Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Question
Chapter 20.2, Problem 3P
Interpretation Introduction
Interpretation:
A mixture of naphthalene and benzoic acid is to be separated. Taking advantage of the acidity of one of the component how the separation can be effected is to be stated.
Concept introduction:
The mixture can be separated by dissolving it in an organic solvent, extracting the acid as its salt into aqueous phase, re-acidifying and then extracting the pure acid back into an organic solvent.
To state:
How to separate a mixture of naphthalene and benzoic acid, taking advantage of the acidity of one of the component in the mixture.
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How is the resonance structure formed to make the following reaction product. Please hand draw the arrows showing how the electrons move to the correct position. Do not use an AI answer. Please draw it yourself or don't bother.
Part II Calculate λ max of the following compounds using wood ward- Fiecer rules
a)
b)
c)
d)
e)
OH
OH
dissolved in dioxane
Br
Br
dissolved in methanol.
NH₂
OCH 3
OH
6. Match each of the lettered items in the column on
the left with the most appropriate numbered
item(s) in the column on the right. Some of the
numbered items may be used more than once
and some not at all.
a.
Z = 37
1.
b.
Mn
2.
C.
Pr
element in period 5 and group
14
element in period 5 and group
15
d. S
e. [Rn] 7s¹
f.
d block
metal
3. highest metallic character of all
the elements
4. paramagnetic with 5 unpaired
electrons
5. 4f36s2
6. isoelectronic with Ca²+ cation
7.
an alkaline metal
8. an f-block element
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3PCh. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
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- Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.arrow_forwardPart II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1arrow_forwardAE>AE₁ (Y/N) AE=AE₁ (Y/N) AEarrow_forwardTreatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br Aarrow_forwardCorrectly name this compound using the IUPAC naming system by sorting the components into the correct order. Br IN Ν Harrow_forwardHow is the radical intermediate for this structure formed? Can you please draw arrows from the first radical to the resonance form that would result in this product? I'm lost.arrow_forwardPart VI. (a) calculate the λ max of the compound using woodward - Fieser rules. (b) what types of electronic transitions are present in the compound? (c) what are the prominent peaks in the IR spectrum of the compound?arrow_forwardDon't used Ai solutionarrow_forwardPlease correct answer and don't used hand raitingarrow_forward↑ 0 Quiz List - RCC430M_RU05 X Aktiv Learning App × Qdraw resonance structure ×Q draw resonance structure xb My Questions | bartleby ×+ https://app.aktiv.com Draw a resonance structure of pyrrole that has the same number of pi bonds as the original structure. Include all lone pairs in your structure. + N H a 5 19°F Cloudy Q Search Problem 12 of 15 Atoms, Bonds and Rings Charges and Lone Pairs myhp हजु Undo Reset Remove Done Submit Drag To Pan 2:15 PM 1/25/2025arrow_forwardDon't used hand raitingarrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios
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