Organic Chemistry : Other Reactions

Study concepts, example questions & explanations for Organic Chemistry

varsity tutors app store varsity tutors android store

Example Questions

Example Question #683 : Organic Chemistry

Screen shot 2016 01 10 at 10.30.07 pm

What is the product of this reaction?

Possible Answers:

Screen shot 2016 01 10 at 10.30.55 pm

Screen shot 2016 01 10 at 10.31.17 pm

Screen shot 2016 01 10 at 10.30.16 pm

Screen shot 2016 01 10 at 10.31.47 pm

Correct answer:

Screen shot 2016 01 10 at 10.30.16 pm

Explanation:

The reaction below is called and electrophilic aromatic substitution reaction and occurs for all aromatic compounds such as benzene.  is a catalyst in this reaction to polarize the  to give  allowing for the presence of polarized  which is more reactive. Below is the mechanism for this reaction:

Screen shot 2016 01 19 at 5.44.12 am

Example Question #684 : Organic Chemistry

Screen shot 2016 01 24 at 3.27.43 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 3.30.09 pm

Screen shot 2016 01 24 at 3.30.05 pm

Screen shot 2016 01 24 at 3.29.58 pm

Screen shot 2016 01 24 at 3.30.25 pm

Correct answer:

Screen shot 2016 01 24 at 3.29.58 pm

Explanation:

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Additon of an acid in the final step gives the final product.

 

Screen shot 2016 01 24 at 3.28.12 pm

Example Question #22 : Other Reactions

Screen shot 2016 01 24 at 3.43.16 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 3.43.34 pm

Screen shot 2016 01 24 at 3.43.40 pm

Screen shot 2016 01 24 at 3.43.28 pm

Screen shot 2016 01 24 at 3.43.44 pm

Correct answer:

Screen shot 2016 01 24 at 3.43.28 pm

Explanation:

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Addition of an acid in the final step gives the final product.Screen shot 2016 01 24 at 3.42.53 pm

Example Question #685 : Organic Chemistry

Screen shot 2016 01 24 at 4.09.34 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 4.11.53 pm

Screen shot 2016 01 24 at 4.11.18 pm

Screen shot 2016 01 24 at 4.11.45 pm

Screen shot 2016 01 24 at 4.11.30 pm

Correct answer:

Screen shot 2016 01 24 at 4.11.18 pm

Explanation:

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Addition of an acid in the final step gives the final product.Screen shot 2016 01 24 at 4.10.57 pm

Example Question #51 : Specific Reactions And Named Reactions

Screen shot 2016 01 24 at 3.07.21 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 3.12.20 pm

Screen shot 2016 01 24 at 3.12.24 pm

Screen shot 2016 01 24 at 3.12.17 pm

Screen shot 2016 01 24 at 3.12.13 pm

Correct answer:

Screen shot 2016 01 24 at 3.12.13 pm

Explanation:

 

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Addition of an acid in the final step gives the final product.

Screen shot 2016 01 24 at 3.08.57 pm

 

Example Question #52 : Specific Reactions And Named Reactions

Screen shot 2016 01 24 at 4.17.05 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 4.19.33 pm

Screen shot 2016 01 24 at 4.19.43 pm

Screen shot 2016 01 24 at 4.19.26 pm

Screen shot 2016 01 24 at 4.19.38 pm

Correct answer:

Screen shot 2016 01 24 at 4.19.26 pm

Explanation:

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Addition of an acid in the final step gives the final product.

Screen shot 2016 01 24 at 4.17.27 pm

Example Question #53 : Specific Reactions And Named Reactions

Screen shot 2016 01 24 at 4.25.20 pm

What is the product of the chemical reaction given?

Possible Answers:

Screen shot 2016 01 24 at 4.28.02 pm

Screen shot 2016 01 24 at 4.28.10 pm

Screen shot 2016 01 24 at 4.27.57 pm

Screen shot 2016 01 24 at 4.25.44 pm

Correct answer:

Screen shot 2016 01 24 at 4.25.44 pm

Explanation:

Claisen condensation is a reaction between two molecules containing an ester functional group. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. The ion that is formed nucleophilicly bonds to a second ester molecule. As seen below, an ethoxide molecule expels. Addition of an acid in the final step gives the final product.Screen shot 2016 01 24 at 4.25.28 pm

Example Question #54 : Specific Reactions And Named Reactions

Screen shot 2016 01 27 at 6.32.27 pm

What is the product of the given reaction?

Possible Answers:

Screen shot 2016 01 27 at 6.32.53 pm

Screen shot 2016 01 27 at 6.32.39 pm

Screen shot 2016 01 27 at 6.32.45 pm

Screen shot 2016 01 27 at 6.32.49 pm

Correct answer:

Screen shot 2016 01 27 at 6.32.39 pm

Explanation:

Alkylation is a reaction form an yield an alkyl compound. Similar to ketones and aldehydes, esters are weakly acidic because the alpha hydrogen to the carbonyl group can be deprotonated in the presence of a base. LDA is a base that converts these compounds to the enolate ion. The reaction is done in a aprotic solvent. This reaction yields an alkyl group in the alpha position of a ketone, ester or nitrile through nucleophilic substitution by reaction with an alkyl halide with and enolate ion.

Screen shot 2016 01 27 at 6.26.01 pm

Example Question #21 : Other Reactions

Screen shot 2016 01 27 at 6.12.21 pm

What is the product of the given reaction?

Possible Answers:

Screen shot 2016 01 27 at 6.12.42 pm

Screen shot 2016 01 27 at 6.12.25 pm

Screen shot 2016 01 27 at 6.12.29 pm

Screen shot 2016 01 27 at 6.12.38 pm

Correct answer:

Screen shot 2016 01 27 at 6.12.25 pm

Explanation:

The reaction given involves the direct alkylation of an ester by the production of an enolate ion. The alpha hydrogen to the carbonyl group which is weakly acidic can be deprotonated in the presence of a base. LDA is a mild base that converts these compounds to the enolate ion. On the last step, through nucleophilic substitution by reaction with an alkyl halide with the enolate ion yields an alkyl group in the alpha position. LDA is sterically hindered therefore allowing for the production of an enolate ion without nucleophlic addition. Similarly, a ketone or nitrile containing compound can also undergo this type of reaction.Screen shot 2016 01 27 at 6.12.08 pm

Example Question #22 : Other Reactions

Screen shot 2016 01 27 at 6.17.53 pm

What is the product of the given reaction?

Possible Answers:

Screen shot 2016 01 27 at 6.18.13 pm

Screen shot 2016 01 27 at 6.18.18 pm

Screen shot 2016 01 27 at 6.18.22 pm

Screen shot 2016 01 27 at 6.18.26 pm

Correct answer:

Screen shot 2016 01 27 at 6.18.13 pm

Explanation:

The reaction given involves the direct alkylation of an ester by the production of an enolate ion. The alpha hydrogen to the carbonyl group which is weakly acidic can be deprotonated in the presence of a base. LDA is a mild base that converts these compounds to the enolate ion. On the last step, through nucleophilic substitution by reaction with an alkyl halide with the enolate ion yields an alkyl group in the alpha position. LDA is sterically hindered therefore allowing for the production of an enolate ion without nucleophlic addition. Similarly, a ketone or nitrile containing compound can also undergo this type of reaction.Screen shot 2016 01 27 at 6.17.42 pm

Learning Tools by Varsity Tutors