Question 1

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

Accepted Answer

1. CH₃CH₂CH₂C...

Question 2

Trioxane is a cyclic trimer of formaldehyde that can be converted to formaldehyde upon heating. Show this reaction.

Accepted Answer

The answer of Trioxane is a cyclic trimer of formaldehyde...

Question 3

What compound is produced when 1,3-dithiane is subjected to the following sequence of reagents:
1. n-BuLi 
2. (CH3)3CCH2CH2CH2I
 3. HgCl2, H3O+?

Accepted Answer

Question 4

The positively polarized carbon atom of a carbonyl group acts as:

Accepted Answer

A)   an electrophile and a Lewis base.
B)   a nucleophile and a Lewis base.
C)   an electrophile and a Lewis acid.
D)   a nucleophile and a Lewis acid.
E)   both a Lewis acid and a Lewis base.

Question 5

Provide the necessary reagents to complete the following transformation.

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The answer of Provide the necessary reagents to complete the...

Question 6

When H2NCH2CH2CH2CH2COCH3 is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C6H11N. Provide the structure of this product.

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Question 7

Provide the structure of the major organic product which results when benzaldehyde reacts with hydroxylamine in the presence of acid.

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

Question 8

What organic compound is generated when PhCOCl is treated with (CH3CH2CH2)2CuLi?

Accepted Answer

Question 9

Which of the following describes a synthesis of an aldehyde?

Accepted Answer

A)   hydrogenation of an acid chloride using Pd/BaSO4/S as a poisoned catalyst
B)   reaction of a primary alcohol with Na2Cr2O7
C)   reaction of a ketone with ozone
D)   treatment of an alkene with Sia2BH
E)   none of the above

Question 10

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 11

The strongest absorptions in the UV spectra of aldehydes and ketones are ones which result from ________ electronic transitions.

Accepted Answer

A)   σ to σ*
B)   σ to π*
C)   n to π*
D)   π to π*
E)   π to σ*

Question 12

What reagents can be used to convert 1-hexyne into 2-hexanone?

Accepted Answer

A)   1. Sia2BH; 2. H2O2, NaOH
B)   Hg2+, H2SO4, H2O
C)   1. O3; 2. (CH3) 2S
D)   1. CH3MgBr; 2. CO2
E)   1. H2, Ni; 2. Na2Cr2O7, H2SO4

Question 13

What is the correct IUPAC name for the following compound?

Accepted Answer

A)   2-oxocyclohex-3-ene carbaldehyde
B)   5-formylcyclohex-2-enone
C)   2-formylcyclohex-5-enone
D)   3-oxocyclohex-4-enal

Question 14

Provide the structure of cyclohexanone oxime.

Accepted Answer

The answer of Provide the structure of cyclohexanone oxime....

Question 15

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 16

Provide the major organic product which results in the reaction shown below.

Accepted Answer

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

Question 17

Name the compound generated when 1-methylcyclohexene is subjected to O3 followed by dimethyl sulfide.

Accepted Answer

Question 18

Which series of reactions described below, if any, will result in the formation of 2-methylpentan-3-one starting with 1-propanol?

Accepted Answer

A)   1. (CH3) 2CHMgBr/ diethyl ether 2. dilute H3O+3)  PCC
B)   1. Na2Cr2O7/H2SO4 and heat 2. SOCl23)  2 (CH3) 2CHMgBr/ diethyl ether4)  H3O+
C)   1. Na2Cr2O7/H2SO4 and heat 2. (CH3) 2CHMgBr/ diethyl ether3)  dilute H3O+4)  LiAlH4
D)   1. PCC 2. (CH3) 2CHLi/ diethyl ether3)  dilute H3O+4)  Na2Cr2O7/H2SO4 and heat
E)   none of the above

Question 19

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 20

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Exam 18: Ketones and Aldehydes

Provide the structure of the major organic product which results when benzaldehyde reacts with hydroxylamine in the presence of acid.

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Provide the major organic product of the following reaction.

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Provide the major organic product of the reaction shown below.

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The strongest absorptions in the UV spectra of aldehydes and ketones are ones which result from ________ electronic transitions.

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Trioxane is a cyclic trimer of formaldehyde that can be converted to formaldehyde upon heating. Show this reaction.

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Provide the structure of cyclohexanone oxime.

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Which of the following describes a synthesis of an aldehyde?

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What is the correct IUPAC name for the following compound?

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The positively polarized carbon atom of a carbonyl group acts as:

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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

What reagents can be used to convert 1-hexyne into 2-hexanone?

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Provide the major organic product of the reaction shown below.

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Which series of reactions described below, if any, will result in the formation of 2-methylpentan-3-one starting with 1-propanol?

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Provide the necessary reagents to complete the following transformation.

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When H2NCH2CH2CH2CH2COCH3 is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C6H11N. Provide the structure of this product.

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

Correct Answerverified1. CH3CH2CH2C...View AnswerShow Answer

What compound is produced when 1,3-dithiane is subjected to the following sequence of reagents: 1. n-BuLi 2. (CH3)3CCH2CH2CH2I 3. HgCl2, H3O+?

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What organic compound is generated when PhCOCl is treated with (CH3CH2CH2)2CuLi?

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Name the compound generated when 1-methylcyclohexene is subjected to O3 followed by dimethyl sulfide.

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Provide the major organic product which results in the reaction shown below.

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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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When H₂NCH₂CH₂CH₂CH₂COCH₃ is heated in the process of an acid catalyst, a reaction occurs. The product has the formula C₆H₁₁N. Provide the structure of this product.

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1. CH₃CH₂CH₂C...
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What compound is produced when 1,3-dithiane is subjected to the following sequence of reagents: 1. n-BuLi 2. (CH₃)₃CCH₂CH₂CH₂I 3. HgCl₂, H₃O⁺?

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What organic compound is generated when PhCOCl is treated with (CH₃CH₂CH₂)₂CuLi?

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Name the compound generated when 1-methylcyclohexene is subjected to O₃ followed by dimethyl sulfide.

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