Organic Chemistry, Books a la Carte Edition (9th Edition)
9th Edition
ISBN: 9780134160382
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 16.9C, Problem 16.18P
The proton NMR spectrum of 2-pyridone gives the chemical shifts shown.
- a. Is 2-pyridone aromatic?
- b. Use resonance forms to explain your answer to (a). Also explain why the protons at δ7.31 and δ7.26 are more deshielded than the other two (δ6.15 and δ6.57).
- c. Thymine is one of the heterocyclic bases found in DNA. Do you expect thymine to be aromatic? Explain.
- d. The structure of 5-fluorouracil is shown in the box at the side of the page. Is 5-fluorouracil aromatic? Explain.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Indicate characteristics of oxodec acid.
What is the final product when hexanedioic acid reacts with 1º PCl5 and 2º NH3.
What is the final product when D-galactose reacts with hydroxylamine?
Chapter 16 Solutions
Organic Chemistry, Books a la Carte Edition (9th Edition)
Ch. 16.2 - Prob. 16.1PCh. 16.2 - Prob. 16.2PCh. 16.2 - a. Draw the resonance forms of benzene,...Ch. 16.2 - Show the product of the Diels-Alder dimerization...Ch. 16.4 - Prob. 16.5PCh. 16.6 - Make a model of cyclooctatetraene in the tub...Ch. 16.6 - Prob. 16.7PCh. 16.6 - Prob. 16.8PCh. 16.7 - Prob. 16.9PCh. 16.8A - a. Draw the molecular orbitals for the...
Ch. 16.8A - Repeat Problem16-10 for the cyclopentadienyl ions....Ch. 16.8C - Explain why each compound or ion should be...Ch. 16.8C - The following hydrocarbon has an unusually large...Ch. 16.8C - Prob. 16.14PCh. 16.8C - Prob. 16.15PCh. 16.9B - Prob. 16.16PCh. 16.9C - Show which of the nitrogen atoms in purine are...Ch. 16.9C - The proton NMR spectrum of 2-pyridone gives the...Ch. 16.9D - Prob. 16.19PCh. 16.9D - Prob. 16.20PCh. 16.10 - Prob. 16.21PCh. 16.12 - Ciprofloxacin is a member of the fluoroquinolone...Ch. 16.13 - Draw and name all the chlorinated benzenes having...Ch. 16.13 - Name the following compounds:Ch. 16.15 - The UV spectrum of 1-phenylprop-2-en-1-ol shows an...Ch. 16 - Prob. 16.26SPCh. 16 - Name the following compounds:Ch. 16 - Draw and name all the methyl, dimethyl, and...Ch. 16 - Four pairs of compounds are shown. In each pair,...Ch. 16 - One of the following hydrocarbons is much more...Ch. 16 - In Kekuls time cyclohexane was unknown, and there...Ch. 16 - Prob. 16.32SPCh. 16 - Azulene is a deep-blue hydrocarbon with resonance...Ch. 16 - Prob. 16.34SPCh. 16 - Prob. 16.35SPCh. 16 - Prob. 16.36SPCh. 16 - Prob. 16.37SPCh. 16 - Prob. 16.38SPCh. 16 - Prob. 16.39SPCh. 16 - Biphenyl has the following structure. a. Is...Ch. 16 - Anions of hydrocarbons are rare, and dianions of...Ch. 16 - How would you convert the following compounds to...Ch. 16 - Prob. 16.43SPCh. 16 - Prob. 16.44SPCh. 16 - A student found an old bottle labeled thymol on...Ch. 16 - Prob. 16.46SPCh. 16 - Prob. 16.47SPCh. 16 - Prob. 16.48SPCh. 16 - The proton NMR chemical shifts of the hydrogens in...Ch. 16 - Prob. 16.50SPCh. 16 - NMR has been used to probe many molecular...
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
- Indicate the formula of the product obtained by reacting methyl 5-chloro-5-oxopentanoate with 1 mole of 4-penten-1-ylmagnesium bromide.arrow_forwardIn the two chair conformations of glucose, the most stable is the one with all the OH groups in the equatorial position. Is this correct?arrow_forwardIndicate the formula of the product obtained by reacting D-Galactose with hydroxylamine.arrow_forward
- helparrow_forwardThe temperature on a sample of pure X held at 1.25 atm and -54. °C is increased until the sample boils. The temperature is then held constant and the pressure is decreased by 0.42 atm. On the phase diagram below draw a path that shows this set of changes. pressure (atm) 2 0 0 200 400 temperature (K) Xarrow_forwardQUESTION: Answer Question 5: 'Calculating standard error of regression' STEP 1 by filling in all the empty green boxes *The values are all provided in the photo attached*arrow_forward
- pressure (atm) 3 The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. 0 0 200 temperature (K) 400 аarrow_forwarder your payment details | bar xb Home | bartleby x + aleksogi/x/isl.exe/1o u-lgNskr7j8P3jH-1Qs_pBanHhviTCeeBZbufuBYT0Hz7m7D3ZcW81NC1d8Kzb4srFik1OUFhKMUXzhGpw7k1 O States of Matter Sketching a described thermodynamic change on a phase diagram 0/5 The pressure on a sample of pure X held at 47. °C and 0.88 atm is increased until the sample condenses. The pressure is then held constant and the temperature is decreased by 82. °C. On the phase diagram below draw a path that shows this set of changes. pressure (atm) 1 3- 0- 0 200 Explanation Check temperature (K) 400 X Q Search L G 2025 McGraw Hill LLC. All Rights Reserved Terms of Use Privacy Cearrow_forward5.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY