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QUESTION

I have an organic

I have an organic

chemistry question, I need help with all parts (photos attached). Thanks a ton multiplicity is tough to grasp.

3.(20 marks) When 2,2-dimethyl-4-bromopentane is treated with silver(I) in the presence of water,the reaction can give a variety of products: direct substitution or formation of an alcohol viacarbocation rearrangement(s), or elimination to form an alkene:AlcoholsAg*, H20(substitution)-BrIntermediateRearrangement(s)Alkeneselimination)The following 1H and 13C NMR spectra were taken of one product A obtained from this reaction.Complete spectra are provided: 1H NMR from 0.5 to 5.0 ppm and 13C NMR from 0 to 160 ppm. No otherpeaks are present in these spectra.1H NMR3H, doublet3H, singlet3H, triplet2 overlappingpeaks13(2H, singlet2H, multiplet1H, sextet160 140 120 160 80ppm80 60(a) Deduce a molecular formula for this compound.(b) Is the product a substitution or elimination product?PAGE 7 OF 14
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