18) Which one of the following reaction steps work best to carry out the transformation shown below? 1) BH, THE PCC A) 2) H2O2, NaOH CH2Cl2 H2O, H₂SO (cat.) PCC B) B) CH2Cl2 1) BH3, THF HIO4 C) 2) H2O2, NaOH D) OsO K2Cr2O7, H₂SO₁ (CH3)3COOH, OH H₂O H

Draw a detailed, step-wise mechanism for the reaction shown below. SHOW ALL BOND-FORMING AND BOND-BREAKING STEPS. SHOW ALL INTERMEDIATES. 1) NaOH 2) H3O* H3C H3C HO

in this E2 reaction what is the major product

A H2N. Figure 9: Multi-step reaction sequence

For the reaction shown, the major products form via the A) SN1 B) SN2 C) E1 D) E2 H₂, Br CH3CH₂OLi ©2017 ProtonGuru.com E) Mixture of E1 and E2 F) Mixture of S1 and SN2 G) Mixture of Sn2 and E2 H) Mixture of S1 and E1 1) No reaction pathway(s).

Circle the reaction in the pair that will undergo reaction more readily.

9. Complete Reactions. Provide only the major product for E2&SN2 reactions. E1/SN1 provide all possible products. NaOH Br provide mechanism CI Provide mechanism + CI NaOCH 3 KCN

2. For each of the following pair of reactions, CIRCLE the reaction that will occur faster (A or B). A A A H. 1 Br Br CH3ONa CH3OH NaCN ACN Nal DMSO B B B |||||| Br CI Br CH3ONa CH3OH NaCN ACN Nal DMSO

Rank the following molecules in order of increasing relative rate of SN1 reaction with methanol, CH3OH (slowest to fastest reacting). Br Br CH3-Br 1 X X X Br Br 2 5 4 3 C) 5<4<3<2<1 A) 1<2<4<3<5 D) 4 <2<3<5<1 B) 5 < 1<2<4<3 E) 1<2<5<3 <4

Can i see the mechanism for this reaction