Question 1

In carbon NMR,the carbon atom of the carbonyl group in aldehydes and ketones has a chemical shift of about

Accepted Answer

The carbon atom of the carbonyl group in aldehydes and ketones typically has a chemical shift of about 200 ppm in carbon NMR, which is significantly downfield due to the deshielding effect of the carbonyl group.

Question 2

Give the products for the following reaction.

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Question 3

Draw the structure of 3,3-dimethyl-4-oxopentanal.

Accepted Answer

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Question 4

Draw the structure of 4-hydroxypentanal.

Accepted Answer

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Question 5

Predict the reagents for this reaction.

Accepted Answer

The product of the reaction appears to be an alcohol, which can be obtained from the corresponding carbonyl compound by reduction. NaBH4 is a common reducing agent for this purpose, but in this case, NaBHSiEt3 can be used instead to give higher selectivity for the alcohol product. Water is then used to quench the reaction and provide a suitable solvent for the product. Choices A, B, and C are not preferred because they are not commonly used reagents for this type of reaction. Choice E is incorrect because not all of the listed reagents are appropriate for this reaction.

Question 6

What reagents can be used to carry out the following transformation?

Accepted Answer

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Question 7

Which of the following is most reactive towards Grignard's reagent PhMgBr?

Accepted Answer

I is the most reactive towards Grignard's reagent PhMgBr because it has the highest electron density due to the presence of three electron-withdrawing nitro groups. This makes the carbon atom more electrophilic and therefore more susceptible to attack by the nucleophilic Grignard reagent. The other options have either no or less electron-withdrawing groups, making them less reactive towards the Grignard reagent.

Question 8

What functional groups are featured in Vanillin shown below?

Accepted Answer

Vanillin contains an ether functional group (-O-), an alcohol functional group (-OH), and an aldehyde functional group (-CHO).

Question 9

In the following reduction reaction,how many hydride ions are added to the electrophilic carbon of the nitrile?

Accepted Answer

The reduction reaction involves the addition of two hydride ions (H-) to the carbon atom of the nitrile group (-C≡N). Therefore, the correct answer is choice B, which indicates the addition of 2 hydride ions.

Question 10

Which of the following is most reactive towards Grignard's reagent PhMgBr?

Accepted Answer

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Question 11

Propose an IR frequency that would distinguish between the following compounds:

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Question 12

What reagent(s)would you use to accomplish the following conversion?

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Question 13

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

The protons bonded to carbons adjacent to the carbonyl group typically fall within the range of 2.0-3.0 ppm, due to the deshielding effect of the carbonyl group.

Question 14

What reagent(s)would you use to accomplish the following conversion?

Accepted Answer

The answer of What reagent(s)would you use to accomplish the...

Question 15

An unknown compound (A),C₁₀H₁₂O,gave the following proton NMR data: (a)triplet,at 1.0 ppm (3H) (b)quartet,at 2.4 ppm (2H) (c)singlet,at 3.7 ppm (2H) (d)multiplet,at 7.2 ppm (5H) Propose a structure for (A).

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Question 16

By which single-step process can benzene be readily converted into acetophenone?

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Question 17

Draw the structure of 3-bromobutanal.

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Question 18

Identify the compound whose molecular formula and proton NMR spectra are given below: C₁₅H₁₄O; a)triplet,at 2.1 ppm (2H) b)triplet,at 2.4 ppm (2H) c)multiplet,at 7.9 - 7.2 ppm (10H)

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Question 19

Which of the following is least reactive towards Grignard's reagent PhMgBr?

Accepted Answer

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Question 20

Provide the structure of the compound that results when 4-heptanone is treated with CH₃CH PPh₃.

Accepted Answer

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Quiz 16: Reactions of Aldehydes and Ketones

In carbon NMR,the carbon atom of the carbonyl group in aldehydes and ketones has a chemical shift of about

Give the products for the following reaction.

Draw the structure of 3,3-dimethyl-4-oxopentanal.

Draw the structure of 4-hydroxypentanal.

Predict the reagents for this reaction.

What reagents can be used to carry out the following transformation?

Which of the following is most reactive towards Grignard's reagent PhMgBr?

What functional groups are featured in Vanillin shown below?

In the following reduction reaction,how many hydride ions are added to the electrophilic carbon of the nitrile?

Which of the following is most reactive towards Grignard's reagent PhMgBr?

Propose an IR frequency that would distinguish between the following compounds:

What reagent(s) would you use to accomplish the following conversion?

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?

What reagent(s) would you use to accomplish the following conversion?

An unknown compound (A),C₁₀H₁₂O,gave the following proton NMR data: (a)triplet,at 1.0 ppm (3H) (b)quartet,at 2.4 ppm (2H) (c)singlet,at 3.7 ppm (2H) (d)multiplet,at 7.2 ppm (5H) Propose a structure for (A).

By which single-step process can benzene be readily converted into acetophenone?

Draw the structure of 3-bromobutanal.

Identify the compound whose molecular formula and proton NMR spectra are given below: C₁₅H₁₄O; a)triplet,at 2.1 ppm (2H) b)triplet,at 2.4 ppm (2H) c)multiplet,at 7.9 - 7.2 ppm (10H)

Which of the following is least reactive towards Grignard's reagent PhMgBr?

Provide the structure of the compound that results when 4-heptanone is treated with CH₃CH PPh₃.

Quiz 16: Reactions of Aldehydes and Ketones

In carbon NMR,the carbon atom of the carbonyl group in aldehydes and ketones has a chemical shift of about

Give the products for the following reaction.

Draw the structure of 3,3-dimethyl-4-oxopentanal.

Draw the structure of 4-hydroxypentanal.

Predict the reagents for this reaction.

What reagents can be used to carry out the following transformation?

Which of the following is most reactive towards Grignard's reagent PhMgBr?

What functional groups are featured in Vanillin shown below?

In the following reduction reaction,how many hydride ions are added to the electrophilic carbon of the nitrile?

Which of the following is most reactive towards Grignard's reagent PhMgBr?

Propose an IR frequency that would distinguish between the following compounds:

What reagent(s) would you use to accomplish the following conversion?

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?

What reagent(s) would you use to accomplish the following conversion?

An unknown compound (A),C10H12O,gave the following proton NMR data: (a)triplet,at 1.0 ppm (3H) (b)quartet,at 2.4 ppm (2H) (c)singlet,at 3.7 ppm (2H) (d)multiplet,at 7.2 ppm (5H) Propose a structure for (A).

By which single-step process can benzene be readily converted into acetophenone?

Draw the structure of 3-bromobutanal.

Identify the compound whose molecular formula and proton NMR spectra are given below: C15H14O; a)triplet,at 2.1 ppm (2H) b)triplet,at 2.4 ppm (2H) c)multiplet,at 7.9 - 7.2 ppm (10H)

Which of the following is least reactive towards Grignard's reagent PhMgBr?

Provide the structure of the compound that results when 4-heptanone is treated with CH3CH PPh3.

An unknown compound (A),C₁₀H₁₂O,gave the following proton NMR data: (a)triplet,at 1.0 ppm (3H) (b)quartet,at 2.4 ppm (2H) (c)singlet,at 3.7 ppm (2H) (d)multiplet,at 7.2 ppm (5H) Propose a structure for (A).

Identify the compound whose molecular formula and proton NMR spectra are given below: C₁₅H₁₄O; a)triplet,at 2.1 ppm (2H) b)triplet,at 2.4 ppm (2H) c)multiplet,at 7.9 - 7.2 ppm (10H)

Provide the structure of the compound that results when 4-heptanone is treated with CH₃CH PPh₃.