**Problem 5: NMR Spectrum Analysis of 3-Bromo-1-phenyl-1-propene****Objective:**To analyze the 3-Bromo-1-phenyl-1-propene compound, particularly focusing on the proton (H) attached to carbon 2 (C2) in the complex NMR spectrum. This proton is coupled with both the vinylic proton at carbon 1 (C1) with a coupling constant \(J = 16 \text{ Hz}\) and the methylene protons at carbon 3 (C3) with a coupling constant \(J = 8 \text{ Hz}\). The goal is to draw a tree diagram for the C2 proton signal and account for the five-line multiplet that is observed.**Structure of 3-Bromo-1-phenyl-1-propene:**The compound is illustrated as follows:- A benzene ring (phenyl group) attached to C1.- C1 is bonded to a hydrogen (H).- C2 is bonded to a hydrogen (H) and CH2Br group.- C3 is bonded to two hydrogens (\(CH_2\)) and a bromine (Br).**NMR Coupling Explanation:**1. The vinylic proton at C2 experiences spin-spin coupling with the proton at C1 (with \(J = 16 \text{ Hz}\)). 2. The same vinylic proton at C2 also couples with the two protons in the methylene group at C3 (with \(J = 8 \text{ Hz}\)).Since there are two sets of couplings, the C2 proton signal will be split by the C1 proton and further split by the C3 protons, leading to a complex pattern observed in the NMR spectrum.**Tree Diagram:**The tree diagram is used to illustrate the splitting pattern of the proton signals due to coupling:- **First Splitting (due to C1 proton, \(J = 16 \text{ Hz}\)):** - The signal starts as a single peak. - This peak is split into a doublet by the coupling with the adjacent C1 proton.- **Second Splitting (due to C3 protons, \(J = 8 \text{ Hz}\)):** - Each line of the initial doublet further splits into a triplet due to the

Signal of C2 proton splits into doublet due to coupling with C1 proton. The J value for the same is…

5. 3-bromo-1-phenyl-1-propene (below) shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed. C1 C2 L CH₂Br H C3

5. 3-bromo-1-phenyl-1-propene (below) shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed. C1 C2 L CH₂Br H C3

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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