Question 1

When a carbonyl is part of a conjugated π-network, the C -1 D)  occurs around 2700 cm-1 E)  cannot be distinguished from the C   O stretch in a nonconjugated system" class="answers-bank-image d-inline" rel="preload" > O stretch ________.

Accepted Answer

A)   has a higher frequency than in a nonconjugated system
B)   has a lower frequency than in a nonconjugated system
C)   always occurs at 1710 cm-1
D)   occurs around 2700 cm-1
E)   cannot be distinguished from the C -1 
D)   occurs around 2700 cm-1 
E)   cannot be distinguished from the C   O stretch in a nonconjugated system" class="answers-bank-image d-inline" rel="preload" > O stretch in a nonconjugated systemF) A) and D)
G) B) and C)

Question 2

Draw a mechanism for the following reaction.

Accepted Answer

The answer of Draw a mechanism for the following reaction....

Question 3

Complete the following reaction by filling in the necessary reagents.

Accepted Answer

The answer of Complete the following reaction by filling in...

Question 4

Provide the major organic product of the following reaction.

Accepted Answer

The answer of Provide the major organic product of the...

Question 5

Beginning with sodium acetylide (NaCCH), propose a three-step synthesis of hexanal.

Accepted Answer

1. CH₃CH₂CH₂C...

Question 6

Predict the major organic product of the following reaction:

Accepted Answer

The answer of Predict the major organic product of the...

Question 7

What reagent can be used to convert 2-methylbutan-1-ol into 2-methylbutanal?

Accepted Answer

A)   LiAlH4
B)   Na2Cr2O7
C)   O3
D)   KMnO4
E)   PCCF) B) and E)
G) None of the above

Question 8

Which series of reactions described below will result in the formation of compound A, starting with compound B? 2) 2-OH /trace H3O+ 2)  DMSO (COCl2) /Et3N, CH2Cl2 3)  MgBr-(CH2) 2-CH3/diethyl ether 4)  work-up with H3O+ 5. PCC B)  1. PCC 2)  SOCl2 3)  LiCu-((CH2) 2-CH3) 2 4)  work-up with H3O+ C)  1. Na2Cr2O7/H2SO4 2)  SOCl2 3)  2 MgBr-(CH2) 2-CH3/diethyl ether 4)  work-up with H3O+ D)  both A and B E)  both B and C" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   1. HO-(CH2) 2-OH /trace H3O+2)  DMSO (COCl2) /Et3N, CH2Cl23)  MgBr-(CH2) 2-CH3/diethyl ether4)  work-up with H3O+5. PCC
B)   1. PCC2)  SOCl23)  LiCu-((CH2) 2-CH3) 24)  work-up with H3O+
C)   1. Na2Cr2O7/H2SO42)  SOCl23)  2 MgBr-(CH2) 2-CH3/diethyl ether4)  work-up with H3O+
D)   both A and B
E)   both B and CF) B) and C)
G) B) and D)

Question 9

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 10

Through what sequence of steps can toluene be converted into

Accepted Answer

1) Br₂, hν ...

Question 11

Provide the major organic product of the reaction shown below.

Accepted Answer

The answer of Provide the major organic product of the...

Question 12

Provide a detailed, stepwise mechanism for the acid-catalyzed condensation reaction between benzaldehyde and methylamine.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 13

Provide the major organic product in the reaction shown below.

Accepted Answer

The answer of Provide the major organic product in the...

Question 14

Rank the following compounds in order of their propensity to become a hydrate in water (i.e., start with the least easy to hydrate: CH3COCH2CH3, H2CO, Cl3CCHO, and CH3CH2CHO.

Accepted Answer

CH₃COCH₂CH₃ <...

Question 15

Propose a sequence of steps to carry out the following conversion.

Accepted Answer

1) HOCH₂CH₂O...

Question 16

By which single reaction can benzene be readily converted into acetophenone?

Accepted Answer

CH₃COCl, AlCl₃ - a Fri...

Question 17

Provide the structure of benzophenone.

Accepted Answer

The answer of Provide the structure of benzophenone....

Question 18

Provide the proper IUPAC name for PhCH2CH(CH3)CH2CH2CHO.

Accepted Answer

4-methyl-5...

Question 19

How would you perform the following transformation? 4 B)  LiAlH4 C)  1. DIBAL-H 2. H2O D)  1. SOCl2 2. LiAlH(O-t-Bu) 3" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   NaBH4
B)   LiAlH4
C)   1. DIBAL-H 2. H2O
D)   1. SOCl2 2. LiAlH(O-t-Bu) 3E) A) and B)
F) All of the above

Question 20

In the proton NMR spectra of aldehydes and ketones, the protons bonded to carbons adjacent to the carbonyl group typically fall into which of the chemical shift ranges below?

Accepted Answer

A)   1.0-2.0 ppm
B)   2.0-3.0 ppm
C)   4.0-4.5 ppm
D)   7.0-8.0 ppm
E)   9.0-10.0 ppmF) A) and B)
G) All of the above

Exam 18: Ketones and Aldehydes

Provide a detailed, stepwise mechanism for the acid-catalyzed condensation reaction between benzaldehyde and methylamine.

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Draw a mechanism for the following reaction.

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What reagent can be used to convert 2-methylbutan-1-ol into 2-methylbutanal?

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Rank the following compounds in order of their propensity to become a hydrate in water (i.e., start with the least easy to hydrate: CH3COCH2CH3, H2CO, Cl3CCHO, and CH3CH2CHO.

Correct AnswerverifiedCH3COCH2CH3 <...View AnswerShow Answer

Complete the following reaction by filling in the necessary reagents.

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Provide the major organic product of the following reaction.

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Predict the major organic product of the following reaction:

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Provide the structure of benzophenone.

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When a carbonyl is part of a conjugated π-network, the C O stretch ________.

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Propose a sequence of steps to carry out the following conversion.

Correct Answerverified1) HOCH2CH2O...View AnswerShow Answer

Provide the major organic product of the reaction shown below.

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Provide the major organic product of the reaction shown below.

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How would you perform the following transformation?

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Provide the major organic product in the reaction shown below.

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Beginning with sodium acetylide (NaCCH), propose a three-step synthesis of hexanal.

Correct Answerverified1. CH3CH2CH2C...View AnswerShow Answer

By which single reaction can benzene be readily converted into acetophenone?

Correct AnswerverifiedCH3COCl, AlCl3 - a Fri...View AnswerShow Answer

Through what sequence of steps can toluene be converted into

Correct Answerverified1) Br2, hν ...View AnswerShow Answer

Provide the proper IUPAC name for PhCH2CH(CH3)CH2CH2CHO.

Correct Answerverified4-methyl-5...View AnswerShow Answer

In the proton NMR spectra of aldehydes and ketones, the protons bonded to carbons adjacent to the carbonyl group typically fall into which of the chemical shift ranges below?

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Which series of reactions described below will result in the formation of compound A, starting with compound B?

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Rank the following compounds in order of their propensity to become a hydrate in water (i.e., start with the least easy to hydrate: CH₃COCH₂CH₃, H₂CO, Cl₃CCHO, and CH₃CH₂CHO.

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CH₃COCH₂CH₃ <...
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1) HOCH₂CH₂O...
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1. CH₃CH₂CH₂C...
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CH₃COCl, AlCl₃ - a Fri...
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1) Br₂, hν ...
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Provide the proper IUPAC name for PhCH₂CH(CH₃)CH₂CH₂CHO.

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4-methyl-5...
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