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Determine structure from the following name: (R,E)-3-ethyl-5-methylhex-1-en-1-ol

Determine structure from the following name: (R,E)-3-ethyl-5-methylhex-1-en-1-ol

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Problem Statement:** Determine the structure from the following name: **(R,E)-3-ethyl-5-methylhex-1-en-1-ol** --- Explanation: To determine the structure of the given compound name, we need to parse the IUPAC nomenclature systematically. 1. **Parent hydrocarbon chain:** - The base name "hex-1-en-1-ol" indicates a six-carbon chain (hexane) with: - a double bond between carbons 1 and 2 (hex-1-en) - a hydroxyl group attached to the first carbon (hex-1-en-1-ol). 2. **Substituents:** - **3-ethyl**: An ethyl group (–CH2CH3) is attached to the third carbon of the main chain. - **5-methyl**: A methyl group (–CH3) is attached to the fifth carbon of the main chain. 3. **Stereochemistry:** - **(R)**: This refers to the absolute configuration at a specific chiral center. In this case, the first carbon (where the hydroxyl group is attached) following the Cahn-Ingold-Prelog priority rules must have the configuration "R". - **(E)**: This refers to the configuration around the double bond (1 and 2) using the E/Z notation. "E" stands for "entgegen" (opposite) which means the highest priority groups on either end of the double bond are on opposite sides. Putting it all together, you can visualize the structure step-by-step and assign the substituents and configurations accordingly. Typically, this would be represented in a two- or three-dimensional molecular structure diagram, showing all atoms, bonds, and including stereochemistry. Users are encouraged to draw the structure to reinforce the understanding of this naming method and how it relates to actual molecular geometry.
Transcribed Image Text:**Problem Statement:** Determine the structure from the following name: **(R,E)-3-ethyl-5-methylhex-1-en-1-ol** --- Explanation: To determine the structure of the given compound name, we need to parse the IUPAC nomenclature systematically. 1. **Parent hydrocarbon chain:** - The base name "hex-1-en-1-ol" indicates a six-carbon chain (hexane) with: - a double bond between carbons 1 and 2 (hex-1-en) - a hydroxyl group attached to the first carbon (hex-1-en-1-ol). 2. **Substituents:** - **3-ethyl**: An ethyl group (–CH2CH3) is attached to the third carbon of the main chain. - **5-methyl**: A methyl group (–CH3) is attached to the fifth carbon of the main chain. 3. **Stereochemistry:** - **(R)**: This refers to the absolute configuration at a specific chiral center. In this case, the first carbon (where the hydroxyl group is attached) following the Cahn-Ingold-Prelog priority rules must have the configuration "R". - **(E)**: This refers to the configuration around the double bond (1 and 2) using the E/Z notation. "E" stands for "entgegen" (opposite) which means the highest priority groups on either end of the double bond are on opposite sides. Putting it all together, you can visualize the structure step-by-step and assign the substituents and configurations accordingly. Typically, this would be represented in a two- or three-dimensional molecular structure diagram, showing all atoms, bonds, and including stereochemistry. Users are encouraged to draw the structure to reinforce the understanding of this naming method and how it relates to actual molecular geometry.
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