Part 2 of 2 Provide the structure of the ozonolysis product of the most stable alkene from Part 1 shown below. 1.0, 2. Zn, H₂O Click and drag to start drawing a structure.

FoE M M FoE * all 61% • .. 10:26 A What is the major Organic product of the following Wolff-Kishner (reduction) reaction? C-CH3 H-NNH, KOH ?? OH NNH, C-CH CH.CH, C-CH NHNH, NHNH, (ci (d) b) (a)

2. Draw all resonance structures for nitrobenzene and phenol below. Substituents on an aromatic ring can affect the rate of electrophilic aromatic substitution as well as the stereochemistry (ortho, meta, para) of the product. Briefly explain how this works. See Text: 15.10 (10th ed.) NO2 OH

2) Provide the major organic product(s) for each of the following reactions. You may ignore drawing stereoisomers if formed. ( NH H2O, pH 6 2) 3) H3O* 1) NaOH, H2O H. 2) But-3-en-2-one (provide structure for product) 1) NaOEt, HOET 2) H3O* 1) NaOEt, HOEt 2) 3) H3O* 1) (CH,CH,CH,),CuLi THF, -78°C 2) CH3Br

4.1- The following 3 transformations involve Diels-Alder reactions. Draw the product and stereochemistry with a mechanism for all three (continued on next page). OMe heat

Q2. Show how each of the following compound can be produced from an alkene or alkyne (dihydroxylation, oxidative cleavage): (a) 1. conc KMnO4, KOH, A 2. HO (b) 1. conc KMnO4, KOH, A (c) ? ? 1.03,-78 °C ? 2. HO 2. Zn, HOAc (d) 1.03, -78 °C 2. H₂O2 ? (e) 1. OsO4 H2O2 2. HIO4 (1) ? HO conc KMnO KOH, A ?

Gg.155.

Gg.74.

Please answer all

For the following reaction, H2O a. List all expected organic and covalent products. b. Indicate what mechanism is followed as either Sn1 or Sn2. c. For each organic product, write out a mechanism using arrow notation and any necessary transition states. Remember to include stereochemistry where necessary and required.