Help with Other Named Reactions - Organic Chemistry

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Question

Wesag2o

Why does the reaction above require the use of Ag2O?

Answer

The Ag2O oxidizes the alcohol to form the alkoxide ion. The Ag2O is a reducing agent, and it oxidizes the alcohol because the alcohol loses a proton. Ag2O is a strong base, meaning it will accept protons readily. The given reaction is an example of Williamson ether synthesis. This reaction occurs via an SN2 pathway.

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Question

Which of the following best summarizes the Michael reaction?

Answer

The most acidic carbon in a dicarbonyl gets abstracted to form an enolate. The reaction involves a ketone with a double bond between the alpha and beta carbons. The carbon-carbon souble bond electrons attack the beta carbon of the alkene. At this point, the electrons from the alkene move to form a double bond between the carbonyl and alpha carbon and an enolate is fromed. The negative oxygen bonds to a hydrogen, forming the enol. Through enol-ketone tautamerization, a ketone is formed.

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Question

Which of the following best summarizes a Gabriel synthesis?

Answer

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.

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Question

What is the IUPAC name of the following compound?

Untitled

Answer

The numbering of the molecule begins across the double bond and goes in the direction where the lowest numbers for substituents can be achieved. Thus, the methyl group will be on carbon two and the bromine on carbon 3. Substituents are ordered alphabetically. The base molecule is a six-membered ring with one double bond. This is called a cyclohexene.

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Question

What is the proper name of this molecule?

Untitled

Answer

The longest chain has five carbons and a double bond, so the base molecule is pentene. There is a methyl group on carbon 3. The double bond is between carbons two and three. The highest priority substituents are the ethyl group on one side and the methyl group on the other. One is up and one is down, so the molecule is E as opposed to Z.

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Question

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

Answer

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.

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Question

Screen shot 2015 12 17 at 8.25.39 pm

Predict the product of the chemical reaction given.

Answer

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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Question

Screen shot 2015 12 19 at 12.32.57 pm

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

Answer

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.

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Question

Screen shot 2015 12 20 at 10.03.53 pm

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

Answer

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.

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Question

Screen shot 2015 12 19 at 12.45.00 pm

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

Answer

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.

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Question

Screen shot 2015 12 21 at 10.02.31 pm

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

Answer

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.

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Question

Screen shot 2015 12 21 at 10.02.44 pm

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

Answer

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.

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Question

Screen shot 2015 12 31 at 10.44.55 am

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

Answer

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Question

Screen shot 2015 12 31 at 10.59.40 am

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

Answer

Screen shot 2015 12 31 at 11.00.06 am

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Question

Screen shot 2016 01 10 at 10.30.07 pm

What is the product of this reaction?

Answer

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:

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Question

Screen shot 2016 01 17 at 12.13.40 pm

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

Answer

Screen shot 2016 01 17 at 12.10.33 pm

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Question

Screen shot 2016 01 17 at 12.22.35 pm

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

Answer

Screen shot 2016 01 17 at 12.21.47 pm

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Question

Screen shot 2016 01 17 at 12.54.25 pm

What is the product of the reaction given?

Answer

In the reaction below, a ketone is protonated by a strong acid. This triggers the deprotonation of the weakly acidic hydrogen bonded to the alpha carbon by a bromide ion and formation of an alkene functional group.

Screen shot 2016 01 17 at 1.00.53 pm

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Question

Screen shot 2016 01 17 at 1.25.55 pm

What is the product of the reaction given?

Answer

In the reaction below, a ketone is protonated by a strong acid. This triggers the deprotonation of the weakly acidic hydrogen bonded to the alpha carbon by a chloride ion and formation of an alkene functional group.Screen shot 2016 01 17 at 1.25.40 pm

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Question

Screen shot 2016 01 17 at 1.46.01 pm

What is the product of the base induced chemical reaction given?

Answer

The hydrogen bonded to the alpha carbon on carbonyl compounds is weakly acidic and when reacted with a strong base can deprotonate forming and enolate ion which has two resonance structures as shown below:

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