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Determine the structure of Compound 2 using the Mass Spec, IR, C NMR, H NMR, and Dept Experiments.

Splitting patterns are as follows from left to right: triplet, 5 peaks (unsure of name), septet (7), 4 peaks (unsure of name), doubletCompound 2 Mass Spec MT:M/2 = 164 Relative Intensity 25 50 75 125 150 100 m/zIR LO0 D 4000 3000 2000 1500 1000 500 HAVENUMBERI-iH NMR: ditto as compound 1 6 2 2 4 1 2 PPM 0 -3ab 35 30 25 20 15 30 10 15 40 sm o 20 PPM PPM DEPT-90 38 34 DEPT-135 negative negative negative positive positive 30 positive

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Answer #1

From the given spectra, the unknown compound is 1-bromo-4-methylpentane 4 3 1H NMR values septet (7 lines) 2 Br 1-bromo-4-met

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