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Question 4 [1.4 pts] Which one of the following statements about Reaction #1 is

ID: 568425 • Letter: Q

Question

Question 4 [1.4 pts] Which one of the following statements about Reaction #1 is correct? Reaction #1 Ch excess NaBr O O The major organic products have a bromine atom bonded to atom D and a chlorine atom bonded to atom E The major organic products have a bromine atom bonded to atom E and a chlorine atom bonded to atom D None of the above Question 5 [1.4 pts] which one of the following statements about Reaction #2 is correct? Reaction #2 O The major organic product arises from front face attack by methanethiolate at atom F O The major organic product arises from front face attack by methanethiolate at atom G O The major organic product arises from back face attack by methanethiolate at atom F O The major organic product arises from back face attack by methanethiolate at atom G Question 6 [1.4 pts] To which carbon atom will the OH group be bonded in the major organic products of Reaction #3? Reaction #3 10 1. BHy/THF 2. H202, NaOH 14 12 13

Explanation / Answer

4) The major organic product have a bromine atom bonded to atom D and a chlorine atom bonded to atom E is correct

Explanation; addition of Cl2 to alkene produces cyclochloronium cation as an intermediate. Now, the nucleophile Cr- opens the epoxide and produces the product.

5) The major organic product arises from back face attack by methanethiolate at atom G.

Explanation: methanethiolate is a strong nucleophile and opens the epoxide from less substituted carbon atom.

6) The -OH group is bonded to carbon 11 in the major product.

Explanation: Hydroboration - oxidation of alkene with BH3, THF and H2O2,NaOH, H2O.

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