Question

Please and all three questions and explain how you got to your answer. I'm really lost and I have an exam in 7 days! A step by step would be appreciated.

1.(4 points) Predict the order of radical stability (1 = most stable; 4 = least stable). 2. (4 points) Based on the pka data circle the molecule that is most acidic. Explain your answer. RE-H R-C-R RH pka 25 pka 45 pka 50 3. (4 points) Briefly explain why the following reaction does NOT proceed as shown. H3C-E-H + NaOH H2O + HC-=: Na+

Answer 1

zradical 30 radical zoradical but radical is delocalised 3 orodical but radical is delocalised 1 * Look zo radical is most stable as it is establiged by tI efect of alkyl substituant 1 chains. algo (1) har dylocalised radical ; so most stelle.. Stability order : 3 radical > z radical with zrodical > Iradical of radical delocalisation (R = R R-C-R R pka 25 pka as pka 50 * Now Miguer the pla; lower the ka land direciaten congtent ). Also higher the ka, higher the andre strougth. so we can deduce higher the pka ; lower the acdic Strouem and vice - verra Note: pka = -log ka. so : pka =25 is mept acidic. ③ M₂C -- H + Naom H2O + M₂ C =: Nato * Thing reaction did not occur because Nach is not enough Strong base to depretenate less polar sp hybridired audic acetylene (alkae). For this strong hase like NaNm is used.