2. p-Nitrophenol is not intensely yellow until it is deprotonated under the basic conditions of theassay. Draw the two resonance structures for the p-nitrophenolate anion that place negativecharge only on oxygen. Which resonance structures are aromatic, which are not?NO2 baseно

p-nitrophenol undergoes deprotonation in basic condition to form p-nitrophenolate ion.

Answered: 2. p-Nitrophenol is not intensely…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 16CTQ

See similar textbooks

Similar questions

Consider the tetracyclic aromatic compound drawn below, with rings labeled as A, B, C, and D. (a) Which of the four rings is most reactive in electrophilic aromatic substitution? (b) Which of the four rings is least reactive in electrophilic aromatic substitution? (c) What are the major product(s) formed when this compound is treated with one equivalent of Br2?
Draw the π MO energy diagram for [10]annulene, similar to those in Figures 14-19 and 14-21. Fill up the orbitals with the appropriate number of π electrons. Based on this diagram, should [10]annulene be aromatic or antiaromatic? Explain.
Which of the following statements about an -NH2 group is FALSE? a. meta director b. activator towards EAS c. increases electron density on the aromatic ring d. stabilizes positively charged intermediates by resonance or inductive effects
Identify the correct ranking of the structures from highest acidity to lowest acidity for the bolded hydrogen. The correct answer is D, please explain why that is correct and why other options are wrong.
Use the observed 1H NMR data to decide whether C and its dianion are aromatic, antiaromatic, or not aromatic. C shows NMR signals at –4.25 (6 H) and 8.14–8.67 (10 H) ppm. The dianion of C shows NMR signals at –3 (10 H) and 21 (6 H) ppm. Why are the signals shifted upeld (or downeld) to such a large extent?
what aromatic annulene has the same number of bond molecular orbital as the hypothetical all cis (20) annulene
Resveratrol is an antioxidant found in the skin of red grapes. Its anticancer, anti-inflammatory, and various cardiovascular effects are under active investigation. (a) Draw all resonance structures for the radical that results from homolysis of the OH bond shown in red. (b) Explain why homolysis of this OH bond is preferred to homolysis of either OH bond in the other benzene ring.
Use the observed 1H NMR data to decide whether C and its dianion are aromatic, antiaromatic, or not aromatic. C shows NMR signals at –4.25 (6 H) and 8.14–8.67 (10 H) ppm. The dianion of C shows NMR signals at –3 (10 H) and 21 (6 H) ppm. Why are the signals shifted upfield (or downfield) to such a large extent?
1, 6-Methanonaphthalene has an interesting 1H NMR spectrum in which the eight hydrogens around the perimeter absorb at 6.9 to 7.3 Î´, while the two CH2 protons absorb at -0.5 Î´. Tell whether it is aromatic, and explain its NMR spectrum.
3) In the mid-1930s, the German theoretical chemist Erich Hückel developed a rule that dealt with the aromaticity of various compounds, which became known as the Hückel Rule. Which (parts) of the compounds listed below are aromatic? Justify your answer based on Hückel's rule. You can treat the rings separately or together as you wish.image iv: colchicine: a highly poisonous alkaloid,obtained from autumn turmeric and used to treat gout.
3) In the mid-1930s, the German theoretical chemist Erich Hückel developed a rule that dealt with the aromaticity of various compounds, which became known as the Hückel Rule. Which (parts) of the compounds listed below are aromatic? Justify your answer based on Hückel's rule. You can treat the rings separately or together as you wish. IMAGE IV: colchicine: a highly poisonous alkaloid, obtained from autumn turmeric and used to treat gout.
5. Kojic acid (below) is a natural product with an unusually large dipole. Explain with at least one significant resonance structure Kojic acid (below) is a natural product with an unusually large dipole. Explain with at least one significant resonance structure.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS

2. p-Nitrophenol is not intensely yellow until it is deprotonated under the basic conditions of the assay. Draw the two resonance structures for the p-nitrophenolate anion that place negative charge only on oxygen. Which resonance structures are aromatic, which are not? NO2 base но