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What reaction will take place if ethyl alcohol is added to a solution of HC≡C:-Na+ in liquid ammonia?

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When methyl alcohol is treated with NaH, the product is HC 3O-Na+  (and H2) and not Na+ -CH2OH (and H2). Explain why this is so.

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Write an equation, using the curved-arrow notation, for the acid–base reaction that will take place when each of the following are mixed. If no appreciable acid–base reaction takes place, because the equilibrium is unfavorable, you should so indicate.

(e) CH3CH2Li in hexane and ethyl alcohol

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Write an equation, using the curved-arrow notation, for the acid–base reaction that will take place when each of the following are mixed. If no appreciable acid–base reaction takes place, because the equilibrium is unfavorable, you should so indicate

(d) CH3CH2Li in hexane and ethyne

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Write an equation, using the curved-arrow notation, for the acid–base reaction that will take place when each of the following are mixed. If no appreciable acid–base reaction takes place, because the equilibrium is unfavorable, you should so indicate.

(c) CH3CH2ONa in ethyl alcohol and ethyne

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Write an equation, using the curved-arrow notation, for the acid–base reaction that will take place when each of the following are mixed. If no appreciable acid–base reaction takes place, because the equilibrium is unfavorable, you should so indicate.

(b) Aqueous NaOH and C6H5SO3H

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Write an equation, using the curved-arrow notation, for the acid–base reaction that will take place when each of the following are mixed. If no appreciable acid–base reaction takes place, because the equilibrium is unfavorable, you should so indicate.

(a) Aqueous NaOH and CH3CH2CO2H

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Follow the curved arrows and write the products.

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Follow the curved arrows and write the products.

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Follow the curved arrows and write the products.

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Follow the curved arrows and write the products.

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Rewrite each of the following reactions using curved arrows and show all nonbonding electron pairs:

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Rewrite each of the following reactions using curved arrows and show all nonbonding electron pairs:

(b) CH3NH2 + HCl → CH3NH3+ + Cl-

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Rewrite each of the following reactions using curved arrows and show all nonbonding electron pairs:

(a) CH3OH + Hl → CH3OH2+ + l-

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Designate the Lewis acid and Lewis base in each of the following reactions:

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Designate the Lewis acid and Lewis base in each of the following reactions:

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Designate the Lewis acid and Lewis base in each of the following reactions:

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List the acids you gave as answers to Exercise 3.20 in order of decreasing acidity.

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What is the conjugate acid of each of the following bases?

(a) HSO4-

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List the bases you gave as answers to Exercise 3.18 in order of decreasing basicity.

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What is the conjugate base of each of the following acids?

(a) NH3

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There are two contributing resonance structures for an anion called acetaldehyde enolate, whose condensed molecular formula is CH2CHO-. Draw the two resonance contributors and the resonance hybrid, then consider the map of electrostatic potential (MEP) shown below for this anion. Comment on whether the MEP is consistent or not with predominance of the resonance contributor you would have predicted to be represented most strongly in the hybrid.

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In Chapter 15 we shall learn how the nitronium ion, NO  2+, forms when concentrated nitric and sulfuric acids are mixed.

(a) Write a Lewis structure for the nitronium ion. 

(b) What geometry does VSEPR theory predict for the NO2+ ion?

(c) Give a species that has the same number of electrons as NO2+

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What is the relationship between the members of the following pairs? That is, are they constitutional isomers, the same, or something else (specify)?

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Write structural formulas of the type indicated:

(d) bond-line formulas for three constitutional isomers with the formula C 5H12.

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