Question 1

Which of the following statements best describes the difference between a Lewis acid and a Brønsted-Lowry acid?

Accepted Answer

A Lewis acid accepts an electron pair, while a Brønsted-Lowry acid donates a proton.

Question 2

Consider the following reaction: $$CH_3CH_2Br + NaOH \rightarrow CH_3CH_2OH + NaBr. $$What type of reaction is this?

Accepted Answer

Nucleophilic substitution ($$S_N2)$$

Question 3

Which of the following molecules is most likely to undergo an $$S_N1$$ reaction mechanism?

Accepted Answer

$$(CH_3$)_3CBr$$

Question 4

A student is analyzing the IR spectrum of an unknown compound and observes a strong absorption near $$1700\ 	ext{cm}^{-1}. $$Which functional group is most likely present?

Accepted Answer

Ketone

Question 5

Which of the following statements about resonance structures is correct?

Accepted Answer

The true structure of a molecule is a hybrid of all possible resonance structures.

Question 6

Which of the following is the correct order of increasing acidity for the following compounds: $$CH_3CH_2OH$$, $$CH_3COOH$$, $$C_6H_5OH$$?

Accepted Answer

$$CH_3CH_2OH \u003c C_6H_5OH \u003c CH_3COOH$$

Question 7

A chemist wants to synthesize an alkene from an alcohol. Which reagent would be most appropriate for this transformation?

Accepted Answer

H$$_2SO$_4 ($$concentrated)

Question 8

Which of the following statements about $$E2$$ elimination reactions is true?

Accepted Answer

The reaction requires a strong base and occurs in a single concerted step.

Question 9

A student is given a mixture of $$n-$$hexane and $$2-$$hexanone. Which technique would best separate these two compounds?

Accepted Answer

Fractional distillation

Question 10

Which of the following is the major product when $$2-$$methyl-$$2-$$butanol is treated with concentrated $$H_2SO_4$$?

Accepted Answer

$$2-$$methyl-$$2-$$butene

Question 11

Which of the following statements about nucleophilicity is correct?

Accepted Answer

Nucleophilicity increases with increasing electron density and decreasing steric hindrance.

Question 12

A patient is exposed to methanol ($$CH_3OH) $$poisoning. Which metabolic product is responsible for the toxic effects?

Accepted Answer

Formic acid ($$HCOOH)$$

Question 13

Which of the following reagents would best convert a primary alcohol to an aldehyde?

Accepted Answer

PCC (Pyridinium chlorochromate)

Question 14

Which of the following is the correct IUPAC name for the compound with the structure $$CH_3CH_2CH_2CH_2OH$$?

Accepted Answer

1-Butanol

Question 15

Which of the following statements about aromatic compounds is true?

Accepted Answer

Aromatic compounds must follow Hückel's rule: $$4n+2$$ $$	ext{π}$$ electrons, where $$n is an $$integer.

Question 16

A student reacts $$CH_3CH_2CH_2Br$$ with $$KCN in $$ethanol. What is the major organic product?

Accepted Answer

$$CH_3CH_2CH_2CN$$

Question 17

Which of the following is the best method to distinguish between $$1-$$propanol and $$2-$$propanol?

Accepted Answer

Oxidation with chromic acid ($$H_2CrO_4)$$

Question 18

Which of the following is the correct product when benzene reacts with bromine ($$Br_2) in $$the presence of iron ($$Fe) $$catalyst?

Accepted Answer

Bromobenzene ($$C_6H_5Br)$$

Question 19

Which of the following statements about the $$S_N2$$ reaction mechanism is correct?

Accepted Answer

The reaction rate depends on both the substrate and nucleophile concentrations.

Question 20

A student wants to convert cyclohexene to cyclohexane. Which reagent would be most appropriate?

Accepted Answer

H$$_2$$ with Pd/C catalyst

Organic Chemistry I Syllabus and Course Structure (CHEM 2261)

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