Predict the product(s) of the following reaction. 2 HBr Br Br H Br

Pushing Electrons
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Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter1: Lewis Structures
Section: Chapter Questions
Problem 13EQ: This is done by removing an unshared pair from each of two adjacent atoms and adding one electron...
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**Predict the product(s) of the following reaction.**

The skeletal structure of the reactant is a hydrocarbon chain containing three carbon atoms, with a methyl group attached to the first carbon and a triple bond between the second and third carbon atoms. This compound is treated with two equivalents of hydrogen bromide (HBr).

**Options for reaction products:**

1. Option 1 shows a hydrocarbon chain with three carbon atoms, similar to the reactant. The second carbon in the chain has two bromine atoms attached to it, resulting in a geminal dibromide.

2. Option 2 depicts a hydrocarbon chain with three carbon atoms, also retaining the methyl group on the first carbon. The second carbon has one bromine atom and a double bond with a hydrogen atom, and the third carbon has a bromine atom attached.

3. Option 3 illustrates a hydrocarbon chain with three carbon atoms, the same methyl group on the first carbon, and two bromine atoms attached to the second and third carbons.

4. Option 4 presents a hydrocarbon chain with three carbon atoms, with a methyl group on the first carbon and a triple bond between the second and third carbons. The second carbon has a bromine atom attached. This structure is shown along with its enantiomer.

5. Option 5 displays a hydrocarbon chain with three carbon atoms, the same methyl group on the first carbon, and one bromine atom attached to the second carbon along with another bromine atom attached to the third carbon. Both enantiomers are shown.

For detailed steps on electrophilic addition reactions and Markovnikov's rule, which determine the placement of hydrogen and bromine atoms in the final product, please refer to the relevant sections of your organic chemistry textbook or curriculum resources.
Transcribed Image Text:**Predict the product(s) of the following reaction.** The skeletal structure of the reactant is a hydrocarbon chain containing three carbon atoms, with a methyl group attached to the first carbon and a triple bond between the second and third carbon atoms. This compound is treated with two equivalents of hydrogen bromide (HBr). **Options for reaction products:** 1. Option 1 shows a hydrocarbon chain with three carbon atoms, similar to the reactant. The second carbon in the chain has two bromine atoms attached to it, resulting in a geminal dibromide. 2. Option 2 depicts a hydrocarbon chain with three carbon atoms, also retaining the methyl group on the first carbon. The second carbon has one bromine atom and a double bond with a hydrogen atom, and the third carbon has a bromine atom attached. 3. Option 3 illustrates a hydrocarbon chain with three carbon atoms, the same methyl group on the first carbon, and two bromine atoms attached to the second and third carbons. 4. Option 4 presents a hydrocarbon chain with three carbon atoms, with a methyl group on the first carbon and a triple bond between the second and third carbons. The second carbon has a bromine atom attached. This structure is shown along with its enantiomer. 5. Option 5 displays a hydrocarbon chain with three carbon atoms, the same methyl group on the first carbon, and one bromine atom attached to the second carbon along with another bromine atom attached to the third carbon. Both enantiomers are shown. For detailed steps on electrophilic addition reactions and Markovnikov's rule, which determine the placement of hydrogen and bromine atoms in the final product, please refer to the relevant sections of your organic chemistry textbook or curriculum resources.
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