Oxidizing and Reducing Agents

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Questions and Answers

Which of the following transformations would PCC NOT be able to perform effectively?

  • Primary alcohol to aldehyde
  • Secondary alcohol to ketone
  • Aldehyde to carboxylic acid (correct)
  • None of the above

What type of alcohol is converted into a ketone using either PCC or $KMnO_4/H_2Cr_2O_4$?

  • Secondary alcohol (correct)
  • Tertiary alcohol
  • Primary alcohol
  • Methanol

Which reagent is capable of reducing a carboxylic acid to a primary alcohol?

  • PCC
  • $LiAlH_4$ (LAH) (correct)
  • $KMnO_4$
  • $NaBH_4$

Which of the following classes of organic compounds can both $LiAlH_4$ (LAH) and $NaBH_4$ reduce?

<p>Aldehydes (C)</p> Signup and view all the answers

What product is formed when an aldehyde is reacted with $NaBH_4$?

<p>Primary alcohol (A)</p> Signup and view all the answers

Which of the following reagents can oxidize a primary alcohol to a carboxylic acid?

<p>$KMnO_4$ or $H_2Cr_2O_4$ (D)</p> Signup and view all the answers

Which of the following reagents is used to reduce ketones?

<p>$NaBH_4$ (C)</p> Signup and view all the answers

Which functional group transformation CANNOT be achieved using $LiAlH_4$ (LAH)?

<p>Alkane to alcohol (B)</p> Signup and view all the answers

What is the result of oxidizing a secondary alcohol with $KMnO_4$?

<p>Ketone (D)</p> Signup and view all the answers

In the reduction of an ester to an alcohol using $LiAlH_4$ (LAH), what type of alcohol is produced?

<p>Primary alcohol (A)</p> Signup and view all the answers

Which of the following reactions would produce an aldehyde?

<p>Oxidation of a primary alcohol with PCC (C)</p> Signup and view all the answers

What is the major organic product when 2-pentanone is treated with $NaBH_4$?

<p>2-pentanol (C)</p> Signup and view all the answers

A chemist wants to convert a primary alcohol to a carboxylic acid in a single step. Which reagent would be most suitable for this transformation?

<p>$KMnO_4$ or $H_2Cr_2O_4$ (B)</p> Signup and view all the answers

Which of these reagents will reduce an ester to a primary alcohol?

<p>$LiAlH_4$ (LAH) (B)</p> Signup and view all the answers

A researcher needs to selectively reduce an aldehyde in the presence of a carboxylic acid. Which reducing agent should they use?

<p>$NaBH_4$ (A)</p> Signup and view all the answers

Which transformation is possible using $KMnO_4$?

<p>Secondary alcohol to ketone (A)</p> Signup and view all the answers

Which of the following best describes the role of $NaBH_4$ in a chemical reaction?

<p>Reducing agent (A)</p> Signup and view all the answers

Which reagent would you use to convert butanal to butan-1-ol?

<p>$NaBH_4$ (B)</p> Signup and view all the answers

What type of alcohol is produced by the reduction of a ketone with $LiAlH_4$ (LAH)?

<p>Secondary alcohol (D)</p> Signup and view all the answers

Which of the following reagents is suitable for oxidizing a primary alcohol to an aldehyde?

<p>PCC (B)</p> Signup and view all the answers

Flashcards

PCC

PCC oxidizes a 1° alcohol to an aldehyde.

PCC

PCC oxidizes a 2° alcohol to a ketone.

KMnO4 or H2Cr2O4

KMnO4 or H2Cr2O4 oxidizes a 1° alcohol to a carboxylic acid.

KMnO4 or H2Cr2O4

KMnO4 or H2Cr2O4 oxidizes a 2° alcohol to a ketone.

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NaBH4

NaBH4 reduces aldehydes and ketones to 1° and 2° alcohols, respectively.

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LiAlH4 (LAH)

LiAlH4 reduces aldehydes, ketones, carboxylic acids, and esters to 1° and 2° alcohols.

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What does PCC do to 1° alcohols?

Oxidizing agent that converts 1° alcohols to aldehydes.

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What does PCC do to 2° alcohols?

Oxidizing agent that converts 2° alcohols to ketones.

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What do KMnO4 or H2Cr2O4 do to 1° alcohols?

Strong oxidizing agents that convert 1° alcohols to carboxylic acids.

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KMnO4 or H2Cr2O4 on 2° alcohol

Transform 2° alcohols to ketones.

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What does NaBH4 reduce?

Reagent that reduces aldehydes and ketones.

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What is LiAlH4 reducing agent?

Stronger reducing agent.

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Study Notes

Common Oxidizing/Reducing Agents

Oxidizing Agents

  • PCC oxidizes a 1° Alcohol to an Aldehyde
  • PCC oxidizes a 2° Alcohol to a Ketone
  • KMnO4/H2Cr2O4 oxidizes a 1° Alcohol to a Carboxylic Acid
  • KMnO4/H2Cr2O4 oxidizes a 2° Alcohol to a Ketone

Reducing Agents

  • NaBH4 reduces Aldehydes/Ketones to a 1°/2° Alcohol
  • LiAlH4 (LAH) reduces Aldehydes/Ketones to a 1°/2° Alcohol
  • LiAlH4 (LAH) reduces Carboxylic acids/Esters to a 1°/2° Alcohol

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