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Write an equation for the Brønsted–Lowry acid–base reaction that occurs when each of the following bases react with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement.

(a) H3C–C≡N:

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Write an equation for the Brønsted–Lowry acid–base reaction that occurs when each of the following acids react with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement.

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Write an equation for the Brønsted–Lowry acid–base reaction that occurs when each of the following acids react with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement.

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Write an equation for the Brønsted–Lowry acid–base reaction that occurs when each of the following acids react with water. Show all unshared electron pairs and formal charges, and use curved arrows to track electron movement.

(a) H–C≡N

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Rank the following in order of decreasing basicity. As in the preceding problem, Table 1.8 should prove helpful. 

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Rank the following in order of decreasing acidity. Although none of these specific structures appear in Table 1.8, you can use analogous structures in the table to guide your reasoning.

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(b) Two acids differ by 10,000 in their Ka's. If the pKa of the weaker acid is 5, what is the pKa of the stronger acid?

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(a) One acid has a pKa of 2, the other has a pKa of 8. What is the ratio of their Ka's?

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The structure of montelukast, an antiasthma drug, is shown here. 

(b) Use Table 1.8 to identify the most acidic and most basic sites in the molecule. (Although you won't find an exact matchin structure, make a prediction based on analogy with similar groups in simpler molecules.)

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Expand the following structural representations so as to more clearly show all the atoms and any unshared electron pairs. What are their molecular formulas? Are any of them isomers?

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Expand the following structural representations so as to more clearly show all the atoms and any unshared electron pairs. What are their molecular formulas? Are any of them isomers?

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Expand the following structural representations so as to more clearly show all the atoms and any unshared electron pairs. What are their molecular formulas? Are any of them isomers? 

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Expand the following structural representations so as to more clearly show all the atoms and any unshared electron pairs. What are their molecular formulas? Are any of them isomers? 

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Expand the following structural representations so as to more clearly show all the atoms and any unshared electron pairs. What are their molecular formulas? Are any of them isomers? 

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why?

CH3NH2 or CH3NO2

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why?

CH3NH2 or CH3OH

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why? 

CHCl3 or CCl3F

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why? 

(CH3)3CH or (CH3)3CCl

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Write a chemical equation for the reaction of 1-butanol with each of the following: 

(b) Hydrogen bromide, heat 

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why? 

HF or BF3

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Which compound in each of the following pairs would you expect to have the greater dipole moment ? Why? 

HF or HCl

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Write a chemical equation for the reaction of 1-butanol with each of the following: 

(a) Sodium amide (NaNH2)

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The compounds FCl and ICl have dipole moments μ that are similar in magnitude (0.9 and 0.7 D, respectively) but opposite in direction. In one compound, chlorine is the positive end of the dipole; in the other it is the negative end. Specify the direction of the dipole moment in each compound, and explain your reasoning. 

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Uscharidin is the common name of a poisonous natural product having the structure shown. Locate all of the following in uscharidin: 

(b) Methylene groups 

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Write structural formulas for all the constitutional isomers of molecular formula C3H6O that contain

(a) only single bonds

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