In the following reaction, which chemical species is acting like a nucleophile? 5 H,CO N- CH;O* a) H3CO b) c) CH3O¯ d) two of these choices e) there is no electrophile in this reaction

2- Draw the mechanism of the following reaction (show the arrow pushing). Он 1. NaOH Me + H3C H. CH3 2. H30 Me A) Mechanism? B) What is the name of the reaction?

i H Br OCH 3 step 1 Br-Br step 2 Br B D A C In step 2 of the reaction above, classify C and D as electrophile or nucleophile. Both C and D are acting as electrophiles. Both C and D are acting as nucleophiles. C is acting as the nucleophile, D is acting as the electrophile. OC is acting as the electrophile, D is acting as the nucleophile. HOCH 3

31a

51

H FCEC Organic product Inorganic product + + H Br Draw the organic product. Draw the inorganic product. Select Draw Rings More Erase Select Draw Rings More Erase H Br H Br Select the statement that properly identifies the nucleophile, substrate, and leaving group. O Br is the substrate, CH,C=C:- is the nucleophile, and CH, Br is the leaving group. O CH,C=C: is the substrate, CH, Br is the nucleophile, and Br is the leaving group. O CH, Br is the substrate, CH,C=C: is the nucleophile, and Br is the leaving group.

4) What is the product of this reaction? A) ОН + B) OH Д ? он OH :0 c) род к D) OH 9000 7 8 OH 11

Under the right conditions, hydrochloric acid, HCI, can react with alkenes. Which drawing shows the correct polarity of the H-CI bond and does HCI act as a nucleophile or electrophile? Select one: a. + H-CI Nucleophile Ob. This molecule does not have polar bonds, but acts as an electrophile. ○ C. + Electrophile CI- -H d. + Electrophile H-CI e. + Nucleophile CI-H

Question 22 Rank the following molecules in order of increasing relative rate of an SN1 reaction with methanol and heat (slowest to fastest reacting). ÇI Br Br Br CH3 ČH3 CH3 CH3 H;C Br 1 2 4 O 2<3<4<1<5 O1<2<5< 4 <3 O5<4<3< 2<1 O 2<3<4< 5 < 1 O 3<2<4< 5 < 1

Highlight the electrophilic carbon in red, and highlight the leaving group in blue. Highlight the atom in the nucleophile that will attack the electrophilic center in green. Only atoms need to be highlighted and not the lone pairs or formal charges. O O −   Cl