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Ch.13 Alkenes, Alkynes, and Aromatic Compounds
McMurry - Fundamentals of GOB 8th Edition
McMurry8th EditionFundamentals of GOBISBN: 9780134015187Not the one you use?Change textbook
Chapter 13, Problem 54

If 2-methyl-2-pentene were converted into 1-hexene, what kind of reaction would that be?

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1
Step 1: Recognize the structural change in the molecules. 2-methyl-2-pentene is a branched alkene, while 1-hexene is a straight-chain alkene. This indicates a rearrangement of the carbon skeleton.
Step 2: Understand the type of reaction involved. The conversion of a branched alkene to a straight-chain alkene typically involves an isomerization reaction, where the connectivity of atoms is rearranged without adding or removing atoms.
Step 3: Recall that isomerization reactions often occur under specific conditions, such as the presence of a catalyst (e.g., acid or metal catalyst) and heat, which facilitate the rearrangement of the double bond and carbon chain.
Step 4: Consider the mechanism. In this case, the double bond in 2-methyl-2-pentene shifts position, and the branching is removed to form the straight-chain structure of 1-hexene. This involves breaking and reforming bonds within the molecule.
Step 5: Conclude that the reaction is an isomerization reaction, specifically an alkene isomerization, which changes the structure of the molecule while maintaining the same molecular formula (C6H12).

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Elimination Reaction

An elimination reaction involves the removal of atoms or groups from a molecule, resulting in the formation of a double bond. In the case of converting 2-methyl-2-pentene to 1-hexene, a double bond is formed by eliminating a small molecule, typically water or hydrogen halide, from the starting alkene.
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Hydrocarbon Structure

Understanding hydrocarbon structure is essential for analyzing reactions involving alkenes. 2-methyl-2-pentene is a branched alkene, while 1-hexene is a straight-chain alkene. The structural differences influence the type of reactions that can occur, including the mechanisms of elimination and rearrangement.
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Rearrangement Reaction

A rearrangement reaction involves the reorganization of the molecular structure to form a different isomer. In this case, converting 2-methyl-2-pentene to 1-hexene may involve a rearrangement step where the carbon skeleton is altered, leading to the formation of a new alkene with a different position of the double bond.
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