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Which of the following stepwise reactions will carry out the conversion of D to

ID: 915070 • Letter: W

Question

Which of the following stepwise reactions will carry out the conversion of D to E? 1.OsO_4; 2. NaHSO_3, H_3O 1. mCPBA; 2. H_2SO_4, H_2O 2. mCPBA; 2. NaOH, H_2O both (b) and (c) will carry out this conversion (a), (b), and (c) will all carry out this conversion Which of the following statements is true and most complete in its comparison of compounds F and G? compound F has fewer constitutional/structural isomers than G compound F has a less negative heat of hydrogenation than G compound F has a slower rate of hydrogenation on Pd-C than G statements (b) and (c) are both true statements (a), (b), and (c) are all true

Explanation / Answer

1) Here all the reagents will give vicinal diols on reaction.

However in case of OsO4 we get diols which are syn . both hydroxyl group on the same side of plane

While with mCPBA we first get and epoxide which hydrolysed ( either acid or base) to give anti diols as given in the reaction

So answer is Both b and c

2) we know that More substituted alkenes are more stable than less substituted ones, and they have a lower heat of hydrogenatio / Or less negative heat of hydrogenation

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