Chloroacetic acid is also used in the production of phenoxy herbicides by etherification with chlorophenols. In this way 2-methyl-4-chlorophenoxyacetic acid (MCPA), 2,4-dichlorophenoxyacetic acid, and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T) are produced. Electron withdrawing atoms or groups at alpha carbon atom increases stability of the carboxylate anion by dispersing the charge.Hence acidic nature also increases. Update: glycine is amphoteric: it can either act as a base or an acid. Define the concept of the inductive effect. Hence Cl > Br in terms of electron withdrawing effect (-I effect) Once a proton is lost chloroacetate and bromoacetate are formed (5) Propose a detailed mechanism for the following reaction. The stronger the ewg (electron withdrawing group), the more acidic the compound. So, chloroacetic acid is stronger than acetic acid. Hence both the conditions make chloroacetic acid more acidic than acetic acid. (28-C (3) Outline a detailed mechanism for the acid catalyzed hydration of 2-methyl-2-butene and name the major product according to the IUPAC rules. going down the group electronegativity decreases. The correct order of increasing acidic strength is Ethanol . Phenol is more acidic than ethanol because in phenol, the phenoxide ion obtained on deprotonation is stabilized by resonance which is not possible in case on ethanol. Thus, the acid strength of the acid increases. Glycine hydrochloride is the amino acid glycine adsorving a molecule of Hydrochloric acid, wich is a strong acid. Inductive effect is responsible for the acidity of chloroacetic acid . I think this is the main reason of the acidicity difference, since the pKa's are similar (comparing glycine and chloroacetic acid). Hence both the conditions make chloroacetic acid more acidic than acetic acid. Thus, the acid strength of the acid increases. It is the precursor to the herbicide glyphosate and dimethoate. Why? Formula of chloroacetic acid is \(ClCH_2COOH\) Here, H atom is replaced by highly electron withdrawing Cl atom. Chloroacetic acid is stronger acid than bromoacetic acid. Thus fluoro acetic acid is more acidic than chloro acetic acid. Phenol Acetic acid Chloroacetic acid. Hence Cl is more electronegative than Br. 2-Chloroacetic acid is more acidic than acetic acid. Acidic substances are substances that are capable of dissociating in solution to form a solution of protons and an anion. So now the H+ atom can easily come out and the stability of the carboxylate ion has also increased. 1 eq HI CH H3C-c-O-CH CH₂ So now the H+ atom can easily come out and the stability of the carboxylate ion has also increased. So, the negative charge density on O atom reduced and corresponding conjugate base is stabilised.. Fluroacetic acid is more acedic than chloroacetic acid.