Question

4 (30 points). Once again, you have a bottle containing a molecule with two possible structures. It is either (1) or (2). The molecule reacts with HBr to give 3 and 4, then a second step, reaction with Na* SH, gives 5 and 6. Is the structure 1 or 2? Circle the correct structure, then give structures for 3, 4, 5, and 6. On the next page show arrow formalisms for their formations and explain how you know the structure of the starting molecule (1 or 2). 77 77 less symmetrical demands 2 additional products and 2 suz substitution products HBr Na+ SH Na SH

Please explain to me the answer: Why is structure 2 correct? The answer says: " compound 2 is lesss symmetrical, and permits two additional products and two Sn2 substitution products."
But it still does not make sense to me.

(structure two is the one on the right, numbered as 2)

Answer 1

Norbornene system is unsymmetrical due to which it has two faces ; up face and down face to give addition product .

It is a symmetrical structure, because each carbon has Two carbon attache JH-BY и фу All structures are same hence product of addition due to it will give only one symmetrical structure. This is unsymmetrical because it is connected with (2,2, 1 carbon respect. on addition that norbornene system produces two Products, one is from upper side and other is from lower side :- Natsu up Suz HBr SH down Natsh SH SN2 NH Br Hence structure gives different products (6 6 .