Organic Chemistry : Specific Reactions and Named Reactions

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #3 : Help With Other Named Reactions

Which of the following best summarizes a Gabriel synthesis?

Possible Answers:

The enolate of a dicarbonyl compound attacks a beta carbon of an alkene

A carboxylic acid reacts first with then with water

An alkyl halide reacts first with the phthalimide ion, then with

The enolate of an ester attacks another ester

A methyl ketone is treated with iodine and

Correct answer:

An alkyl halide reacts first with the phthalimide ion, then with

Explanation:

An alkyl halide and phtalimide react under basic conditions to form a primary amine. The halogen leves and the nitrogen of the phtahlimide bonds to that carbon on the alkane. In the next step, the nitrogen leave the phthalimide. In the presence of base, the phthalimide gains two negative oxygens in the stead of the nitrogen. The final product is a primary amine. 

Example Question #6 : Help With Other Named Reactions

Last

For the given free radical halogenation reaction, which of the following is the product?

1.1

2. 2

3. 3

 4. 4

5. 5

Possible Answers:

2

Correct answer:

Explanation:

In a free radical halogenation, a bromine group will form a bond with the most substituted carbon atom. This method leads to the most stable radical intermediate.

Example Question #31 : Specific Reactions And Named Reactions

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Which of the following is the correct IUPAC name for the compound given?

Possible Answers:

2-ethyl-4-methylpentanal

2-methyl-4-hexanal

2-methyl-4-ethylpentanal

2-ethyl-4-methylpentanal

Correct answer:

2-ethyl-4-methylpentanal

Explanation:

The compound given has an aldehyde functional group and the parent chain has to have the -CHO group. Below is how the compound given should be numbered:

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Aldehydes are named by changing the ending -e from the corresponding alkane with -al. The substituents on the parent chain should be named in alphabetical order. Therefore the answer is 2-ethyl-4-methylpentanal.

Example Question #8 : Help With Other Named Reactions

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Which of the following is the correct IUPAC name for the compound given?

Possible Answers:

4-methyl-3-chlorolhexanol

4-chloro-6-hydroxy-3-methylhexane

3-chloro-4-methylhexanol

4-chloro-3-methylhexanol

Correct answer:

3-chloro-4-methylhexanol

Explanation:

The compound given has an alcohol functional group and the parent chain has to have the hydroxyl functional group. Below is how the compound given should be numbered:

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Alcohols are named by changing the ending -e from the corresponding alkane with -ol. The substituents on the parent chain should be named in alphabetical order. Therefore the answer is 3-chloro-4-methylhexanol.

Example Question #5 : Help With Other Named Reactions

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Which of the following is the correct IUPAC name for the compound given?

Possible Answers:

4-methyl-2,3-dibromohexane

4-methy-4,5-dibromolhexane

4,5-dibromo-4-methylhexane

2,3-dibromo-4-methylhexane

Correct answer:

2,3-dibromo-4-methylhexane

Explanation:

We have to find the longest chain to name it as the parent chain starting at the end with the nearest the substituent. Below is how the compound given should be numbered:

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The substituents on the parent chain should be named in alphabetical order and because we have 2 bromine substituents we must add the name di-bromo and add the number of the carbon atom on the parent chain in which they appear. Therefore the answer is 2,3-dibromo-4-methylhexane.

Example Question #1 : Help With Other Named Reactions

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Predict the product of the chemical reaction given.

Possible Answers:


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Correct answer:


Screen shot 2015 12 17 at 9.11.08 pm

Explanation:

The reaction given is called a Fischer esterification reaction. It is a reaction between an alcohol and a carboxylic acid to form an ester. Carboxylic acids are not reactive enough to be attacked by an alcohol so the reaction requires a strong acid catalyst like hydrochloric acid for the reaction to occur. Below is the mechanism:


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Example Question #11 : Help With Other Named Reactions

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Which of the following is the correct IUPAC name for the compound given?

Possible Answers:

E-4-methyl-2-octene

Z-5-methyl-2-octene

E-5-methyl-2-octene

Z-4-methyl-2-octene

Correct answer:

Z-4-methyl-2-octene

Explanation:

The compound given has an alkene functional group and the longest hydrocarbon chain containing the double bond will be used as the parent chain. Below is how the compound given should be numbered:

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We must use the E, Z system of naming alkenes that assigns priority to substituents on the  based on atomic number. This compound must be labeled with a Z geometry because the substituents with the higher priority are on the same side. Because a methyl group is on the 4th carbon atom on the parent chain, we must add the name 4-methyl to the naming of this compound. Therefore the answer is Z-4-methyl-2-octene.

Example Question #11 : Help With Other Named Reactions

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Which of the following is the correct IUPAC name for the compound given?

Possible Answers:

Z-5-methyl-2-heptene

E-3-methyl-2-heptene

Z-3-methyl-2-heptene

E-5-methyl-2-heptene

Correct answer:

E-5-methyl-2-heptene

Explanation:

The compound given has an alkene functional group and the longest hydrocarbon chain containing the double bond will be used as the parent chain. Below is how the compound given should be numbered:

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We must use the E, Z system of naming alkenes that assigns priority to substituents on the  based on atomic number. This compound must be labeled with an E geometry because the substituents with the higher priority are on opposite sides. Because a methyl group is on the 5th carbon atom on the parent chain, we must add the name 5-methyl to the naming of this compound. Therefore the answer is E-5-methyl-2-heptene.

Example Question #31 : Specific Reactions And Named Reactions

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What is the starting organic compound that was reacted with  to yield the given product?

Possible Answers:

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Correct answer:

Screen shot 2015 12 31 at 10.53.39 am

Explanation:

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Example Question #11 : Help With Other Named Reactions

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What is the starting organic compound that was reacted with  to yield the given product?

Possible Answers:

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Screen shot 2015 12 31 at 10.45.06 am

Correct answer:

Screen shot 2015 12 31 at 10.45.43 am

Explanation:

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