Question

3. Draw a stepwise, detailed mechanism for the acid-catalyzed hydration reaction in question 2 above. Use curved arrows to indicate the flow of electrons. (Note: use hydronium ion, H307, in your mechanism to indicate "acidic water"). (6 pts) 4. Draw a stepwise, detailed mechanism for the reaction below. Use curved arrows to indicate the flow of electrons. (Hint: think of this reaction as a combination of addition of HX (step 1) and hydration (step 2)]. In the second step, an intramolecular (within the molecule) nucleophilic attack must take place to close the ring. Number the main chain of the reactant (starting at oxygen and moving towards alkene) to determine which atoms are being bonded in the product). (5 pts) HCI

Answer 1

o stability of carbocations R-C0 R-CAH- CH-c6 H H Primary methys Carbocation Secondary Carbocation Tertiary carbocation Carbocation 2 Carbocation 3 combocation 1 carbocation. mothys cation H₂ pdlc CH3 ACH3 C syn Both same addition methyl side HCl o el D » . Martunikow's vale o * Markownikov's rale. The Contains negative cesser ci will number add of to the Carbon Hydrogen. H2O & Markovnikov's rule H₂SO4 애 one 3s Auti - odtion til B 2

Mechanism thot Haso for - acid-catalysed hydration H₂O + tsoo DOH. 3 carbocation most stable H₂o: not formed +H₂O it is since a Primary cation. 애 Hel OH Markovnikov addition TOH fruemenper ring stable a carbocation H2O +