Chemistry: Principles and Reactions
8th Edition
ISBN: 9781305079373
Author: William L. Masterton, Cecile N. Hurley
Publisher: Cengage Learning
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Textbook Question
Chapter 7, Problem 45QAP
Which of the species with octets in Question 33 are dipoles?
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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.
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other impurities are present in your product and how do you know?
Sodium 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?
Aspirin 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.
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other impurities are present in your product and how do you know?
Chapter 7 Solutions
Chemistry: Principles and Reactions
Ch. 7 - Prob. 1QAPCh. 7 - Prob. 2QAPCh. 7 - Follow the directions of Question 1 for (a) IO2-...Ch. 7 - Follow the directions of Question 1 for (a) CIF4-...Ch. 7 - Follow the directions of Question 1 for (a) OCl2...Ch. 7 - Follow the directions of Question 1 for (a) C22-...Ch. 7 - Oxalic acid, H2C2O4, is a poisonous compound found...Ch. 7 - Radio astronomers have detected the isoformyl ion,...Ch. 7 - Draw Lewis structures for the following species....Ch. 7 - Follow the directions of Question 9 for the...
Ch. 7 - Dinitrogen pentoxide, N2O5, when bubbled into...Ch. 7 - Formic acid is the irritating substance that gets...Ch. 7 - Two different molecules have the formula C2H2Cl2....Ch. 7 - Two different molecules have the formula C2H6O....Ch. 7 - Prob. 15QAPCh. 7 - Prob. 16QAPCh. 7 - Write a Lewis structure for (a) XeF3+ (b) PCl4+...Ch. 7 - Write a Lewis structure for (a) BCl4 (b) ClO- (c)...Ch. 7 - Write reasonable Lewis structures for the...Ch. 7 - Write reasonable Lewis structures for the...Ch. 7 - Prob. 21QAPCh. 7 - Draw resonance structures for (a) SeO3 (b) CS32-...Ch. 7 - Prob. 23QAPCh. 7 - Prob. 24QAPCh. 7 - The skeleton structure for disulfur dinitride,...Ch. 7 - Borazine, B3N3H6, has the skeleton Draw the...Ch. 7 - What is the formal charge on the indicated atom in...Ch. 7 - Prob. 28QAPCh. 7 - Below are two different Lewis structures for...Ch. 7 - Below are two different Lewis structures for the...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Predict the geometry of the following species: (a)...Ch. 7 - Give all the ideal bond angles (109.5, 120, or...Ch. 7 - Prob. 38QAPCh. 7 - Prob. 39QAPCh. 7 - An objectionable component of smog is acetyl...Ch. 7 - The uracil molecule is one of the bases in DNA....Ch. 7 - Niacin is one of the B vitamins (B3). Estimate the...Ch. 7 - Which of the species with octets in Question 31...Ch. 7 - Which of the species with octets in Question 32...Ch. 7 - Which of the species with octets in Question 33...Ch. 7 - Prob. 46QAPCh. 7 - There are three compounds with the formula...Ch. 7 - There are two different molecules with the formula...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - Give the hybridization of the central atom in each...Ch. 7 - In each of the following polyatomic ions, the...Ch. 7 - Follow the directions of Question 55 for the...Ch. 7 - Give the hybridization of each atom (except H) in...Ch. 7 - Acrylonitrile, C3H3N is the building mer Orlon....Ch. 7 - What is the hybridization of nitrogen inCh. 7 - What is the hybridization of carbon inCh. 7 - Give the hybridization of the central atom...Ch. 7 - Give the hybridization of the central atom...Ch. 7 - Give the number of sigma and pi bonds in the...Ch. 7 - Give the number of sigma and pi bonds in the...Ch. 7 - Give the number of sigma and pi bonds in each...Ch. 7 - Give the number of sigma and pi bonds in each...Ch. 7 - In which of the following molecules does the...Ch. 7 - Consider the pyrosulfate ion, S2O72-. It has no...Ch. 7 - Consider acetyl salicylic acid, better known as...Ch. 7 - Complete the table on next page.Ch. 7 - Given the following electro negativities...Ch. 7 - Based on the concept of formal charge, what is the...Ch. 7 - Describe the geometry of the species in which...Ch. 7 - Consider the following molecules: SiH4, PH3, H2S....Ch. 7 - Prob. 75QAPCh. 7 - In each of the following molecules, a central atom...Ch. 7 - Prob. 77QAPCh. 7 - A compound of chlorine and fluorine, CIFx, reacts...Ch. 7 - Draw the Lewis structure and describe the geometry...Ch. 7 - Consider the polyatomic ion IO65-. How many pairs...Ch. 7 - It is possible to write a simple Lewis structure...Ch. 7 - Phosphoryl chloride, POCl3, has the skeleton...
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