Hydrocarbon Reactions

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Organic Chemistry › Hydrocarbon Reactions

Questions 1 - 10
1

Cyclohexene undergoes hydrobromination.

Which of these is a possible product?

Bromocyclohexane

Trans 1,2-dibromocyclohexane

Cis 1,2-dibromocyclohexane

None of these

All of these

Explanation

Only bromocyclohexane is created because there is only one bromine group that bonds with one of the carbons, while the other carbon is bonded with hydrogen group.

2

Cyclohexene undergoes hydrobromination.

Which of these is a possible product?

Bromocyclohexane

Trans 1,2-dibromocyclohexane

Cis 1,2-dibromocyclohexane

None of these

All of these

Explanation

Only bromocyclohexane is created because there is only one bromine group that bonds with one of the carbons, while the other carbon is bonded with hydrogen group.

3

Img 0647

What reagent(s) is/are needed to drive the given reaction?

Explanation

This is a standard Diels-Alder reaction. Diels-Alder reactions are driven solely by adding heat to the reagents. By looking at the reagents and the product, we can tell that this is a Diels-Alder reaction. For Diels-Alder, we need a cis-diene and an alkene as reactants. When these reactants are stimulated by heat, they form a cyclohexene product.

4

Img 0647

What reagent(s) is/are needed to drive the given reaction?

Explanation

This is a standard Diels-Alder reaction. Diels-Alder reactions are driven solely by adding heat to the reagents. By looking at the reagents and the product, we can tell that this is a Diels-Alder reaction. For Diels-Alder, we need a cis-diene and an alkene as reactants. When these reactants are stimulated by heat, they form a cyclohexene product.

5

Noname01

What is the product of the given reaction?

Noname02

Noname03

Noname04

Noname05

Noname06

Explanation

This is a classic Diels-Alder reaction and it consists of a diene (cyclopentadiene) and a dienophile (ethene). The bicyclic structure forms if the electrons are moved in a circular fashion.

6

An organic chemist reacts one mole of 4-octene with excess . What is the final product?

Two moles of butal

Octane

Two moles of octanol

None of these

Explanation

These are standard conditions for an ozonolysis reaction. For an ozonolysis reaction to take place, all we need is an alkene and ozone. The ozone essentially cuts the alkene in half and adds a carbonyl group to each half of the carbon chain.

7

Noname01

What is the product of the given reaction?

Noname02

Noname03

Noname04

Noname05

Noname06

Explanation

This is a classic Diels-Alder reaction and it consists of a diene (cyclopentadiene) and a dienophile (ethene). The bicyclic structure forms if the electrons are moved in a circular fashion.

8

An organic chemist reacts one mole of 4-octene with excess . What is the final product?

Two moles of butal

Octane

Two moles of octanol

None of these

Explanation

These are standard conditions for an ozonolysis reaction. For an ozonolysis reaction to take place, all we need is an alkene and ozone. The ozone essentially cuts the alkene in half and adds a carbonyl group to each half of the carbon chain.

9

What reaction forms a substituted cyclohexene system?

Diels-Alder reaction

Hoffmann elimination

Wittig reaction

Gabriel synthesis

Explanation

The Diels-Alder reaction converts a conjugated diene and a substituted alkene into a six-membered ring containing cyclohexene (a substituted cyclohexene system). In Hoffmann elimination, tetra-alkyl ammonium salts undergo elimination to form the least substituted alkene. The Wittig reaction uses phosphorus ylides, aldehydes, or ketones to form an alkene and a triphenylphosphine oxide. Lastly, Gabriel synthesis forms primary amines via the reaction of a phthalimide with an alkyl halide, followed by cleavage with hydrazine.

10

What reaction forms a substituted cyclohexene system?

Diels-Alder reaction

Hoffmann elimination

Wittig reaction

Gabriel synthesis

Explanation

The Diels-Alder reaction converts a conjugated diene and a substituted alkene into a six-membered ring containing cyclohexene (a substituted cyclohexene system). In Hoffmann elimination, tetra-alkyl ammonium salts undergo elimination to form the least substituted alkene. The Wittig reaction uses phosphorus ylides, aldehydes, or ketones to form an alkene and a triphenylphosphine oxide. Lastly, Gabriel synthesis forms primary amines via the reaction of a phthalimide with an alkyl halide, followed by cleavage with hydrazine.

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