Question

^{Please give step by step to figuring this out. Please and thank you.}

1. (6 pts) Propose a structure for a compound with the the following spectral data.

Parent Peak on Mass Spec: 87

IR: medium single peak at 3350 cm^-1

Broadband decoupled ¹³C-NMR 21, 29, 37, 61 δ

                        DEPT-90:        29 δ

                        DEPT-135:      positive peaks at 21, 29, 37 δ

                                                negative peaks at 61 δ

¹H-NMR:        2.42 δ (3 H, singlet)

2.41 δ (2 H, doublet)

1.74 δ (1 H, multiplet)

1.18 δ (1 H, singlet)*

                                                0.92 δ (6 H, doublet)

                                                *not attached to a carbon

Answer 1

e-Me-N-utz N-methyl-isobuty lamine 3 By NMR H 77674 multiplet the A singlet, 14 :-CA_B_CHE2 42, 34, singlet CAD-CHE 20.92,64, dowblet) (2.41, dowblet, 24) Be OMR W the eastern