CI202 2,6-dichlorobenzoic acid 50-30-6 25.00 1.4487 2... 

Dichlorobenzo quinone -4-chloroimide, 2078 -dichlorobis(2,4,6-trichlorophenyl)urea, 3596... 

Dichlorobenzoic acid [50-30-6] M 191.0, m 141-142 , pK s 1.59. Crystallise the acid from EtOH and sublime it in vacuo. [Beilstein 9 IV 1005.] Aromatic acid impurities (to -d).05%) can be iranoved via the ( )-a-methylbenzyIamine salt as described for 2,4-dichlorobenzoic acid [Ley Yates Organic Process Research Development 12 120 2008.]... 

Fenacf 2.3.6- TBAf 2.3.5.6- TBA Amibenf 2.3.6- trichlorophenylacetic acid 2.3.6- trichlorobenzoic acid 2.3.6.6- tetrachlorobenzoic acid 3,amino-2,6-dichlorobenzoic acid... 

Allylic phosphine oxides Wittig-Homer synthesis of 1,3-dienes Allylic phosphine oxides can be prepared by reaction of 2,6-dichlorobenzoates of allylic alcohols with lithium diphenylphosphide followed by oxidation. Thus... 

G. Stork and W. N. White, Am. Soc., 78, 4609 (1956) have used 2,6-dichlorobenzoates of allylic alcohols for displacement reactions without rearrangement. 

Amino-2,6-dichlorobenzoic acid Chioramben CjHjCijNOj 133-90-4 206.027 200 si DMSO... 

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