Question 1

Which of the following best describes the hybridization and bond angle around the nitrogen atom labeled '2' in diazomethane ($$\mathrm{CH}_2N_2$$)?

Accepted Answer

sp$$^2$$ hybridization, bond angle approximately $$120^\circ$$

Question 2

What is the formal charge on the carbon atom in diazomethane ($$\mathrm{CH}_2N_2$$)?

Accepted Answer

$$+1$$

Question 3

Given the condensed formula $$\mathrm{CH}_3COCH_3$$, which of the following is the correct IUPAC name?

Accepted Answer

Propanone

Question 4

Which of the following compounds is a constitutional isomer of compound A ($$\mathrm{HC\equiv CCHO}$$, propionaldehyde)?

Accepted Answer

A compound with the same molecular formula but a different connectivity

Question 5

Which of the following is the strongest acid?

Accepted Answer

$$\mathrm{HF}$$

Question 6

Which of the following is the strongest nucleophile?

Accepted Answer

$$\mathrm{CH_3CH_2NH_2}$$

Question 7

In the acid-base reaction $$\mathrm{H_2O + NH_3$}$$, what are the products?

Accepted Answer

$$\mathrm{OH^-}$$ + $$\mathrm{NH_4$^+}$$

Question 8

Which of the following statements about resonance structures is correct?

Accepted Answer

Resonance structures differ only in the placement of electrons, not atoms.

Question 9

Which functional group is present in Taxol and is responsible for its reactivity with nucleophiles?

Accepted Answer

Ester group

Question 10

Rank the following compounds in order of increasing boiling point: $$\mathrm{CH_3CH_2CH_2CH_3}$$, $$\mathrm{CH_3CH_2OH}$$, $$\mathrm{CH_3CH_2CH_2OH}$$, $$\mathrm{CH_3CH_2OCH_3}.$$

Accepted Answer

$$\mathrm{CH_3CH_2CH_2CH_3} \u003c \mathrm{CH_3CH_2OCH_3} \u003c \mathrm{CH_3CH_2OH} \u003c \mathrm{CH_3CH_2CH_2OH}$$

Question 11

Which atom or bond in Taxol is most likely to act as an electrophile in a reaction?

Accepted Answer

The carbonyl carbon of the ester group

Question 12

Given the reaction $$\mathrm{H_2O + NaH \rightarrow H_2$ + NaOH}$$, which direction is favored and why?

Accepted Answer

The forward reaction is favored because $$\mathrm{NaH} is a $$stronger base than $$\mathrm{H_2O}.$$

Question 13

What is the p$$K_a of $$water ($$\mathrm{H_2O}$$)?

Accepted Answer

$$16$$

Question 14

Which of the following compounds is a resonance structure of propionaldehyde ($$\mathrm{HC\equiv CCHO}$$)?

Accepted Answer

A structure with the same connectivity but different placement of electrons

Question 15

Which of the following is the correct IUPAC name for the compound shown below?

$$\mathrm{CH_3CH_2CH_2CHO}$$

Accepted Answer

Butanal

Question 16

In the acid-base reaction $$\mathrm{CH_3CH_2NH_2 + CH_3OH}$$, which is the acid and which is the base?

Accepted Answer

$$\mathrm{CH_3OH} is $$the acid, $$\mathrm{CH_3CH_2NH_2} is $$the base

Question 17

Which of the following best explains why $$\mathrm{CH_3CH_2OH}$$ has a higher boiling point than $$\mathrm{CH_3CH_2OCH_3}$$?

Accepted Answer

Hydrogen bonding in $$\mathrm{CH_3CH_2OH}$$ increases intermolecular forces

Question 18

Which of the following is the strongest base?

Accepted Answer

$$\mathrm{NH_2$^-}$$

Question 19

Which of the following is a nucleophile in the structure of Taxol?

Accepted Answer

The oxygen atom in the alcohol group

Organic Chemistry I: Key Concepts, Structures, and Mechanisms

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