6 S15%20101b%20Exam%202%20form%20A%20KEYpdf (page 2 of 6) DAQ CH + HCI CO, > N-H

Question

6 S15%20101b%20Exam%202%20form%20A%20KEYpdf (page 2 of 6) DAQ CH + HCI CO, > N-H CI" B. Draw the major product. If there is no reaction, write NR, or no reaction. +4 H*, heat NO CHCOOH CH NR C. Label any hydrogen bond donor or acceptor atoms on the Benadryl. CH, + + acceptors 1 D. Do you think Benadryl is miscible with water? Why or why not? +2. No, only slightly solve a to large dispersion but can H-bond E. Why do drug manufacturers sell the amine salt form rather than the amine form? A Hr) + 3 Soluli ily 2. (4pts) Menthol and Thymol are shown below, which one do you think would have a higher melting point? Why? For full credit explain your reasoning, not just the difference between the molecules! CH HCCH, Menho #l thy not plana Teema +3 Stacey Increased IMF HCCH, think about fatty acids home! /19

Explanation / Answer

Part B) the tertiary amine Diphenhydramine compound is a base but   is weak base. due to the steric crowding around N atom it can act as weak base.

CH3COOH is a very weak acid . which can furnish H+ ion only in presnece of strong activated base.

so the reaction between weak base Diphenhydramine and very weak acetic acid is not spontaneous .thta to the bulkier group acetate ion cannot attack on sterically hinder amine. thats why no reaction is possible for those two.

if you take mineral acids like HCl, HBr the reaction will happen and form salt . because these acids are strong and simple anion can form salt easily

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