Draw the organic product for each reaction sequence. Remember to include formal charges when appropriate. If more than one major product isomer forms, draw only one. 1. CH,CI, AIC, СН, СІ, AICI, 2. HNO,,H,S0, 1. HNO,,H,SO, 2. CH,CIІ, AICІI,

draw the organic product of the reaction. be sure to include lone pairs and formal charges on structures, and include sterochemistry if revelant.

Section A. Check your understanding + 'H' P-H 1. Explain why a carbonyl C=O bond is protonated at the lone pair while and alkene C-C bond is protonated at the pi bond. Use a MO diagram to justify your answer. C-C-H

Don't use hand raiting please l

Gg.209.

1. Alkene Addition Reaction Mechanisms: Draw the product for the addition reactions below in the boxes. Then, draw the FULL electron-pushing mechanism for the reactions, including all intermediates (with formal charges and lone pairs of electrons) and all electron pushing arrows. For each step, label the electrophile and nucleophile and name what type of elementary step it is. a. Addition of H-Br to an alkene: of b. Addition of H₂O using an acid catalyst: H-CI: H-Ö-SO₂H (cat.) H₂O

2. For the following nucleophilic substitution reaction: NaOC(CH3)3 CH3 'CH3 CH3 a. Draw the first transition state (TS1), the reaction intermediate, and the second m transition state (TS2) in the labeled boxes. Make sure to show any formal charges, unfilled p-orbitals, and correct stereochemistry. TS₁ 41001 Intermediate ogmos TS2 amond- b. Which of three molecules you drew for part 'a' is lowest in energy? Write your answer in the box below. c. Draw the product(s) of the nucleophilic addition reaction shown. Make sure to use wedged and dashed lines to clearly show the resulting stereochemistry at each chiral center. If there is more than one possible product, draw one in each box - if not, leave one box blank. CH3 Br + NaOC(CH3)3

Draw the organic product of the following reaction. CH3 m-CICgH,CO;H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, just draw one stereoisomer. • If more than one product is possible, only draw the major product. opy aste

When drawing the requested mechanism, don't forget to include all lone pair electrons and non-zero formal charges, and don't include byproducts unless they are requested. - H. po 0 Draw curved arrows to enolize one of these compounds with hydroxide ion. You will have to draw in a hydrogen atom. H i { UZOU

Please answer both questions!