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Name:_______________________
CHEM 2250 Organic Chemistry I
Fall 2018
September 26, 2018
Quiz #2
Careless and untidy work will be penalized.
An illegible answer is a wrong answer.
1 bonus point
1. Draw the Lewis structure of the conjugate base of 2-methylcyclohexanol. Show all bonds,
lone pairs and formal charge(s).
2. Draw the curved arrows (showing where the electrons start and where they end) for the
following acid-base reaction:
3. Indicate the acid, base, conjugate acid and conjugate base in the above reaction.
Q.1 (2)
Q.2 (2)
First Three
Letters of
Last Name
M.1-11 (11)
Q.1 (2)
Q.2 (2)
Q.3 (2)
Q.4 (2)
Q.5 (2)
Total (20)
Q.3 (2)
pf3
pf4
pf5

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Name:_______________________ CHEM 22 5 0 Organic Chemistry I Fall 2018 September 26 , 2018 Quiz # 2

Careless and untidy work will be penalized.

An illegible answer is a wrong answer.

1 bonus point

  1. Draw the Lewis structure of the conjugate base of 2-methylcyclohexanol. Show all bonds, lone pairs and formal charge(s).
  2. Draw the curved arrows (showing where the electrons start and where they end) for the following acid-base reaction:
  3. Indicate the acid, base, conjugate acid and conjugate base in the above reaction. Q.1 ( 2 ) Q. 2 ( 2 ) First Three Letters of Last Name M.1-11 (11) Q.1 (2) Q.2 (2) Q.3 (2) Q.4 (2) Q.5 (2) Total (20) Q.3 ( 2 )
  1. Rank the following compounds from strongest to weakest acid ( I being the strongest and III being the weakest):
  2. Draw a skeletal structure for 5-(1,1-dimethylethyl)-3-ethyloctane. M.1 – 11. Multiple choice questions (one bonus question) Please circle the correct answer for questions of M1 – 11. There is only one answer for each question (1 point each). Zero will be given to an unanswered question. M1. What are the formal charges on boron and oxygen in the following structure? C O F^ C B F F H H H H H H A) B = 1-, O = 1- B) B = 1-, O = 1+ C) B = 1+, O = 1+ D) B = 1+, O = 1- E) B = 1-, O = 0 M2. Which of the following compounds is both a Brønsted-Lowry acid and base? A) I, II B) I, III C) II, IV D) I, IV Q.4 ( 2 ) Q.5 ( 2 )

M7. Rank the following compounds in order of increasing acidity, putting the least acidic first. A) III < I < IV < II B) III < IV < I < II C) II < I < IV < III D) III < I < II < IV M8. Rank the indicated protons in decreasing order (most to least) of acidity. A) II>I>III B) II>III>I C) I>III>II D) I>II>III E) III>II>I M9. If an amino acid is dissolved in water and the pH of the solution is adjusted to 1, which is the predominate species present? M10. The pKa of CH 3 COOH is 4.8. If the pH of an aqueous solution of CH 3 COOH and CH 3 COO

  • is 4.8, then one knows: A) CH 3 COOH is completely ionized. B) [CH 3 COOH] > [CH 3 COO

]. C) [CH 3 COOH] = [CH 3 COO-]. D) [CH 3 COOH] < [CH 3 COO-]. E) CH 3 COOH is completely unionized. M11. When a small amount of hexanoic acid [CH 3 (CH 2 ) 4 CO 2 H, pKa~4.8], is added to a separatory funnel which contains the organic solvent diethyl ether and water with a pH of 2.0, it is found mainly in the ________ phase as ________. A) ether; CH 3 (CH 2 ) 4 CO 2 - B) water; CH 3 (CH 2 ) 4 CO 2 - C) ether; CH 3 (CH 2 ) 4 CO 2 H

D) water; CH 3 (CH 2 ) 4 CO 2 H E) none of the above