Chloroacetic add

Condensation, of phosphorus trichloride with dimethylamine, 46, 42 of salicylaldehyde with chloroacetic add, 46, 28... 

The preparation of glycine from chloroacetic add by the action of ammonia has been improved so as to furnish a 63 per cent yield. Robertson, J. Am. Chem. Soc. 49, 2889 (1927). 

A mixture of 625 g.of chloroacetic add and 940 g. of cracked ice in a large battery jar is accurately neutralized to litmus with a cold solution of sodium hydroxide containing 333 g. per 1. about 825 cc. is required. The temperature must not be allowed to rise above 30° during the neutralization. 

Figure 80 Chloroacetic add can be used to create a carboxylate group from a hydroxyl.

Amines can act as reductants for excited states of other electron acceptors, too. Again, two possibilities exist (1) amine and acceptor form a CT (2) the complex formation takes place either with the excited state of the amine or with that of the electron acceptor (see discussions of ketone-amine combinations). Examples for the former principle are such combinations as DMA-nitrobenzene [105], triphenylamine-tetracyano ethylene, 4-nitrophenole, 4-aminochlorobenzene [106], tributylamine-tetrachloromethane [107], DMA-substituted chloroacetic adds [108, 109],... 

In carboxymethylation of cotton, the fibers are impregnated with aqueous sodium hydroxide and then treated with chloroacetic add ... 

The condensation of resorcinol, chloroacetic add, and formaldehyde in alkaline medium gives a bifunctional cation-exchange resin containing —COOH and —OH groups . The condensation of salicylic add with formaldehyde in add medium followed by treatment with phenol in alkaline medium also gives a bifiinctional resin which is suitable for separation and purification of proteins . A bifunctional cation-... 

It has also been found that p-nitrophenylthiourea (235) reacts with chloroacetic add by boiling in alcohol for 2 hr to afford 2-p-nitropheny-limino-4-thiazolidone and its derivatives (236) (Scheme 122) (434). 

B) Preparation of Chloroacetic Add (M.). Set up an apparatus as shown in Figure 55. The three-neck flask has a capacity of two... 

In both cases, the molar yield of acetaldehyde is 95 per cent The main by-products are acetic and oxalic acids, crotonaldehyde, and various chlorinated organic compounds (methyl and ethyl chlorides, chloroethanol, chloroacetaldebyde, chlorocrotonaldehyde, chloroacetic add eta). 

Chloroacetic add, reaction with salicyl-aldehyde, 46, 28 Chloroacetone, 46, 3 Chloroacetyl fluoride, 46, 6 a-CHLOROACETYL ISOCYANATE, 46, 16 -Chloroaniline, reaction with carbon disulfide and aqueous ammonia,... 

This reagent is prepared by reaction of methylmercaptan with chloroacetic add. 

Reaction of hydrazide 489 with chloroacetic add, dichloroacetic acid, and chloroacetyl chloride in the presence of aqueous NaOH afforded the pyridazinedi-ones 490, 491, and 492 in 81%, 77%, and 84% yields, respectively (Scheme 96). The reactions required MWI for 1-2 min (97G263). 

CAS-No [105-39-5] chloroacetic add, ethyl aster ethyl a-chloroacetate ethyl 2-chloroaeetate ethyl chloroethanoate ethyl monochloroaeetate... 

The thioindigo derivative Pigment Red 88 can be obtained by initial reaction of p-dichlorobenzene with chlorosulfonic acid followed by reduction with zinc, S-alkylation with chloroacetic add, and ring closure with AICI3 to yield the intermediate 2,5-dichlorothioindoxyl. Oxidation with atmospheric oxygen then yields Pigment Red 88. 

Heating 3,4-diaminopyridine with chloroacetic add gives 6-aza-2-quinazolone (IX-217), However, if glycollic acid or acetic anhydride is used instead of chloroacetic acid, 2-hydroxymethylimidazo [4,5-c] pyridine and 2-methyl-imidazo[4,5-c] pyridine are obtained, respectively. ... 

Misc. with H2O and most org. solvents. Forms azeotropic mixture with HjO, b.p.95-8°/735mm. KOH —y ethylene oxide. NaHg + H2O —y ethyl alcohol. CrOg—-y chloroacetic add. 

Perform the above test for the presence of carboxyl groups on several organic acids, such as acetic, benzoic, propanoic, or chloroacetic add. 

Consider two carboxylic acids (acids that contain the —COOH group) CH3COOH (acetic acid. = 1.8 X 10 ) and CH2QCOOH (chloroacetic add, K = 1.4 X 10 ). (a) Calculate AG° for the ionization of these acids at 25°C. (b) From the equation AG° = AH° —TAS°, we see that the contributions to the AG° term are an enthalpy term (AH°) and a temperature times entropy term (TAS°). These contributions are listed here for the two acids ... 

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