Question 1

Is the following nucleophile strong or weak? Na+

Accepted Answer

A) Strong 
B) Weak 
C) Not a nucleophile 
A) Strong 
B) Weak 
C) Not a nucleophile C

Question 2

For the following reaction,provide the mechanism.

Accepted Answer

The answer of For the following reaction,provide the mechanism. ...

Question 3

Rank the following substrates from most to least reactive in an SN1 reaction.

Accepted Answer

A) A>B>C>D 
B) A>B>D>C 
C) D>A>B>C 
D) D>C>B>A 
A) A>B>C>D 
B) A>B>D>C 
C) D>A>B>C 
D) D>C>B>A A

Question 4

What is the leaving group in the following reaction?

Accepted Answer

A) carbon 
B) bromide 
C) hydrogen 
D) nitrogen 
A) carbon 
B) bromide 
C) hydrogen 
D) nitrogen

Question 5

How would you accomplish the following transformation?

Accepted Answer

The answer of How would you accomplish the following transformation?...

Question 6

Which of the following must be protonated in order to be a good leaving group?

Accepted Answer

A) Cl 
B) Br 
C) NMe2 
D) OH2 
A) Cl 
B) Br 
C) NMe2 
D) OH2

Question 7

Is the following nucleophile strong or weak? I-

Accepted Answer

A) Strong 
B) Weak 
C) Not a nucleophile 
A) Strong 
B) Weak 
C) Not a nucleophile

Question 8

Which of the following nucleophiles will require a proton transfer step at the end of the reaction?

Accepted Answer

A) NMe3 
B) I- 
C) OH- 
D) H2S 
A) NMe3 
B) I- 
C) OH- 
D) H2S

Question 9

What type of solvent would be best for obtaining an optically active product in the following reaction?

Accepted Answer

A) polar protic 
B) polar aprotic 
C) apolar aprotic 
D) water 
A) polar protic 
B) polar aprotic 
C) apolar aprotic 
D) water

Question 10

Provide the SN2 product of the following reaction.

Accepted Answer

Question 11

Why is a tertiary alkyl halide more reactive in an SN1 reaction than a secondary alkyl halide?

Accepted Answer

The tertia

Question 12

How would you accomplish the following transformation?

Accepted Answer

The answer of How would you accomplish the following transformation?...

Question 13

For the following reaction,which of the following is the rate law?

Accepted Answer

A) k[HBr] 
B) k[1-pentanol] 
C) k[HBr][1-pentanol] 
D) k[HBr]2 
A) k[HBr] 
B) k[1-pentanol] 
C) k[HBr][1-pentanol] 
D) k[HBr]2

Question 14

What is the product of the following reaction?

Accepted Answer

The answer of What is the product of the following...

Question 15

What is the leaving group in the following reaction?

Accepted Answer

A) Sulfur 
B) Carbon 
C) Hydrogen 
D) Iodide 
A) Sulfur 
B) Carbon 
C) Hydrogen 
D) Iodide

Question 16

Which of the following is the correct IUPAC name of the following structure?

Accepted Answer

A) 3-Fluorobutane 
B) 2-Fluorobutane 
C) (S)-2-Fluorobutane 
D) (R)-2-Fluorobutane 
A) 3-Fluorobutane 
B) 2-Fluorobutane 
C) (S)-2-Fluorobutane 
D) (R)-2-Fluorobutane

Question 17

What set of reaction conditions should favor an SN1 reaction on 2-bromo-3-methylbutane?

Accepted Answer

A) weak nucleophile in a protic solvent 
B) weak nucleophile in an aprotic solvent 
C) strong nucleophile in a protic solvent 
D) strong nucleophile in an aprotic solvent 
A) weak nucleophile in a protic solvent 
B) weak nucleophile in an aprotic solvent 
C) strong nucleophile in a protic solvent 
D) strong nucleophile in an aprotic solvent

Question 18

Rank the following substrates from most to least reactive in an SN1 reaction.

Accepted Answer

A) A>B>C>D 
B) A>B>D>C 
C) C>A>B>D 
D) C>D>B>A 
A) A>B>C>D 
B) A>B>D>C 
C) C>A>B>D 
D) C>D>B>A

Question 19

Which reagents would you use for the following reaction?

Accepted Answer

A) HCl in water 
B) HCl in ether 
C) NaCl in water 
D) NaCl in DMF 
A) HCl in water 
B) HCl in ether 
C) NaCl in water 
D) NaCl in DMF

Question 20

Rank the following substrates from most to least reactive in an SN1 reaction.

Accepted Answer

A) A>B>C>D 
B) A>B>D>C 
C) C>B>A>D 
D) D>A>B>C 
A) A>B>C>D 
B) A>B>D>C 
C) C>B>A>D 
D) D>A>B>C

Exam 7: Substitution Reactions

Is the following nucleophile strong or weak? Na+

For the following reaction,provide the mechanism.

Rank the following substrates from most to least reactive in an SN1 reaction.

What is the leaving group in the following reaction?

How would you accomplish the following transformation?

Which of the following must be protonated in order to be a good leaving group?

Is the following nucleophile strong or weak? I-

Which of the following nucleophiles will require a proton transfer step at the end of the reaction?

What type of solvent would be best for obtaining an optically active product in the following reaction?

Provide the SN2 product of the following reaction.

Why is a tertiary alkyl halide more reactive in an SN1 reaction than a secondary alkyl halide?

How would you accomplish the following transformation?

For the following reaction,which of the following is the rate law?

What is the product of the following reaction?

What is the leaving group in the following reaction?

Which of the following is the correct IUPAC name of the following structure?

What set of reaction conditions should favor an SN1 reaction on 2-bromo-3-methylbutane?

Rank the following substrates from most to least reactive in an SN1 reaction.

Which reagents would you use for the following reaction?

Rank the following substrates from most to least reactive in an SN1 reaction.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkenes: Structure and Preparation Via Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Nuclear Magnetic Resonance Spectroscopy

Infrared Spectroscopy and Mass Spectrometry

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Carboxylic Acids and Their Derivatives

Alpha Carbon Chemistry: Enols and Enolates

Amines

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Is the following nucleophile strong or weak? Na⁺

Rank the following substrates from most to least reactive in an S_N1 reaction.

Is the following nucleophile strong or weak? I^-

Provide the S_N2 product of the following reaction.

Why is a tertiary alkyl halide more reactive in an S_N1 reaction than a secondary alkyl halide?

What set of reaction conditions should favor an S_N1 reaction on 2-bromo-3-methylbutane?

Rank the following substrates from most to least reactive in an S_N1 reaction.

Rank the following substrates from most to least reactive in an S_N1 reaction.