Organic Chemistry : Reactions by Reactant

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #571 : Organic Chemistry

Which of the following is derived from a carboxylic acid?

Possible Answers:

Acid anhydride

Aldehyde

Imine

None of these

Correct answer:

Acid anhydride

Explanation:

A carboxylic acid can be synthesized directly into an acid anhydride by introducing the carboxylic acid to an acid chloride.

Example Question #1 : Help With Carboxylic Acid Reactions

Socl2 reactant

What is the major product of the given reaction?

Possible Answers:

Socl2 incorrect product

Socl2 correct product

Socl2 incorrect product 3

Socl2 incorrect product 2

Correct answer:

Socl2 correct product

Explanation:

This question is asking us to determine what the product will be when a carboxylic acid is reacted with thionyl chloride, . In this reaction, the carboxylic acid is converted into an acyl chloride, with additional production of  and  as side products. Generally, this reaction is very useful for converting carboxylic acids into a more reactive form, so that further reactions can take place.

Example Question #581 : Organic Chemistry

What is the product of the reaction shown?

Screen shot 2015 11 13 at 1.40.15 pm

Screen shot 2015 11 13 at 1.40.10 pm

Possible Answers:

IV

I

III

II

Correct answer:

III

Explanation:

The Grignard reagent also acts as a base, and will remove any protons that have a low-enough pKa. This means that the alpha hydrogen will be removed, and the resulting carboxylate ion is stabilized through resonance and is unlikely to react with the protonated Grignard reagent.

Example Question #51 : Reactions By Reactant

What is the product of the reaction below?

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Possible Answers:

Correct answer:

Explanation:

This reaction is an acid-catalyzed esterification of a carboxylic acid. In the reaction the carbonyl is attacked by the alcohol oxygen, and the carbonyl is reformed by kicking off what was the hydroxyl group in the original carboxylic acid. What is left is an ester (of the form RCOOR', with R' containing the same number of carbons as was in the original alcohol).

Example Question #51 : Reactions By Reactant

The compound below is reacted with . What is the final hybridization around the initially chiral center carbon when the reaction is complete?

Propanol

Possible Answers:

Correct answer:

Explanation:

The initially chiral carbon has an  hybridization. Once treated with ,an oxidizing agent, the secondary alcohol in the compound is oxidized to a ketone. The central carbon is no longer a chiral center (a carbon with a double bond cannot be chiral), and the double bond (pi-bond) formed between carbon and oxygen gives the molecule an  hybridization.

 hybridization is formed with triple bonds, and an  hybridization does not exist. 

Example Question #52 : Reactions By Reactant

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What is the product of the reaction when the given molecule is introduced to an acidic solution?

Possible Answers:

3-bromo-5-hexanol

None of these

2-bromo-4-hexanol

4-bromo-2-hexene

2-bromo-4-hexene

Correct answer:

4-bromo-2-hexene

Explanation:

In acidic solution, a hydrogen will be added to the hydroxy group of the given compound. This intermediate is a good leaving group. As it leaves, a hydrogen will be abstracted and a double bond will form. The bond is across carbons two and three becasue those two are more highly substituted than carbon 1, which is primary. The naming begins at the double bond, so the name is 4-bromo-2-hexene.

Example Question #53 : Reactions By Reactant

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Which reagent(s) would achieve the given synthetic transformation?

 

Possible Answers:

PCC

Correct answer:

Explanation:

Chromic acid (formed in-situ via ), the correct answer, is a powerful oxidizing agent that converts primary alcohols to carboxylic acids. PCC is also an oxidizing agent, but oxidizes primary alcohols one "rung" up the ladder to aldehydes.  and  are reducing agents, which react in the opposite direction of the given transformation.

Example Question #53 : Reactions By Reactant

What is the product of the following reaction?

Possible Answers:

Correct answer:

Explanation:

The key to answering this question is to realize that potassium permanganate  is a very powerful oxidizing agent. Therefore, the primary alcohol in the reactant will be completely oxidized into a carboxylic acid. It's also important to note that because potassium permanganate is such a powerful oxidizing agent, the primary alcohol will not just stop at the aldehyde level of oxidation, but will go all the way to a carboxylic acid, which is at the highest oxidation level.

Example Question #2 : Help With Alcohol Reactions

Which of the following compounds should be used to convert isopropyl alcohol to isopropyl bromide?

Orgo tutoring question

Possible Answers:

Correct answer:

Explanation:

 or thionyl bromide is used to convert secondary alcohols to the bromide product as shown. Isopropyl alcohol is a secondary alcohol because the alcohol group is bonded to a carbon that is bonded to two other carbons. 

The following reaction is the bromination of a secondary alcohol:

Orgo tutoring question   copy

Example Question #21 : Carbonyl Reactants

When ethanol is reacted with  (sulfuric acid), an ether forms. What is the identity of the ether formed?

Possible Answers:

1-Ethyne

Diethyl ether

1-Ethene

1-Propene

Ethanal

Correct answer:

Diethyl ether

Explanation:

The correct answer is diethyl ether because this is the only ether compound listed.

Ether

Diethyl ether forms with the addition of a strong acid to ethanol.

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