EBK ORGANIC CHEMISTRY
12th Edition
ISBN: 9781119233664
Author: Snyder
Publisher: VST
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 9, Problem 35P
Propose a structure that is consistent with each set of
(a)
(b)
(c)
(d)
(e)
(f)
(g)
(h)
(i)
(j)
(k)
(l)
(m)
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
1
anyleh
O,N.
3
H.
9 OH
8.
A
(a) Predict the number of signals in the 'H NMR spectrum. Provide a rough sketch of
the 'H NMR spectrum for Compound A. In your sketch, information such as
coupling patterns and integration of each peak must be shown clearly.
(b) Predict the number of signals in the 13C NMR spectrum. Provide a rough sketch of
the 13C NMR spectrum of compound A.
O:
2. The compound with the closed formula C4H9Br gives the following 1H NMR data. Write
the clear formula of the compound with reasons.
1.0 ppm (triplet, 3 H); 1.7 ppm (dublet, 3H); 1.8 ppm (multiplet, 2H); 4.2 ppm (multiplet, 1H)
Propose a structure that is consistent with each set of 1H NMR data. IR data is provided for some compound
Chapter 9 Solutions
EBK ORGANIC CHEMISTRY
Ch. 9 - Prob. 1PPCh. 9 - PRACTICE PROBLEM 9.2 What compound with molecular...Ch. 9 - PRACTICE PROBLEM 9.3
Using the method of Section...Ch. 9 - PRACTICE PROBLEM 9.4 How many signals would each...Ch. 9 - Prob. 5PPCh. 9 - Prob. 6PPCh. 9 - PRACTICE PROBLEM 9.7
The relative chemical shifts...Ch. 9 - Prob. 8PPCh. 9 - PRACTICE PROBLEM 9.9 Propose a structure for...Ch. 9 - PRACTICE PROBLEM 9.10
What is the dihedral angle...
Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 12PPCh. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 14PPCh. 9 - Prob. 15PPCh. 9 - Prob. 16PPCh. 9 - Prob. 17PPCh. 9 - PRACTICE PROBLEM 9.18
What are the expected ratios...Ch. 9 - Prob. 19PPCh. 9 - How many 1H NMR signals (not peaks) would you...Ch. 9 - How many 13C NMR signals would you predict for...Ch. 9 - Prob. 22PCh. 9 - Prob. 23PCh. 9 - Prob. 24PCh. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Compound S (C8H16) reacts with one mole of bromine...Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 30PCh. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 32PCh. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.36 Propose structures for compounds E and F....Ch. 9 - 9.37 Use the NMR and IR data below to propose a...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Prob. 40PCh. 9 - Deduce the structure of the compound that gives...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 49PCh. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...
Additional Science Textbook Solutions
Find more solutions based on key concepts
10.1 Indicate whether each of the following statements is characteristic of an acid, a base, or
both:
has a so...
Chemistry: An Introduction to General, Organic, and Biological Chemistry (13th Edition)
Determine [OH], [H+], and the pH of each of the following solutions. a. 1.0 M KCl b. 1.0 M KC2H3O2
Chemistry
33. Write an equilibrium expression for each chemical equation for each chemical equation involving one or more...
Chemistry: Structure and Properties (2nd Edition)
4. 38 Strontium has four naturally occurring isotopes, with mass numbers 84, 86, 87, arid 88.
a. Write the atom...
General, Organic, and Biological Chemistry: Structures of Life (5th Edition)
1.4 Consider the two spheres shown here, one made of silver and the other of aluminum.
What is the mass of eac...
Chemistry: The Central Science (13th Edition)
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
- Propose a structure consistent with each set of spectral data: a. C4H8Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 1.87 (singlet, 6 H) 3.86 (singlet, 2 H) b.C3H6Br2: IR peak at 3000–2850 cm−1; NMR (ppm): 2.4 (quintet) 3.5 (triplet) c. C5H10O2: IR peak at 1740 cm−1; NMR (ppm): 1.15 (triplet, 3 H) 2.30 (quartet, 2 H) 1.25 (triplet, 3 H) 4.72 (quartet, 2 H) d.C3H6O: IR peak at 1730 cm−1; NMR (ppm): 1.11 (triplet) 2.46 (multiplet) 9.79 (triplet)arrow_forwardPropose a structure for an unknown compound whole molecular formula is C(5)H(10)O(2) and is consistent with the 1H NMR data listed. doublet, at 1.23 ppm (6H) singlet, at 2.10 ppm (3H) septet, at 4.98 ppm (1H)arrow_forwardDetermine the structure of the compound with the following spectral data. You must show your reasoning for full credit. (8pts) You must show your reasoning. MS: M+ (164) and M++2 in 1:1 ratio 1H-NMR: 3.5 (2H, triplet) 1.65 (2H, triplet) 0.9 (9H, singlet)arrow_forward
- Propose a structure consistent with each set of spectral data: a.C6H14O: IR peak at 3600−3200 cm−1; NMR (ppm): 0.8 (triplet, 6 H) 1.5 (quartet, 4 H) 1.0 (singlet, 3 H) 1.6 (singlet, 1 H) b.C6H14O: IR peak at 3000−2850 cm−1; NMR (ppm): 1.10 (doublet, relative area = 6) 3.60 (septet, relative area = 1)arrow_forwardA different unknown has an FTIR with a very intense peak at 1735 cm. Its 13C NMR spectrum exhibits a peak at 169.3 ppm, and the 'H NMR spectrum shows a quartet at 4.07 ppm. Which of the following compounds is the unknown most likely to be? (a) (b) (c) (d) (e) O compound (a) O compound (d) compound (e) compound (c) compound (b) (0)arrow_forwardA compound with molecular formula C7H1402 upon hydrolysis produces an alcohol and an acid. It has the following (b) NMR data : 'H-NMR (at 298 K, 600 MHz, CDC13) : 80-92 (d, 6H), 1:52 (т, 2н), 1-69 (m, 1Н), 2-04 (s, ЗH) and 4-09 (t, 2H). 13 C-NMR : 8 21-0, 22:5, 25:1, 37.4, 63·1 and 171-2 ppm DEPT provided two inverted signals. Predict the structure of the alcohol that is obtained through hydrolysis of the mentioned parent compound. Assign appropriate IR values, 'H and 13C-NMR resonances along with a mass spectral pattern for the alcohol.arrow_forward
- Provide a structure for the compound C,HN, using the given information. IR: 3281 cm-1 'H NMR: 8 1.1 (8H, t, J = 7 Hz), 8 2.66 (4H, q, J = 7 Hz), 8 2.83 (4H, s). (Hint: The triplet at 8 1.1 conceals another broad resonance that contributes to the integral.) Draw the structure for C,HN,. 16 2arrow_forwardFollowing are the IR, MS(EI), 1 H and 13C NMR for an unknown compound. a) Provide the structural formula for the unknown compound. b) Explain the IR, 1 H NMR and MS(EI) spectra based on the structure given in (a).arrow_forwardCompound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR spectrum at 1762 cm. C shows the following 'H NMR spectral data: 1.47 (doublet, 3 H), 2.07 (singlet, 6 H), and 6.84 (quartet, 1 H) ppm. What is the structure of C?arrow_forward
- An unknown compound has a molecular formula of C3H6O2. Its IR spectrum shows a very strong and broad band at 2980 and a strong sharp peak at 1716 cm-1. It exhibits the following signals in its 1H NMR spectrum (ppm): 1.21 (triplet, 3H), 2.48 (quartet, 2H), 11.7 (singlet, 1H); and the following signals in its 13C NMR spectrum (ppm): 8.9, 27.6, 181.5. Draw the structure of the unknown compound.arrow_forwardThymol (molecular formula C10H14O) is the major component of the oil ofthyme. Thymol shows IR absorptions at 3500–3200, 3150–2850, 1621, and1585 cm−1. The 1H NMR spectrum of thymol is given below. Propose apossible structure for thymol.arrow_forwardA compound has a molecular formula of C4H602 and exhibits the following 13C NMR spectrum. õ 177.95, 68.66, 27.78, 22.17 Which of the compounds listed below would be consistent with this structure? H.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY