Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Question
Chapter 20, Problem 20.42AP
Interpretation Introduction
Interpretation:
The method of ester synthesis by which methyl benzoate contains as much
Concept introduction:
Diazomethane is an explosive compound having molecular formula
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
A student was given from the list of the compounds below A, B and D blindly and asked to identify them all. He treated each of them with Brady's reagent (2,4-ditrophenylhydrazine) and isolated a bright yellow compound for one of them, but the other two gave false negatives. The student reasoned that the false negatives may be due to sterics and, on further thinking, it dawned on him that he might be able to rule out one of the false negatives with the haloform test. What compound did he find compatible with the haloform test? That compound did indeed give a false negative in the Brady test. Which of the other two was positive in the Brady test?
A = haloform
B = Brady
A = haloform
D = Brady
B = haloform
A = Brady
B = haloform
D = Brady
D = haloform
A = Brady
D = haloform
B = Brady
Can you solve all the parts to this question
Answer the following questions about the procedure:
A. What would be the optical reading of (+/-)-phenylsuccinic acid (racemic phenylsuccinic acid)?
B. What would you expect to be the optical reading of pure (+)-phenylsuccinic acid? [Hint: you can find this as a physical property on Sigma.]
C. Explain what a reflux is.
D. Why can’t you separate (+) and (-) phenylsuccinic acid using a simple recrystallization?
E. After the two enantiomers are separated, how can you check the purity of the final solid (how can you determine if it is pure (+)-phenylsuccinic acid)?
(a) Illustrate the following name reactions by giving example :(i) Cannizzaro’s reaction(ii) Clemmensen reduction(b) An organic compound A contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acids. Derive the possible structure of compound A.
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 20.1PCh. 20 - Prob. 20.2PCh. 20 - Prob. 20.3PCh. 20 - Prob. 20.4PCh. 20 - Prob. 20.5PCh. 20 - Prob. 20.6PCh. 20 - Prob. 20.7PCh. 20 - Prob. 20.8PCh. 20 - Prob. 20.9PCh. 20 - Prob. 20.10P
Ch. 20 - Prob. 20.11PCh. 20 - Prob. 20.12PCh. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Prob. 20.16PCh. 20 - Prob. 20.17PCh. 20 - Prob. 20.18PCh. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Prob. 20.24PCh. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27APCh. 20 - Prob. 20.28APCh. 20 - Prob. 20.29APCh. 20 - Prob. 20.30APCh. 20 - Prob. 20.31APCh. 20 - Prob. 20.32APCh. 20 - Prob. 20.33APCh. 20 - Prob. 20.34APCh. 20 - Prob. 20.35APCh. 20 - Prob. 20.36APCh. 20 - Prob. 20.37APCh. 20 - Prob. 20.38APCh. 20 - Prob. 20.39APCh. 20 - Prob. 20.40APCh. 20 - Prob. 20.41APCh. 20 - Prob. 20.42APCh. 20 - Prob. 20.43APCh. 20 - Prob. 20.44APCh. 20 - Prob. 20.45APCh. 20 - Prob. 20.46APCh. 20 - Prob. 20.47APCh. 20 - Prob. 20.48APCh. 20 - Prob. 20.49APCh. 20 - Prob. 20.50APCh. 20 - Prob. 20.51APCh. 20 - Prob. 20.52APCh. 20 - Prob. 20.53APCh. 20 - Prob. 20.54APCh. 20 - Prob. 20.55APCh. 20 - Prob. 20.56APCh. 20 - Prob. 20.57APCh. 20 - Prob. 20.58APCh. 20 - Prob. 20.59APCh. 20 - Prob. 20.60AP
Knowledge Booster
Similar questions
- When the nitrogen-containing aromatic heterocyclic compounds 1 and 2 are treated with HCl, only 1 forms the hydrochloride salt, whereas compound 2 is unreactive. Provide an explanation for this observed reactivity.arrow_forwardWhich compound (i or ii) is the stronger base? Discuss your answer comprehensively by amongst other providing an acid base reaction for one of the compounds.arrow_forwardCompare the chemical structure of compound A with that of compound B. Answer it in a detailed way. Thank You.arrow_forward
- Using aniline to perform a Friedel-Crafts acylation. However, the reaction failed and the aluminum trichloride reacts with the amine in an unusual way. Why is this?arrow_forwardDuring the dehydration of alcohols, either of concentrated sulfuric or phosphoric acid is often used. If the purpose of the acid is to provide a proton for catalysis, then why can one not use concentrated hydrochloric acid? Please explain fully including reaction mechanisms and resonance.arrow_forwardWhy did you use potassium tert-butoxide as the base, as opposed to the “usual” Wittig base nbutyllithium? a) n-butyllithium is nucleophilic, and would react with the ester group in the reactant b) n-butyllithium is pyrophoric and needs to be handled under inert atmosphere.c) The phosphonium salt is “activated”, and only requires a relatively weak base to form the ylide.d) none of the above.e) all of the abovearrow_forward
- A certain compound is known to contain an aromatic benzene ring but failed to produce a fragrant yellow solution upon subjecting it to the nitration test. What may be a possible explanation for this? A. The benzene ring is part of a highly conjugated, blue dye molecule. B. The benzene ring contains a strong electron-withdrawing group. C. The benzene ring has no available sites left for electrophilic attack. D. All of the given. Kindly explain your answer in detail.arrow_forwardCompound X was soluble in water and ether, and its aqueous solution turned litmus blue. It reacted with sodium to give a gas. The compound reacted with benzenesulfonyl chloride and base to give an insoluble product, which was unchanged with acidification. It reacted with nitrous acid to give a yellow solid. Compound A could bearrow_forwardWith diagrams and detailed explanations, comment on the electrophilic aromatic substitution reactivity of quinoline and isoquinolinearrow_forward
- Starting with Benzene, outline how m-Chlorobenzoic acid would be best prepared. the sequence of steps is important.arrow_forwardRank these nucleophiles from most to least reactive for substitution reactions and give a brief rationale for your answer.arrow_forwardA- What is the definition of acidity? B- Compare the acidity of ammonia and its aliphatic derivatives with of acidity pyrrole C- Melting points of pyrrole is higher than melting point of 1-methyl pyrrole explain your answer D- Why does pyrrole prefer electrophilic substitution reactions? E- Why Pyrrole is considered to be an aromatic compound ? F- Explain the Reimer-Tiemann reaction mechanism of heterocyclic compounds? G- Why pyridine is a weak base? explain your answer? H- Pyridine can react with electrophiles, electrophilic substitution ? explain your answer ? G- Explain the Diels–Alder reaction mechanism of heterocyclic compounds? I- From a-haloketone how can you prepared flowing compounds : Imidazole Oxazole Thiazole J- compared the acidity and basicity of Pyrazole and Imidazole with Pyrrole and Pyridine ?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