Question 1

Give the correct IUPAC name corresponding to the following structure:

Accepted Answer

(1R,2R)-2-

Question 2

The conversion of 3-methyl-1-octanol to 1-chloro-3-methyloctane is best achieved through use of which of these reagents?

Accepted Answer

A)  "Concd.HCl" 
B)  "SO2Cl2" 
C)  "NaCl,H2SO4" 
D)  "PCl3" 
E)  " POCl3" 
A)  "Concd.HCl" 
B)  "SO2Cl2" 
C)  "NaCl,H2SO4" 
D)  "PCl3" 
E)  " POCl3"

Question 3

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called __________________.This process forms peroxides and hydroperoxides which are dangerously _______________.

Accepted Answer

autooxidat

Question 4

Which of the following could not be used to synthesize 2-bromopentane efficiently?

Accepted Answer

A)  1-Pentene + HBr $\rightarrow$ 
B)  2-Pentene + HBr $\rightarrow$ 
C)  2-Pentanol + HBr $\rightarrow$ 
D)  2-Pentanol + PBr3 $\rightarrow$ 
E)  All of the above would afford good yields of 2-bromopentane. 
A)  1-Pentene + HBr $\rightarrow$ 
B)  2-Pentene + HBr $\rightarrow$ 
C)  2-Pentanol + HBr $\rightarrow$ 
D)  2-Pentanol + PBr3 $\rightarrow$ 
E)  All of the above would afford good yields of 2-bromopentane.

Question 5

cis-3-Hexene is treated with meta-chloroperbenzoic acid and the product is then subjected to acid-catalyzed hydrolysis.What is the final product?

Accepted Answer

A)  equal amounts I and II 
B)  equal amounts I,II and V 
C)  equal amounts III,IV and V 
D)  equal amounts III and IV 
E)  Only V 
A)  equal amounts I and II 
B)  equal amounts I,II and V 
C)  equal amounts III,IV and V 
D)  equal amounts III and IV 
E)  Only V

Question 6

The development of a procedure called __________________ has made the use of nonpolar solvents possible in reactions involving polar reagents.

Accepted Answer

phase tran

Question 7

What would be the major product of the following reaction sequence?

Accepted Answer

A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of I and II 
A)  I 
B)  II 
C)  III 
D)  IV 
E)  An equimolar mixture of I and II

Question 8

The relationship between a crown ether and the ion it transports is known as the ____________________ relationship.

Accepted Answer

The answer of The relationship between a crown ether and...

Question 9

Which of these,though often used,is an incorrect common name for CH3CHOHCH3?

Accepted Answer

A)  Isopropyl alcohol 
B)  sec-Propyl alcohol 
C)  2-Propanol 
D)  Isopropanol 
E)  More than one of these. 
A)  Isopropyl alcohol 
B)  sec-Propyl alcohol 
C)  2-Propanol 
D)  Isopropanol 
E)  More than one of these.

Question 10

The following reaction,   is probably:

Accepted Answer

A)  an SN1-type reaction involving the protonated alcohol as the substrate. 
B)  an SN2-type reaction involving the protonated alcohol as the substrate. 
C)  an E1-type reaction involving the protonated alcohol as the substrate. 
D)  an E2-type reaction involving the protonated alcohol as the substrate. 
E)  an epoxidation reaction. 
A)  an SN1-type reaction involving the protonated alcohol as the substrate. 
B)  an SN2-type reaction involving the protonated alcohol as the substrate. 
C)  an E1-type reaction involving the protonated alcohol as the substrate. 
D)  an E2-type reaction involving the protonated alcohol as the substrate. 
E)  an epoxidation reaction.

Question 11

Propose a mechanism for the following transformation:

Accepted Answer

The answer of Propose a mechanism for the following transformation:...

Question 12

Select the potential energy diagram that best represents the following reaction:

Accepted Answer

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

Question 13

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

Accepted Answer

The answer of Finish the following acid-base reaction and predict...

Question 14

The SN2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

Accepted Answer

Question 15

The oxymercuration-demercuration procedure can be successfully employed for synthesis of deuterated derivatives,by using NaBD4 instead of NaBH4 in the second step.What product would you expect from the following reaction?

Accepted Answer

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

Question 16

Which statement is true concerning the formation of alcohols by the hydroboration-oxidation sequence?

Accepted Answer

A)  Overall,the process results in syn addition and anti-Markovnikov orientation. 
B)  Overall,the process results in anti addition and anti-Markovnikov orientation. 
C)  Overall,the process results in syn addition and Markovnikov orientation. 
D)  Overall,the process results in anti addition and Markovnikov orientation. 
E)  The stereochemistry and orientation are unpredictable. 
A)  Overall,the process results in syn addition and anti-Markovnikov orientation. 
B)  Overall,the process results in anti addition and anti-Markovnikov orientation. 
C)  Overall,the process results in syn addition and Markovnikov orientation. 
D)  Overall,the process results in anti addition and Markovnikov orientation. 
E)  The stereochemistry and orientation are unpredictable.

Question 17

A compound or ion that prefers a nonpolar environment to an aqueous one is said to be ______________.

Accepted Answer

The answer of A compound or ion that prefers a...

Question 18

trans-3-Methylcyclopentanol is treated with CH3SO2Cl in the presence of base.The product of this reaction is then heated with KI in methanol.What is the final product?

Accepted Answer

A)  trans-1-Iodo-3-methylcyclopentane 
B)  cis-1-Iodo-3-methylcyclopentane 
C)  1-Methylcyclopentene 
D)  2-Methylcyclopentene 
E)  3-Methylcyclopentene 
A)  trans-1-Iodo-3-methylcyclopentane 
B)  cis-1-Iodo-3-methylcyclopentane 
C)  1-Methylcyclopentene 
D)  2-Methylcyclopentene 
E)  3-Methylcyclopentene

Question 19

Stereochemically speaking,conversion of an alcohol into a tosylate occurs with _____________ of configuration.

Accepted Answer

The answer of Stereochemically speaking,conversion of an alcohol into a...

Question 20

Which alcohol would undergo acid-catalyzed dehydration most rapidly?

Accepted Answer

A)  3,3-dimethyl-1-butanol 
B)  2,2-dimethyl-1-butanol 
C)  3,3-dimethyl-2-butanol 
D)  2-methyl-2-butanol 
E)  All would undergo dehydration equally rapidly. 
A)  3,3-dimethyl-1-butanol 
B)  2,2-dimethyl-1-butanol 
C)  3,3-dimethyl-2-butanol 
D)  2-methyl-2-butanol 
E)  All would undergo dehydration equally rapidly.

Exam 11: Alcohols and Ethers

Give the correct IUPAC name corresponding to the following structure:

The conversion of 3-methyl-1-octanol to 1-chloro-3-methyloctane is best achieved through use of which of these reagents?

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called __________________.This process forms peroxides and hydroperoxides which are dangerously _______________.

Which of the following could not be used to synthesize 2-bromopentane efficiently?

cis-3-Hexene is treated with meta-chloroperbenzoic acid and the product is then subjected to acid-catalyzed hydrolysis.What is the final product?

The development of a procedure called __________________ has made the use of nonpolar solvents possible in reactions involving polar reagents.

What would be the major product of the following reaction sequence?

The relationship between a crown ether and the ion it transports is known as the ____________________ relationship.

Which of these,though often used,is an incorrect common name for CH3CHOHCH3?

The following reaction, is probably:

Propose a mechanism for the following transformation:

Select the potential energy diagram that best represents the following reaction:

Finish the following acid-base reaction and predict if it will proceed in the forward direction:

The SN2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

The oxymercuration-demercuration procedure can be successfully employed for synthesis of deuterated derivatives,by using NaBD4 instead of NaBH4 in the second step.What product would you expect from the following reaction?

Which statement is true concerning the formation of alcohols by the hydroboration-oxidation sequence?

A compound or ion that prefers a nonpolar environment to an aqueous one is said to be ______________.

trans-3-Methylcyclopentanol is treated with CH3SO2Cl in the presence of base.The product of this reaction is then heated with KI in methanol.What is the final product?

Stereochemically speaking,conversion of an alcohol into a tosylate occurs with _____________ of configuration.

Which alcohol would undergo acid-catalyzed dehydration most rapidly?

Carbon Compounds and Chemical Bonds

Representative Carbon Compounds: Functional Groups, Intermolecular Forces, and Infrared Ir Spectroscopy

An Introduction to Organic Reactions: Acids and Bases

Alkanes: Nomenclature, Conformational Analysis, and an Introduction to Synthesis

Stereochemistry: Chiral Molecules

Ionic Reactions - Nucleophilic Substitution and Elimination Reactions of Alkyl Halides

Alkenes and Alkynes I: Properties and Synthesis, Elimination Reactions of Alkyl Halides

Alkenes and Alkynes Ii: Addition Reactions

Nuclear Magnetic Resonance and Mass Spectrometry: Tools for Structure Determination

Radical Reactions

Alcohols From Carbonyl Compounds Oxidation-Reduction and Organometallic Compounds

Conjugated Unsaturated Systems

Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones I Nucleophilic Addition to the Carbonyl Group

Aldehydes and Ketones Ii Aldol Reactions

Carboxylic Acids and Their Derivatives Nucleophilic Addition - Elimination at the Acyl Carbon

Synthesis and Reactions of Beta-Dicarbonyl Compounds: More Chemistry of Enolate Ions

Amines

Phenols and Aryl Halides: Nucleophilic Aromatic Substitution

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids and Protein Synthesis

Filters

Long-term storage of ethers can be dangerous,because most ethers react slowly with oxygen by a radical process called ____.This process forms peroxides and hydroperoxides which are dangerously _.

Which of these,though often used,is an incorrect common name for CH₃CHOHCH₃?

The S_N2 reaction between an alkoxide and an alkyl halide is commonly referred to as the _________________ synthesis.

The oxymercuration-demercuration procedure can be successfully employed for synthesis of deuterated derivatives,by using NaBD₄ instead of NaBH₄ in the second step.What product would you expect from the following reaction?

trans-3-Methylcyclopentanol is treated with CH₃SO₂Cl in the presence of base.The product of this reaction is then heated with KI in methanol.What is the final product?