iii) Write the products of the ozonolysis? 1) 03 2) H₂O, Zn

Which molecule(s) would give only the following oxidation products:

(3) Please draw the step-by-step reaction mechanism for the following reduction reaction. 1) LIAIBH4 2 mmol 2) H3O+ 1 mmol OH

1 Consider the reaction of (R)-2-chloro-3-methylbutane with sodium iodide to form aproduct.(a) Draw the reaction scheme with the correct stereochemistry (reactant + NaI → product+ NaCl). Circle the nucleophile and draw a rectangle around the electrophile.(b) What is the symbol used for mechanism shown in 1(a)(c) If the sodium iodide was replaced with sodium hydroxide, the product is anALKENE. Draw a reaction MECHANISM to show how this happens.(d) Draw the reaction energy diagram for the reaction in 1(c) and label the activationenergy. (e) Using any alcohol with five carbons, and any carboxylic acid with six carbons, draw areaction to show how we would make an ester.(f) Describe the practical on esters. Please answer  (d)  to (f)

(b) Addition of HBr to the alkene in the presence of peroxide form radical intermediates. Based on the following reaction, use the curved arrows to HBr B (preferred product) ROOR (i) show the initiation step of this reaction. (ii) draw the possible structures of the two radicals formed in the propagation step. (ii) explain the formation of the preferred product B.

(a) Why are alkyl halides insoluble in water? (b) Why is Butan-l-ol optically inactive but Butan-2-ol is optically active? (c) Although chlorine is an electron withdrawing group, yet it is ortho-, Para- directing in electrophilic aromatic substitution reaction. Why?

• H2O Based on the reaction above, (a) Outline the reaction mechanism. (b) Sketch the energy diagram. (c) Give the rate equation. (d) Explain what happens to the reaction rate if: The leaving group is changed to I. (0) (a) The solvent is changed to DMF. The alkyl halide is changed to (v) The concentration of the solvent is increased by five-fold answer with proper justification and with good explanation

8. What is the major organic product generated in the reaction below? (A) (B) ||||| Br + Na OCH3 $ £ (C) (D) NO RXN (E)

5. Consider the following reaction: H-CI (ii) (i) intermediate product (a) Use curved arrows to indicate the electron flow in step (i). (b) Provide the line structure of the carbocation intermediate that forms in the reaction above. (c) Use curved arrows to show the electron flow in step (ii). (d) Explain briefly why the reaction in (ii) is regioselective.

4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B. CH3 CH; CH, CH, — с — сH, CH, CH;CH, - C- CH, CH; | OH A B (a) (i) Name alcohol A. (11) What type of species is intermediate B? (iii) Draw the structures of the two alkenes which can be formed from species B by removal of a proton. Label as C the alkene which shows geometrical isomerism. (b) The intermediate B is readily attacked by nucleophiles such as water. What is the essential feature of a nucleophile? (c) State what final colour you would see if alcohol A were warmed with acidified potassium dichromate(VI). Explain your answer. Colour Explanation . (ii) Draw two structural isomers of alcohol A which form branched chain ketones when heated with acidified potassium dichromate(VI), but which could not form alkene C on dehydration.