a. Both the reactant and product show very similar IR spectra. For the reactant, indicate which IRsignals are due to the presence of the amide group? Specifically, which signal is due the NHstretch (indicate which signal is due to the "free" NH stretching vibration and which signal is dueto the "hydrogen bonded" NH stretching vibration?You may either type your answers below, or write your answers on the given spectrumshown above.⚫ NH bond (Hydrogen bonded)Type response here⚫ NH bond ("free")Type response here• Carbonyl bondType response here Xarance201. With reference to the IR spectra given below, answer the following questions.100* Tarmillance0010020M20Reactant-acetanilidem4000250020002900200015001000Wavenumber (cm)Product: 4-bromoacetanilide4000250020002900Wavenumber (cm)200015001000

The objective of the question is to identify the IR signals that are due to the presence of the…

Answered: a. Both the reactant and product show…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL3: Carbon (13c) Nmr Spectroscopy

Section: Chapter Questions

Problem 5E

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Which set of H's in the phenacetin analog shown below correspond to HA/HA' in the 1H NMR spectrum shown below? Phenacetin1HNMR Chem235.12.fid 7.9 7.8 7.7 7.6 HA/HA' HB/HB' N A/A' 7.5 11 Group 1 one H3C 10 B 7.2 7.1 7.0 F1 (ppm) C/C' ZI 6.8 6.7 6.6 6.5 6 f1 (ppm) 5 [Choose ] [Choose ] CH3 Group 2 900 -800 700 -600 -500 400 -300 -200 100 -0 > -3800 3600 3400 3200 -3000 2800 2600 2400 -2200 -2000 1800 -1600 1400 - 1200 -1000 -800 600 -400 -200 -200
For AIME3, sketch the room temperature 1H NMR spectrum and that observed at -50°C. Explain the observations.
100 80- 60- 40- 20. 0. 4000 3500 3000 2500 2000 1500 1000 Wavenumber (cm) What information may be revealed from the IR spectrum shown below? (You may need to select more than one option) A) The compound has sp2-s & bond B) The compound has sp3-s 8 bond C) The compound has sp-s sigma bond D) The compound has a functional group of amine. E) The compound has a carbonyl group F) The compound has a functional group of alcohol. G) The compound has a functional group of carboxylic acid 8
A student performed a series of reactions and obtained the spectral data provided. The reaction sequence is shown below.. What are the structures for A, B, C, and D? Compound B NMR (relative integrated areas below peaks) CH;CH,O°N 1. BHTHF N-bromosuccnimide A CH;CH,OH B 2. H,O,/OH- D hv reflux Compound A NMR (relative integrated areas below peaks) PPM 5 Compound B IR INFRARED SPECTRUM PPM 5 1 6 0.8 Compound A IR INFRARED SPECTRUM 0.6 0.8 0.4 0.4 0.2- 3000 2000 Wavenumber (cm-1) 1000 The MS of compound B shows an M+ peak at 198 and an M+2 peak at 200 with a relative abundance of 1:0.97 2000 Wavenumber (cm-1) 3000 1000 Transmitance Relative Transmittance
4. Propose a structure for an organic compound with structural formula CioH13NO2 based on the given IR and H NMR spectra. Explain your answer by interpreting the spectra 7.4 7.2 7.0 6,8 4.0 3.8 1.4 1.2 TMS Impurity 8. 7 5 4 3 2 &H (ppm) 100 90 80 70 60. 50 40 30 20 10 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 650 Wavenumber (cm-) Transmittance (%)
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2. (Chapter 13 - Q58b) The compound whose H NMR spectrum is shown has the molecular formula C7H7B1. Follow the following questions to predict the unknown structure. Chem. shift Rel. area 2.31 1.50 701 1.00 7.35 1.00 TMS 10 7 6 O ppm 4 3 2 Chemical shift (8) e20s Cenge leaming 2(a) Degree of the unsaturation of this compound is= 2(b) The two distinct peaks in the aromatic region of the H NMR indicate that compound is .disubstituted = 2(c) The splitting pattern of the peak at 2.31 ő is = 2(d) The group that corresponds to the splitting pattern in 1(c) is = 2(e) This compound has the plane of symmetry Yes or No = 2(f) The name of the unknown compound = Intensity
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