Question 1

Which of the following is true of curved arrow notation showing reaction mechanisms?

Accepted Answer

A) Arrows begin at the electrophile. 
B) Arrows point to nucleophiles. 
C) Arrows show electrons flowing from nucleophiles to electrophiles. 
D) Only one arrow is required. 
E) Arrows never begin at the middle of a multiple bond. 
A) Arrows begin at the electrophile. 
B) Arrows point to nucleophiles. 
C) Arrows show electrons flowing from nucleophiles to electrophiles. 
D) Only one arrow is required. 
E) Arrows never begin at the middle of a multiple bond.

Question 2

The following molecule can undergo heterolysis.Draw the mechanism for this step,and give the most likely products.

Accepted Answer

The answer of The following molecule can undergo heterolysis.Draw the...

Question 3

For the following reaction,label which reactant is the Lewis base,and supply the missing mechanism arrows.

Accepted Answer

The answer of For the following reaction,label which reactant is...

Question 4

There are two possible nucleophile elimination products for the molecule below.Give these products,and draw the nucleophile elimination step that leads to each one.

Accepted Answer

The answer of There are two possible nucleophile elimination products...

Question 5

Which of the following can behave as an electrophile?

Accepted Answer

A) CH3O- 
B) Cl- 
C) HBr 
D) CH3CH2CH2CH3 
E) None of the above 
A) CH3O- 
B) Cl- 
C) HBr 
D) CH3CH2CH2CH3 
E) None of the above

Question 6

The following molecule can undergo heterolysis.Draw the mechanism for this step,and give the most likely products.

Accepted Answer

The answer of The following molecule can undergo heterolysis.Draw the...

Question 7

Explain what is wrong with the following mechanism step,and provide an alternative way in which the two species could react.

Accepted Answer

The carbon that the oxygen is

Question 8

The following compounds can react via an E2 step.Draw this mechanism,give the expected products,and label which of the starting materials is the nucleophile and which is the electrophile.

Accepted Answer

The answer of The following compounds can react via an...

Question 9

Which of the following is true of SN2 reactions?

Accepted Answer

A) They require two mechanism steps. 
B) They involve two nucleophiles. 
C) They do not require a leaving group. 
D) They require one atom or group of atoms to be replaced by another atom or group of atoms. 
E) They require two electron-poor species to react. 
A) They require two mechanism steps. 
B) They involve two nucleophiles. 
C) They do not require a leaving group. 
D) They require one atom or group of atoms to be replaced by another atom or group of atoms. 
E) They require two electron-poor species to react.

Question 10

Which of the following can behave as a nucleophile?

Accepted Answer

A) CH3CH2CH3 
B) N(CH3)4+ 
C) SiH4 
D) CH3OH 
E) None of the above 
A) CH3CH2CH3 
B) N(CH3)4+ 
C) SiH4 
D) CH3OH 
E) None of the above

Question 11

What type of mechanism step is shown below?

Accepted Answer

A) SN2 
B) Nucleophilic addition 
C) Electrophilic addition 
D) Electrophile elimination 
E) Nucleophile elimination 
A) SN2 
B) Nucleophilic addition 
C) Electrophilic addition 
D) Electrophile elimination 
E) Nucleophile elimination

Question 12

For the following reaction,label which reactant is the Lewis acid,and supply the missing mechanism arrows.

Accepted Answer

The answer of For the following reaction,label which reactant is...

Question 13

The two following molecules can react via a coordination step.Draw the mechanism for this step and the resulting product.Also label the nucleophile and the electrophile.

Accepted Answer

The answer of The two following molecules can react via...

Question 14

Which of the following is a coordination step?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 15

Which of the following is an example of electrophilic addition?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 16

Draw the enol tautomer for the following compound.

Accepted Answer

The answer of Draw the enol tautomer for the following...

Question 17

What type of mechanism step is shown below?

Accepted Answer

A) SN2 
B) Nucleophilic addition 
C) E2 
D) Electrophile elimination 
E) Nucleophile elimination 
A) SN2 
B) Nucleophilic addition 
C) E2 
D) Electrophile elimination 
E) Nucleophile elimination

Question 18

Which of the following is considered heterolysis?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Question 19

Add mechanism arrows for the following reactions.Also supply missing electrons in the starting materials and products to complete the mechanism.

Accepted Answer

The answer of Add mechanism arrows for the following reactions.Also...

Question 20

Which of the following is a coordination step?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
E) V 
A) I 
B) II 
C) III 
D) IV 
E) V

Exam 9: An Overview of the Most Common Elementary Steps

Which of the following is true of curved arrow notation showing reaction mechanisms?

The following molecule can undergo heterolysis.Draw the mechanism for this step,and give the most likely products.

For the following reaction,label which reactant is the Lewis base,and supply the missing mechanism arrows.

There are two possible nucleophile elimination products for the molecule below.Give these products,and draw the nucleophile elimination step that leads to each one.

Which of the following can behave as an electrophile?

The following molecule can undergo heterolysis.Draw the mechanism for this step,and give the most likely products.

Explain what is wrong with the following mechanism step,and provide an alternative way in which the two species could react.

The following compounds can react via an E2 step.Draw this mechanism,give the expected products,and label which of the starting materials is the nucleophile and which is the electrophile.

Which of the following is true of SN2 reactions?

Which of the following can behave as a nucleophile?

What type of mechanism step is shown below?

For the following reaction,label which reactant is the Lewis acid,and supply the missing mechanism arrows.

The two following molecules can react via a coordination step.Draw the mechanism for this step and the resulting product.Also label the nucleophile and the electrophile.

Which of the following is a coordination step?

Which of the following is an example of electrophilic addition?

Draw the enol tautomer for the following compound.

What type of mechanism step is shown below?

Which of the following is considered heterolysis?

Add mechanism arrows for the following reactions.Also supply missing electrons in the starting materials and products to complete the mechanism.

Which of the following is a coordination step?

Atomic and Molecular Structure

Interchapter: Nomenclature 1-4

Interchapter 1molecular Orbital Theory and Chemical Reactions

Three-Dimensional Geometry,intermolecular Interactions,and Physical Properties

Orbital Interactions 1: Hybridization and Two-Center Molecular Orbitals

Isomerism 1: Conformational and Constitutional Isomers

Isomerism 2: Chirality,enantiomers,and Diastereomers

The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

An Introduction to Multistep Mechanisms: Sn1 and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 1: Competition Among Sn2,sn1,e2,and E1 Reactions

Nucleophilic Substitution and Elimination Reactions 2: Reactions That Are Useful for Synthesis

Electrophilic Addition to Nonpolar Π Bonds 1: Addition of a Brønsted Acid

Electrophilic Addition to Nonpolar Π Bonds 2: Reactions Involving Cyclic Transition States

Organic Synthesis 1: Beginning Concepts

Orbital Interactions 2: Extended Π Systems,conjugation,and Aromaticity

Structure Determination 1: Ultravioletvisible and Infrared Spectroscopies

Structure Determination 2: Nuclear Magnetic Resonance Spectroscopy and Mass Spectrometry

Nucleophilic Addition to Polar Π Bonds 1: Addition of Strong Nucleophiles

Nucleophilic Addition to Polar Π Bonds 2: Addition of Weak Nucleophiles and Acid and Base Catalysis

Organic Synthesis 2: Intermediate Topics in Synthesis Design,and Useful Reduction and Oxidation Reactions

Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Nucleophilic Additionelimination Reactions 2: Weak Nucleophiles

Electrophilic Aromatic Substitution 1: Substitution on Benzene; Useful Accompanying Reactions

Electrophilic Aromatic Substitution 2: Substitution on Mono- and Disubstituted Benzene and Other Aromatic Rings

The Dielsalder Reaction and Other Pericyclic Reactions

Reactions Involving Free Radicals

Polymers

Filters

Which of the following is true of S_N2 reactions?