Draw structures for compounds B and C based upon the following data.
(a) Compounds
B and C are achiral compounds with no chirality centers that are constitutional isomers with the formula C
6H
10.
(b) Compound
B reacts with ozone to give a single dialdehyde with the formula C
6H
10O
2, which shows 3 peaks in its
13C NMR spectrum.
(c) Compound
C reacts with ozone to give two compounds with the formulas CH
2O and C
5H
8(d) Compound
B reacts with Br
2 and H
2O to give a racemic mixture of two enantiomeric products.
(e) Compound
C reacts with Br
2 and H
2O to give an achiral compound.