Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 21, Problem 4Q
Interpretation Introduction
Interpretation:
The product formed from the given reaction is to be determined.
Concept introduction:
Phenols are compounds of benzene bearing a hydroxyl group. They are alcohol derivatives, but have higher acidities than alkyl alcohols.
Methyl phenols are phenol derivatives, in which a hydrogen atom attached to the carbon ring is replaced by a methyl
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1. Provide a complete mechanism for each of the reactions shown below. Use the curved arrow formalism
to indicate the flow of electrons. Show all lone pairs, formal charges, and important resonance
structures.
a)
b)
Br
H₂N
OOH
H₂O
ང།།“
(AcOH)
DO
41 *
CI
OH
ОАс
(b) Show the mechanism of this reaction using proper arrow push notation. You must show all
intermediates, formal charges, and necessary arrows.
CH3
CH3
CH3
H20
H2SO4
Please show reaekson and don't use hend raiting
Chapter 21 Solutions
Organic Chemistry
Ch. 21 - PRACTICE PROBLEM
21.1 If we examine Table 21.1, we...Ch. 21 - PRACTICE PROBLEM If we examine Table 21.1, we see...Ch. 21 - Prob. 3PPCh. 21 - PRACTICE PROBLEM
21.4 Predict the products of each...Ch. 21 - Prob. 5PPCh. 21 - PRACTICE PROBLEM
21.6 What are compounds A and B...Ch. 21 - Prob. 7PPCh. 21 - PRACTICE PROBLEM Outline a possible synthesis of...Ch. 21 - PRACTICE PROBLEM 1-Fluoro-2,4-dinitrobenzene is...Ch. 21 - PRACTICE PROBLEM
21.10 When o-chlorotoluene is...
Ch. 21 - PRACTICE PROBLEM When 2-bromo-1,3-dimethylbenzene...Ch. 21 - PRACTICE PROBLEM (a) Outline a step-by-step...Ch. 21 - Rank the following in order of increasing acidity.Ch. 21 - Prob. 14PCh. 21 - Prob. 15PCh. 21 - Describe a simple chemical test that could be used...Ch. 21 - Prob. 17PCh. 21 - Predict the product of the following reactions.Ch. 21 - 21.19 A synthesis of the β-receptor blocker called...Ch. 21 - Prob. 20PCh. 21 - When m-chlorotoluene is treated with sodium amide...Ch. 21 - Prob. 22PCh. 21 - Prob. 23PCh. 21 - Prob. 24PCh. 21 - Prob. 25PCh. 21 - Prob. 26PCh. 21 - Prob. 27PCh. 21 - Prob. 28PCh. 21 - Prob. 29PCh. 21 - Prob. 30PCh. 21 - Prob. 31PCh. 21 - 21.32 A compound X (C10H14O) dissolves in aqueous...Ch. 21 - 21.33 Compound Z (C5H10O) decolorizes bromine in...Ch. 21 - Explain why, in the case shown, the allyl group...Ch. 21 - In protic solvents the naphthoxide ion (I) is...Ch. 21 - Prob. 36PCh. 21 - Prob. 37PCh. 21 - Prob. 38PCh. 21 - Prob. 39PCh. 21 - Prob. 40PCh. 21 - 21.41 Compound W was isolated from a marine...Ch. 21 - 21.42 Phenols generally are not changed on...Ch. 21 - 21.43 Open the molecular model file for benzyne...Ch. 21 - Which of the following would be the strongest...Ch. 21 - What products would you expect from the following...Ch. 21 - Prob. 3QCh. 21 - Prob. 4QCh. 21 - 21.5 Complete the following synthesis:
Ch. 21 - Prob. 6QCh. 21 - 21.7 Select the stronger acid.
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- 3. Draw the mechanism of the following reaction. Include all lone pairs and formal charges. Br NaNH2 (xs), NH3 Brarrow_forwardGive answer all sub parts...if you not then don't give answer..i will give you upvotearrow_forwardComplete the mechanism of hydration of alkene below. Please follow curved arrows to predict the resultingstructures in each step.arrow_forward
- give answer in step by steparrow_forward[Review Topics] [References) Draw a structural formula for the major product of the acid-base reaction shown. H2N. HCI (1 mole) (1 mole) You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na", I, in your answer. • In those cases in which there are two reactants, draw only the product from the compound that reacts. C P. opy eatearrow_forward2) Provide a detailed mechanism for the addition reaction shown below. State the regiochemistry and explain why it's unusual. Please be sure to include all structures (use line angle notation or perspective diagrams as appropriate to illustrate the stereochemistry of the process), resonance forms, intermkediates, transition states, curved arrows, formal charges, or lone pairs as necessary. Please don't cheat. Br HBr SCH3 SCH + ENarrow_forward
- TROVIOW Topicaj (References) Draw the major organic product of the reaction shown below. HO, NANH2 You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Include cationic counter-ions, e.g., Na" in your answer, but draw them in their own sketcher. (Review Top Draw the major organic product of the reaction shown below. OH K2Cr207 H2SO4, H20 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.arrow_forwardPredict the product and draw the complete mechanism for the Wittig reaction shown below. Show all lone pairs of electrons and formal charges where applicable. Remember to pay attention to E/Z stereochemistry of the alkene.arrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond- making steps. Drawing Arrows C H HH :CHO ww Marrow_forward
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