Reactions of Aldehydes and Ketones Practice Problems

We’ve been covering the key reactions and mechanisms of aldehydes and ketones, how they react with water to form hydrates, with alcohols to give hemiacetals and acetals, with amines to form imines and enamines, and with Grignard and other nucleophiles to build new carbon–carbon bonds. This post brings it all together with a focused set of practice problems to test your understanding of these transformations. Whether you’re reviewing for an exam or reinforcing the reaction patterns, this is a great way to apply what you’ve learned and build real mastery.

CS Members, don’t forget to download your Study Guide and Reaction Maps of Aldehydes and Ketones for a clear visual overview of the mechanisms, reagents, and products, organized to help you see the big picture and make connections faster.

 

Reactions of Aldehydes and Ketones

📥 Download this Study Guide of Carboxylic Acid Derivatives and others here.

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

🗺️ All the Conversions of Aldehydes and Ketones in Two Comprehensive Reaction Maps

Practice

1.

Draw the mechanism of acetal formation the following aldehydes and ketones under acidic and basic conditions:

a)
Answer

b)
Answer

2.

What carbonyl compound and alcohol are needed to prepare each product:

 

a)
Answer

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

3.

Predict the organic products formed when the following acetals undergo an acid-catalyzed hydrolysis reaction:

a)
Answer

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

4.

Predict the product for each reaction of aldehydes and ketones with amines:

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

5.

Draw a mechanism for the formation of products B and D:

 

 

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

6.

Propose a mechanism for the following condensation of cyclopentadienyl with carbonyl compounds:

 

Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

7.

Predict the major product(s) obtained when each of the following compounds undergoes hydrolysis in the presence of an acid:

a)
Answer

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

f)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

g)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

h)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

8.

Draw a mechanism and predict the product for the following reduction reactions by LiAlH4 and NaBH4:

 

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

9.

Predict the structure of the organic product for the following reduction reactions by LiAlH4 and NaBH4:

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

f)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

g)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

h)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

10.

Propose reagents for reducing the following carbonyl compounds:

 

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

f)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

g)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

11.

Predict the major organic product(s) for the following Grignard reactions of a ketone, aldehyde, ester, carbon dioxide and an epoxide:

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

12.

In the following practice problem, we will use the Grignard reaction to synthesize a primary, secondary or a tertiary alcohol. This is a retrosynthetic Grignard reaction as the product is given and you need to identify the starting material. Each synthesis has more than one way of combing the corresponding carbonyl or another electrophile with a Grignard reagent.

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

f)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

13.

What is the reason the following Grignard reagent cannot be prepared and stored as shown below?

Explain by showing the corresponding chemical reaction.

Answer

The Grignard reagent is very reactive towards ketones and these two groups are incompatible to be present in the same molecule.

Both intermolecular and intramolecular reactions are possible:

14.

Explain why the following synthetic transformation cannot be achieved with good efficiency:

Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

15.

How can the following synthetic transformations be achieved using acetal or other protecting groups?

a)
Answer

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

16.

Propose an efficient synthesis for each of the following transformations using the Grignard reaction. For some of the problems, you can also use the alkylation of terminal alkynes to extend the carbon chain:

 

a)
Answer

The product has three more carbons than the starting aldehyde. Therefore, you need to think of making new C-C bonds to extend the carbon chain. So far, you have probably covered only two reactions that allow making new carbon-carbon bonds: the alkylation of terminal alkynes and the Grignard reaction. We can’t make a triple bond on the ring and, in addition, it is a carbonyl which should be a huge hint for a Grignard reaction.

The three carbon atoms can be added using fro example, propyl magnesium chloride. The resulting secondary alcohol can be oxidizing any oxidizing agent as there is no risk of over oxidizing to a carboxylic acid.

Anytime you see the [O] notation, interpret it as “any oxidizing agent” (strong or mild) such as Na2Cr2O7/H2SO4, KMnO4, PPC, DMP, Swern etc.

For a selective oxidation of a primary alcohol to the corresponding aldehyde, we will use PPC.

 

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

e)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

f)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

g)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

h)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

17.

Propose a synthesis for the following Wittig reagents from Ph3P and an alkyl halide and show the curved arrow mechanism for each step:

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

18.

What starting materials are needed to prepare the following compounds by using the Wittig reaction?

If more than one way of preparing the compound is possible, determine which path is preferred and explain your answer.

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

In order to determine the preferred path for preparing the Witting reagent, we need to use the less substituted alkyl halide if possible, as the reaction goes through SN2 mechanism. In this case, both bromides are suitable with a possible slight preference for the benzyl bromide since benzylic halides are very reactive.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

c)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

d)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Solution

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

19.

Show two how to synthesize each alkene by using the Wittig reaction and, in another approach, using the Grignard reaction:

a)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

b)
Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

20.

Draw the mechanism and identify the missing compounds in the following synthetic scheme:

 

 

Answer

This content is for registered users only.

Click here to Register!

By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems, including over 40 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, Reaction Maps, and the powerful set of Organic Chemistry 1 and 2 Summary Study Guides.

Share Your Thoughts, Ask that Question!