Compound F, a hydrocarbon with M⁺ = 96 in its mass spectrum, undergoes reaction with HBr to yield compound G. Propose structures for F and G, whose ¹³C NMR spectral data follow.

Compound 1:

Broadband-decoupled ¹³C NMR: 27.6, 29.3, 32.2, 132.4δ

DEPT-90: 132.4 δ

DEPT-135: positive peak at 132.4 δ; negative peaks at 27.6, 29.3, 32.2 δ

Compound G

Broadband-decoupled ¹³C NMR: 25.1, 27.7, 39.9, 56.0 δ

DEPT-90: 56.0 δ

DEPT-135: positive peak at 56.06; negative peaks at 25.1, 27.7, 39.9 δ