Question 1

Which compound is the conjugate base of CH 3 OH?&#10;A) CH 3 OH 2 + &#10;B) CH 3 O - &#10;C) - CH 2 OH&#10;D) HO - &#10;E) H 2 O

Accepted Answer

To get the conjugate base, just remove a proton.

Question 2

Which of the following is the most acidic?&#10;Approximate pK a &#10;A) CH 3 OH&#10;B) CH 3 OH 2 + &#10;C) CH 3 NH 2 &#10;D) CH 3 NH 3 + &#10;E) CH 3 CO 2 H

Accepted Answer

because oxygen is more electronegative than nitrogen, a protonated alcohol is more acidic than a protonated amine."
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Question 3

Which of the following acid-base reactions favor the products?&#10;A) HF + H 2 O ? F - + H 3 O + &#10;B)  &#10;C) CH 3 CH 3 + H 2 C=CH - ? CH 3 CH 2 - + H 2 C=CH 2 &#10;D) CH 3 CO 2 H + CH 3 CH 2 O - ? CH 3 CO 2 - + CH 3 CH 2 OH&#10;E) CH 3 OH + CH 3 CO 2 H ? CH 3 OH 2 + + CH 3 CO 2 -

Accepted Answer

The equilibrium favors the weaker acid (methanol versus acetic acid). All of the others produce the stronger acid.

Question 4

Consider the following equilibrium:&#10;CH 3 C   CH + B ? CH 3 C   C - + BH + &#10;Which of the following bases would favor products in this reaction?&#10;A) OH - &#10;B) CH 3 O - &#10;C) NH 3 &#10;D) NH 2 - &#10;E) CH 3 CO 2 - &#10;The weakest conjugate acid produces the strongest base (ammonia has a pK a of 36).

Accepted Answer

The answer of Consider the following equilibrium:&#10;CH 3 C ...

Question 5

Which of the following is the strongest acid?&#10;A) CH 3 CO 2 H&#10;B) BrCH 2 CO 2 H&#10;C) ClCH 2 CH 2 CO 2 H&#10;D) ClCH 2 CH 2 CH 2 CO 2 H&#10;E) CICH 2 CO 2 H

Accepted Answer

The more electronegative the atom is and the closer it is to the acidic hydrogen, the stronger the acid is through an inductive effect.

Question 6

Which of the following is a factor in determining the acidity of a molecule?&#10;A) electronegativity&#10;B) size&#10;C) hybridization&#10;D) electron delocalization&#10;E) all of the above

Accepted Answer

The inductive effect by electron withdrawing groups is also a factor.

Question 7

What form of glutamic acid (below) predominates in a solution of&#10;PH = 7.2?&#10; &#10;A)  &#10;B)  &#10;C)  &#10;D)  &#10;E)

Accepted Answer

The basic form predominates when the pH is greater than the pKa.

Question 8

Which of the following is not a Br&#248;nsted acid?&#10;A) AlCl 3 &#10;B) CH 3 OH&#10;C) HNO 3 &#10;D) BF 3 &#10;E) A and D

Accepted Answer

A Brønsted acid has a proton that can be lost.

Question 9

Which of the following is a Lewis acid?&#10;A) AlCl 3 &#10;B) CH 3 OH&#10;C) HNO 3 &#10;D) BF 3 &#10;E) all of the above

Accepted Answer

All Brønsted-Lowry (proton-donating) acids fit the Lewis definition because all proton-donating acids lose a proton and the proton accepts…an electron pair." That is, a proton is an empty s orbital.

Question 10

Which of the following is a Lewis base?&#10;A) CH 3 NH 3 + &#10;B) BF 3 &#10;C) CH 3 O - &#10;D) CH 3 OCH 3 &#10;E) C and D

Accepted Answer

Oxygen is an electron donor.

Deck 2: Acids and Bases Central to Understanding Organic Chemistry