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When 3S-1,3-dimethylcyclohex-1-ene (1) undergoes hydroboration (BH3 followed byNaOH/H2O/H2O2) the major product (2) does not rotate plane polarized light but the minor product (3)does. (15 points total)VII. a) Draw 1-3 clearly

showing stereochemistry. (9 points) b) Briefly explain why 2 does not rotate plane polarize light but 3 does. (6 points)

Fig: 1

Fig: 2

Fig: 3