Organic Chemistry : Organic Chemistry

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #471 : Organic Chemistry

What type of reaction would ensue if the ketone compound shown was introduced to  (a Grignard reagent in water).

Possible Answers:

Oxidation-reduction reaction

Grignard addition reaction

No reaction

Correct answer:

No reaction

Explanation:

Grignard reagents are known for their ability to readily attack carbonyls at the point of their carbons. However, Grignard reagents do not work in the presence of protic solvents. Rather than reacting with the desired molecule, the Grignard is so unstable that it will readily accept a proton from a protic solvent. The Grignard then becomes inert and no reaction ensues with the desired molecule.

Example Question #472 : Organic Chemistry

3-bromopropene was treated with 

What is the final major product?

Possible Answers:

Cyclohexene

Hexanol

Hexene

6-bromohex-4-ene

Correct answer:

Hexene

Explanation:

Any time we have a Grignard reagent and a primary haloalkane, we will see a substitution reaction, identical to an  reaction. In this case, the Grignard can easily attack the haloalkane as the bromine leaves to create hexene.

Example Question #6 : Organic Reducing Agents

Img 0711

What reactant(s) is/are needed to drive this reaction?

Possible Answers:

Correct answer:

Explanation:

The carbons on the epoxide compound experience a slightly positive charge. As a result, a Gringard reagent can easily attack the less substituted side of the epoxide to break the ring and to form a six membered carbon chain.  is used to protonate the negatively charged oxygen atom.

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Example Question #473 : Organic Chemistry

Which of the following can be reduced when mixed with ?

Possible Answers:

Correct answer:

Explanation:

 is a very powerful reducing agent that works to reduce almost any carbonyl compound.  is an amide and the only carbonyl compound given of the answer choices.

Example Question #24 : Redox Chemistry

Img 0637

What reagents are needed to satisfy the given reaction?

Possible Answers:

Correct answer:

Explanation:

Img 0639

This problem requires that we convert our ketone group into a chlorine. However, this cannot be done directly, and requires multiple steps.

We begin by reducing the ketone with  to form an alcoxide. The alcoxide undergoes workup (the process whereby a negatively charged oxygen gains a proton) via , depicted above as simply "". We now have a secondary alcohol. From here, we can simply use the reagent  to convert the alcohol into the desired chlorine.

Example Question #474 : Organic Chemistry

What is the product of the given reaction? 

Screen shot 2015 11 13 at 3.38.24 pm

Screen shot 2015 11 13 at 3.39.24 pm

Possible Answers:

V

II

IV

I

III

Correct answer:

IV

Explanation:

First step: esterification

Second step: lithium aluminum hydride reduction

Third step: neutralization to form primary alcohol

Fourth step: SN2 reaction to form final chlorinated product

Example Question #475 : Organic Chemistry

What is the result of the following reaction?

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Possible Answers:

All of the above

Correct answer:

Explanation:

Lithium Aluminum Hydride is a potent reducing agent; it has the ability to turn esters and aldehydes into primary alcohols, and ketones into secondary alcohols. The starting material is an aldehyde, so the correct answer is thus a primary alcohol ONLY.

Example Question #476 : Organic Chemistry

Which of the following is not a reducing agent?

Possible Answers:

Correct answer:

Explanation:

 is not a reducing agent; peroxides (compounds with the formula R-O-O-R) are oxidizing agents. A very common peroxide is sodium peroxide .

All of the other listed compounds are reducing agents.

Example Question #1 : Using Other Organic Reducing Agents

Which reagents reduce alkynes to trans alkenes?

Possible Answers:

 

Meta-Chloroperoxybenzoic acid 

Correct answer:

Explanation:

 produces a trans-alkene from an alkyne whereas   produces a cis-alkene.  reduces an alkyne all the way down to an alkane.  is a strong oxidizing agent.

Example Question #3 : Using Other Organic Reducing Agents

Img 0688

Identify the major product of the pictured reaction. Assume workup.

1. Img 0691

2. Img 0692

3. Img 0689

4. Img 0690

Possible Answers:

Correct answer:

Explanation:

This is a standard organolithium reaction.

The organolithium product can be thought of as a strong nucleophile. The carbon steals an electron from the lithium to create . From there, the highly reactive carbo-anion is free to attack the ketone at the site of its carbon to form a tertiary alcohol on the cyclohexane.

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