Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 13, Problem 35P
Interpretation Introduction
Interpretation:
The structures of the two monochloro derivative isomers formed by the reaction of benzanilide with chlorine in acetic acid are to be suggested.
Concept introduction:
Acylamino group is an activating and ortho, para directing group.
Carbonyl groups are deactivating and meta directing groups.
Electrophilic
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Compound A was oxidized with periodic acid to give B, which after acid hydrolysis gave C. Bromine oxidation of C gave D. Suggest structural formulas, including stereochemistry, for compounds B, C, and D.
If you were ask to prepare ethylamine, suggest two ways which you would give that would give you exclusively the desired product. Explain what is happening in each reaction steps.
3. Obtain acetophenone and acetaldehyde by reaction of glycols with periodic acid. Justify your answer with the reaction mechanism.
Chapter 13 Solutions
Organic Chemistry - Standalone book
Ch. 13.2 - Based on Hammonds postulate which holds that the...Ch. 13.3 - Prob. 2PCh. 13.3 - Using : O =N+= O : as the electrophile, write a...Ch. 13.4 - Prob. 4PCh. 13.5 - Prob. 5PCh. 13.6 - Prob. 6PCh. 13.6 - Write a reasonable mechanism for the formation of...Ch. 13.6 - tert-Butylbenzene can be prepared by alkylation of...Ch. 13.6 - Prob. 9PCh. 13.7 - The reaction shown gives a single product in 88...
Ch. 13.7 - Prob. 11PCh. 13.8 - Using benzene and any necessary organic or...Ch. 13.10 - Prob. 13PCh. 13.11 - Prob. 14PCh. 13.12 - Prob. 15PCh. 13.12 - Prob. 16PCh. 13.13 - Prob. 17PCh. 13.13 - Prob. 18PCh. 13.14 - Reaction of chlorobenzene with p-chlorobenzyl...Ch. 13.15 - Prob. 20PCh. 13.15 - Prob. 21PCh. 13.15 - Prob. 22PCh. 13.16 - Prob. 23PCh. 13.16 - Prob. 24PCh. 13.17 - Prob. 25PCh. 13.18 - Prob. 26PCh. 13.19 - Write the structure of the expected product from...Ch. 13.20 - Prob. 28PCh. 13.20 - Prob. 29PCh. 13.21 - Prob. 30PCh. 13.21 - Offer an explanation for the observation that...Ch. 13.21 - Prob. 32PCh. 13 - Write the structure of the organic product in each...Ch. 13 - Prob. 34PCh. 13 - Prob. 35PCh. 13 - Prob. 36PCh. 13 - Prob. 37PCh. 13 - Prob. 38PCh. 13 - Prob. 39PCh. 13 - Treatment of the alcohol shown with sulphuric acid...Ch. 13 - Prob. 41PCh. 13 - Prob. 42PCh. 13 - Prob. 43PCh. 13 - Arrange the following five compounds in order of...Ch. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Prob. 47PCh. 13 - Give reagents suitable for carrying out each of...Ch. 13 - Prob. 49PCh. 13 - Prob. 50PCh. 13 - Which is the best synthesis of the compound shown?Ch. 13 - What combination of acyl chloride or acid...Ch. 13 - A standard synthetic sequence for building a...Ch. 13 - Prob. 54PCh. 13 - Prob. 55PCh. 13 - Prob. 56PCh. 13 - Prob. 57PCh. 13 - Prob. 58PCh. 13 - Prob. 59PCh. 13 - Prob. 60DSPCh. 13 - Prob. 61DSPCh. 13 - Prob. 62DSPCh. 13 - Prob. 63DSP
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
- Outline the steps invloved in the synthesis of 3-chloro-4-fluroacetophenone from 4-aminoacetophenone. provide the bond line structure for the major organic product obtained in each step of the proposed synthesis.arrow_forwardAn organic chemist was subjected to sodium fusion and the resulting lassaigne's extract boiled with FeSO4 and acidified with concentrated H2SO4, yielding a prussian blue color. Give the structure of one of the organic compounds which fits the description.arrow_forwardStarting with benzene, give a sequence of laboratory reactions which could be used to prepare p-isopropylaniline. If separation of ortho, meta, or para-isomers is required, give evidence that it is feasible.arrow_forward
- In a paragraph Outline a mechanism for the formation of the ether Discuss key techniques used in the synthesis brieflyarrow_forwardA nitrile compound is prepared from cyclopentene. The following is an analysis of the disconnection and its synthesis. Write the structure of A and B !arrow_forwardPentafluorophenol is readily prepared by heating hexafluorobenzene with potassium hydroxide in tert-butyl alcohol:What is the most reasonable mechanism for this reaction? Comment on the comparative ease with which this conversion occurs.arrow_forward
- Outline the synthesis of the following from either malonic ester or acetoacetic ester or an enamine and using any other reagents of your choice:arrow_forwardIn the preparation of p-Nitroaniline, there are three synthetic steps in this reaction, the first is acetylation of the amine, second is nitrates and the third is hydrolysis of the amide. Why must acetylation be done first if at all? Use chemical structures to illustrate your point.arrow_forwardSuggest with explanation on how you would prepare the compound, 4-chloroaniline from anilinearrow_forward
- Compound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.arrow_forwardGive a suitable chemical reaction to distinguish between a primary and a secondary amine. Suggest one way of Increasing the basicity of an amine and give a specific example of its application.arrow_forwardWolff-Kishner reduction of compound W gave compound A. Treatment of A with m-chloroperbenzoic acid gave B which on reduction with LiAH4 gave C. Oxidation of compound C with chromic acid gave D (C9H14O). Suggest the structures for A, B, C, and D.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole