Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 13, Problem 46P
a. How could you use IR spectroscopy to determine whether the following reaction had occurred?
b. After purifying the product, how could you determine whether all the NH2NH2 had been removed?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
How could you use IR spectroscopy to determine whether the following reaction had occurred?a. After purifying the product, how could you determine whether all the NH2NH2 had been removed?
24. How can IR spectroscopy help to monitor the following reaction?
OH
e
PCC
a. What structural features distinguish the reactant from the product?
b. What structural features would NOT help in distinguishing the two structures?
C. What would you look for in the IR data of both structures?
d. How would you know when the reaction was complete?
1. Why does H2 not give an IR spectrum?
2. Explain why primary amines and unsubstituted amides have two NH stretching absorptions.
3. Why do anhydrides show two carbonyl peaks?
4. HCl is known to give addition reactions to carbon-carbon double bonds. Why is this behavior not observed in this reaction?
5. Predict the structure of the product expected from addition of molecular bromine to maleic acid.
Chapter 13 Solutions
Organic Chemistry (8th Edition)
Ch. 13.1 - Which of the following fragments produced in a...Ch. 13.2 - What distinguishes the mass spectrum of...Ch. 13.2 - What is the most likely m/z value for the base...Ch. 13.3 - Prob. 5PCh. 13.3 - a. Suggest possible molecular formulas for a...Ch. 13.3 - If a compound has a molecular ion with an...Ch. 13.3 - Identify the hydrocarbon that has a molecular ion...Ch. 13.4 - Predict the relative intensities of the molecular...Ch. 13.5 - Which molecular formula has an exact molecular...Ch. 13.5 - Prob. 11P
Ch. 13.6 - Sketch the mass spectrum expected for...Ch. 13.6 - The mass spectra of 1-methoxybutane,...Ch. 13.6 - Primary alcohols have a strong peak at m/z = 31....Ch. 13.6 - Identify the ketones responsible for the mass...Ch. 13.6 - Prob. 16PCh. 13.6 - Using curved arrows, show the principal fragments...Ch. 13.6 - The reaction of (Z)-2-pentene with water and a...Ch. 13.9 - a. Which is higher in energy: electromagnetic...Ch. 13.9 - Prob. 20PCh. 13.13 - Prob. 21PCh. 13.14 - Which occur at a larger wavenumber: a. the C O...Ch. 13.14 - Prob. 23PCh. 13.14 - Prob. 24PCh. 13.14 - Rank the following compounds from highest...Ch. 13.14 - Which shows an O H stretch at a larger...Ch. 13.16 - Prob. 27PCh. 13.16 - a. An oxygen-containing compound shows an...Ch. 13.16 - Prob. 29PCh. 13.16 - For each of the following pair of compounds, name...Ch. 13.17 - Which of the following compounds has a vibration...Ch. 13.17 - Prob. 32PCh. 13.18 - A compound with molecular formula C4H6O gives the...Ch. 13.20 - Prob. 34PCh. 13.20 - Prob. 35PCh. 13.21 - Predict the max of the following compound:Ch. 13.21 - Prob. 37PCh. 13.23 - a. At pH = 7 one of the ions shown here is purple...Ch. 13.23 - Prob. 39PCh. 13.23 - Prob. 40PCh. 13 - In the mass spectrum of the following compounds,...Ch. 13 - Prob. 42PCh. 13 - Draw structures for a saturated hydrocarbon that...Ch. 13 - Rank the following compounds in order of...Ch. 13 - For each of the following pairs of compounds,...Ch. 13 - a. How could you use IR spectroscopy to determine...Ch. 13 - Assuming that the force constant is approximately...Ch. 13 - Norlutin and Enovid are ketones that suppress so...Ch. 13 - In the following boxes, list the types of bonds...Ch. 13 - A mass spectrum shows significant peaks at m/z. =...Ch. 13 - Prob. 51PCh. 13 - Prob. 52PCh. 13 - Prob. 53PCh. 13 - The IR spectrum of a compound with molecular...Ch. 13 - Rank the following compounds from highest...Ch. 13 - Rank the following compounds from highest...Ch. 13 - What peaks in their mass spectra can be used to...Ch. 13 - Prob. 58PCh. 13 - Which one of the following five compounds produced...Ch. 13 - Prob. 60PCh. 13 - Each of the IR spectra shown below is accompanied...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - How can IR spectroscopy distinguish between...Ch. 13 - Prob. 65PCh. 13 - Prob. 66PCh. 13 - Give approximate wavenumbers for the major...Ch. 13 - Prob. 68PCh. 13 - Which one of the following live compounds produced...Ch. 13 - Phenolphthalein is an acid-base indicator. In...Ch. 13 - Prob. 71PCh. 13 - How can you use UV spectroscopy to distinguish...Ch. 13 - Prob. 73PCh. 13 - The IR and mass spectra for three different...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 6. IR spectroscopy experiment is used to evaluate the success of the reaction. The IR spectra for acetaminophen and phenacetin are shown below. a. Identify which spectrum is for acetaminophen and which is for phenacetin. b. Label the key bond/functional group signals on each spectrum. (eg N-H, C=0, O-H, C=C, C(sp2)-H, C(sp3)-H) OH N H acetaminophen phenacetin 100.0 90 80 70 60 30 40 30 20 10 0.0 40000 3000 2000 1500 1000 400.0 em-1 LOD D 4D00 3000 s0o 2000 1500 1000arrow_forward2. Identify how IR spectroscopy might be used to monitor the progress of the following reaction. H₂ Ptarrow_forwardChoose the best explanation for why -OH and -NH peaks are often broad singlets in a ¹H NMR spectrum. A) The greater electronegativity difference in the N-H or O-H bond compared to a C-H bond makes the peak broader. B) The greater mass involved in the N-H or O-H bond compared to a C-H bond makes the peak broader. C) The hydrogen nuclei on the carbon next to the -OH or -NH are too far away to impact the multiplicity. D) Protons in OH or NH groups are acidic enough to rapidly exchange between different molecules, so the coupling to vicinal hydrogens is not clearly observed.arrow_forward
- 2. H3O+ HgSO4 What are the IR peaks in the starting material and the products are observed?arrow_forward19. For the following reaction, which of the following change(s) in the IR spectrum is consistent with conversion of the reactant to the product? DMSO A. absorption at 3200-3600 cm should disappear B. absorptions at 3200-3600 cm and 1100 om should disappear C. absorption at 1100 cm should disappear, a new absorption at 3100 cm should appear D. absorption at 1720 cm should appear, absorption at 3200-3600 cm should disappear E. none of these O A O B O D O Earrow_forward4. Explain how you could use IR spectroscopy to follow each reaction below. (a) (b) OH 1. BH3. THF 2. NaOH, H₂O2 PCC OHarrow_forward
- When 1-bromobutane is treated with sodium acetate (CH3CO,Na), the major product for the reaction is an ester (CH;CO2CH2CH2CH2CH3). Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have the starting material.arrow_forwardWhen 1-bromobutane is treated with sodium acetate(CH3CO2Na), the major product for the reaction is an ester (CH3CO2CH2CH2CH2CH3). Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have the starting material.arrow_forwardHow many peaks would you expect to see in the 13C NMR spectrum of 3-bromohexane? a.) 3 b.) 4 c.) 5 d.) 6arrow_forward
- Assign the IR Spectra below to one of the listed compounds. HO. HO. B 3.arrow_forwardWhen 2-chlorohexane is treated with sodium ethoxide (NaOCH2CH3), the major product for the reaction is 2-hexene. Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have 2-chlorohexane. 28.arrow_forward5. How does the proton (¹H) NMR of the methyl benzoate reagent compare to the methyl 3-nitrobenzoate product? Include (or illustrate) the NMR plots and peak assignments for each.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY