Question 1

Which of the following best describes the relationship between the products of a reaction that produces two non-superimposable mirror images?

Accepted Answer

Enantiomers

Question 2

Which statement about alkynes and their acidity is correct?

Accepted Answer

Alkynes are weakly acidic.

Question 3

Which reagent is most suitable for the deprotonation of a terminal alkyne?

Accepted Answer

NaNH2

Question 4

Which of the following is the most stabilized alkene?

Accepted Answer

A tetrasubstituted alkene

Question 5

Which of the following is the most acidic compound?

Accepted Answer

Carboxylic acid

Question 6

Which halide radical has the highest energy?

Accepted Answer

Fluoride

Question 7

Which of the following statements about alkyne anions is correct?

Accepted Answer

They act as both bases and nucleophiles.

Question 8

Which of the following radicals is the most stable?

Accepted Answer

$CH_2=CH-\cdot CH_2$

Question 9

Which reagent would be ideal to convert an alcohol to an alkoxide?

Accepted Answer

NaH

Question 10

Which of the following is NOT a correct statement about carboxylic acids?

Accepted Answer

Carboxylic acids cannot be deprotonated with NaNH2.

Question 11

Which of the following is the correct IUPAC name for a compound with the structure: $CH_3CH_2CH=CHCH_2CH_2CH_3$ with an ethyl group on carbon 4 and a double bond between carbons 2 and 3?

Accepted Answer

(2E,4R)-4-ethyl-2-heptene

Question 12

Which of the following is a correct mechanistic step in the radical monochlorination of ethane with $Cl_2$ and light?

Accepted Answer

$Cl_2 \rightarrow 2Cl\cdot$

Question 13

Which of the following is the correct order of acidity for the following compounds: alkyne, alkene, alkane, carboxylic acid?

Accepted Answer

Carboxylic acid > alkyne > alkene > alkane

Question 14

Which of the following is a correct synthetic strategy for converting a terminal alkyne to a trans-alkene?

Accepted Answer

Partial hydrogenation with $Na$, $NH_3$(l)

Question 15

Which of the following is a correct resonance form for the benzyl radical?

Accepted Answer

$C_6H_5CH_2\cdot$

Question 16

Which of the following is the correct product of the reaction: $CH_3CH_2Br + NaNH_2 \rightarrow$ ?

Accepted Answer

$CH_2CH_2$

Question 17

Which of the following is the correct reagent to convert a primary alcohol to an alkyl bromide?

Accepted Answer

PBr3

Question 18

Which of the following is the correct IUPAC name for a compound with a triple bond between carbons 3 and 4, and bromo and chloro substituents on carbon 7 of an octyne?

Accepted Answer

(7R)-7-bromo-7-chloro-3-octyne

Organic Chemistry Exam 1 Practice – Study Notes and Mechanisms

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