Question

(24) One mole of acetyl chloride is added to a liter of triethylamine, resulting in a vigorous exothermic reaction. Once the reactionmixture has cooled, 1 mole of ethanol is added. Another vigorous exothermic reaction results. The mixture is analyzedand found to contain triethylamine, ethyl acetate, and triethylammonium chloride. Propose mechanisms for the two exothermic reactions.

Answer 1

24. One mole of acetyl chloride is added litero of triethylamine , nesulting in a Vigonoces exothermic reaction. og den He ton, CH, CHE (istmeaction) CH₂=CH₂ acetyl chloride CH₂ CH₂ Cimole) , thiethe larmince (1 litre solution ңе fiz я сн.-сна S, CH2-CH3 CH₂CH₂ 4H2 -V Cexothermic) 2nd peaction : Once the reaction mixture has cooled, Amole of ethand is added . Anothersvigonoees exo- thermic reaction results. CH2CH3 Hy?^ ettechz + Chych, ont (1 mole) CH₂ CH3 ethand CH₃CHÖH H CH 2 CH I CH₂ CH3 F CH₂CH00 Since excess base trethylamine HNT is present in the neaction mixture, so it will abstruct protons from and ethand molecule nesulting nucleophilie ethoxide ions.. CH2CH3 @

Therefore i . . , ' q CH₂ CH₂&oft (ethylacetate) AN The Stepwise mechanism is the o Shawn and, 20 In this way da the mixtureis found to contain a prodeects driethylammonium Schlomide. ethylacetate (chy coochacha) 9 triethylammonicim chloride (HD ) and the unneacted excess reagent base triethylamine (in El.