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Principles of General Organic & Biological Chemistry
2nd Edition
ISBN: 9780077633721
Author: Janice Smith
Publisher: Mcgraw-hill Higher Education (us)
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Question
Chapter 8, Problem 8.60AP
Interpretation Introduction
Interpretation:
The diagram that represents aqueous solutions of hydrocyanic acid has to be given and the reason has to be explained.
Expert Solution & Answer
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Students have asked these similar questions
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Synthesis of ZybanⓇ:
1. Write a mechanism for the bromination of m-chloropropiophenone.
Br₂
CH2Cl2
Cl
Br
2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks).
3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Synthesis of Ibuprofen-Part 2:
1. Some pain relievers including ibuprofen (MotrinⓇ) and naproxen (Aleve®) are "α-arylpropanoic acids." Look up the structure
of naproxen (AleveⓇ), another a-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how
to make naproxen from the compound below. Show all intermediates and reagents in your synthesis.
Show how you would prepare ibuprofen starting from p-isobutylbenzene rather than p-isobutylacetophenenone. What reaction
steps would need to change/add?
3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 8 Solutions
Principles of General Organic & Biological Chemistry
Ch. 8.1 - Name each acid: (a) HF; (b) HNO3; (c) HCN.Ch. 8.1 - Prob. 8.2PCh. 8.1 - Which of the following species can be BrnstedLowry...Ch. 8.1 - Which of the following species can be BrnstedLowry...Ch. 8.1 - Classify each reactant as a BrnstedLowry acid or...Ch. 8.2 - Draw the conjugate acid of each species: (a) H2O;...Ch. 8.2 - Draw the conjugate base of each species: (a) H2S;...Ch. 8.2 - Draw the structure of the conjugate base of each...Ch. 8.2 - Label the acid and the base and the conjugate acid...Ch. 8.2 - Ammonia, NH3, is amphoteric. (a) Draw the...
Ch. 8.2 - When ascorbic acid (vitamin C, molecular formula...Ch. 8.3 - Prob. 8.12PCh. 8.3 - Prob. 8.13PCh. 8.3 - Prob. 8.14PCh. 8.3 - Prob. 8.15PCh. 8.4 - Calculate the value of [OH] from the given [H3O+]...Ch. 8.4 - Calculate the value of [H3O+] from the given [OH]...Ch. 8.4 - Calculate the value of [H3O+] and [OH] in each...Ch. 8.5 - Convert each H3O+ concentration to a pH value. a....Ch. 8.5 - What H3O+ concentration corresponds to each pH...Ch. 8.5 - Prob. 8.21PCh. 8.5 - Prob. 8.22PCh. 8.6 - Write a balanced equation for each acidbase...Ch. 8.6 - Prob. 8.24PCh. 8.6 - Prob. 8.25PCh. 8.6 - Write a balanced equation for the reaction of...Ch. 8.7 - Prob. 8.27PCh. 8.7 - Prob. 8.28PCh. 8.8 - Prob. 8.29PCh. 8.8 - Prob. 8.30PCh. 8 - Draw the structure of the conjugate base of each...Ch. 8 - Draw the structure of the conjugate base of each...Ch. 8 - (a) Which of the following represents a strong...Ch. 8 - Prob. 8.34UKCCh. 8 - Identify the acid, base, conjugate acid, and...Ch. 8 - Prob. 8.36UKCCh. 8 - Prob. 8.37UKCCh. 8 - Prob. 8.38UKCCh. 8 - Prob. 8.39UKCCh. 8 - Prob. 8.40UKCCh. 8 - If a urine sample has a pH of 5.90, calculate the...Ch. 8 - Prob. 8.42UKCCh. 8 - Prob. 8.43UKCCh. 8 - Prob. 8.44UKCCh. 8 - Consider a buffer prepared from the weak acid HNO2...Ch. 8 - Prob. 8.46UKCCh. 8 - Prob. 8.47APCh. 8 - Prob. 8.48APCh. 8 - Prob. 8.49APCh. 8 - Prob. 8.50APCh. 8 - Prob. 8.51APCh. 8 - Prob. 8.52APCh. 8 - Draw the conjugate base of each acid. a. HNO2 b....Ch. 8 - Draw the conjugate base of each acid. a. H3O+ b....Ch. 8 - Prob. 8.55APCh. 8 - Prob. 8.56APCh. 8 - Prob. 8.57APCh. 8 - Like H2O, H2PO4 is amphoteric. (a) Draw the...Ch. 8 - Prob. 8.59APCh. 8 - Prob. 8.60APCh. 8 - Prob. 8.61APCh. 8 - Prob. 8.62APCh. 8 - Prob. 8.63APCh. 8 - Prob. 8.64APCh. 8 - Prob. 8.65APCh. 8 - Prob. 8.66APCh. 8 - Prob. 8.67APCh. 8 - Prob. 8.68APCh. 8 - Calculate the value of [OH] from the given [H3O+]...Ch. 8 - Calculate the value of [OH] from the given [H3O+]...Ch. 8 - Calculate the value of [H3O+] from the given [OH]...Ch. 8 - Prob. 8.72APCh. 8 - Prob. 8.73APCh. 8 - Calculate the pH from each H3O+ concentration...Ch. 8 - Prob. 8.75APCh. 8 - Prob. 8.76APCh. 8 - What are the concentrations of H3O+ and OH in...Ch. 8 - Prob. 8.78APCh. 8 - Prob. 8.79APCh. 8 - Prob. 8.80APCh. 8 - Prob. 8.81APCh. 8 - Prob. 8.82APCh. 8 - Prob. 8.83APCh. 8 - Prob. 8.84APCh. 8 - Prob. 8.85APCh. 8 - Prob. 8.86APCh. 8 - Prob. 8.87APCh. 8 - Prob. 8.88APCh. 8 - Consider a weak acid H2A and its conjugate base...Ch. 8 - Consider a weak acid H2A and its conjugate base...Ch. 8 - Prob. 8.91APCh. 8 - Prob. 8.92APCh. 8 - Prob. 8.93APCh. 8 - Prob. 8.94APCh. 8 - The optimum pH of a swimming pool is 7.50....Ch. 8 - A sample of rainwater has a pH of 4.18. (a)...Ch. 8 - Prob. 8.97APCh. 8 - Prob. 8.98APCh. 8 - Prob. 8.99APCh. 8 - Explain why a lake on a bed of limestone is...Ch. 8 - Prob. 8.101CP
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- Acid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAssign this H NMRarrow_forwardPlease complete these blanks need that asaparrow_forward
- Nitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSodium Borohydride Reduction (continued on the next page): 1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number. ? (1) NaBH (2) acid (1) NaBD4 (2) acid ? 2. In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question # 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z). 3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an excess of butyrophenone. 4. + NaBH4 OH (after workup with dilute HCI) What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAspirin from Wintergreen: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4. 3. Calculate the exact monoisotopic mass of aspirin showing your work. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
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