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Ch. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Not the one you use?Change textbook
All textbooksMullins 1st EditionCh. 13 - Alcohols, Ethers and Related Compounds: Substitution and EliminationProblem 87e
Chapter 12, Problem 87e

Draw the correct structure from the following IUPAC names:


(e) (R)-2,2-dimethyl-1-phenylpropane-1-thiol

Verified step by step guidance
1
Identify the main chain: The IUPAC name indicates a propane backbone, which means the main chain consists of three carbon atoms.
Locate the substituents: The name '2,2-dimethyl' indicates two methyl groups attached to the second carbon of the propane chain.
Identify the thiol group: The suffix '-thiol' indicates the presence of an SH group attached to the first carbon of the main chain.
Add the phenyl group: The name '1-phenyl' indicates a phenyl group (C₆H₅) attached to the first carbon of the main chain.
Determine the stereochemistry: The (R) configuration indicates the spatial arrangement of the groups around the chiral center (the first carbon), which should be arranged according to the Cahn-Ingold-Prelog priority rules to achieve the R configuration.

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Key Concepts

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

IUPAC Nomenclature

IUPAC nomenclature is a standardized system for naming chemical compounds. It provides a systematic way to describe the structure of a molecule using specific rules and conventions. Understanding IUPAC names involves identifying the main chain, substituents, and functional groups, which are crucial for drawing the correct chemical structure.
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Stereochemistry: R/S Configuration

Stereochemistry involves the study of the spatial arrangement of atoms in molecules. The R/S configuration is a method to describe the absolute configuration of chiral centers. The 'R' configuration indicates the arrangement of substituents around a chiral center in a clockwise direction, which is essential for accurately depicting the molecule's 3D structure.
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Functional Groups: Thiol

A thiol is a functional group characterized by a sulfur atom bonded to a hydrogen atom (-SH). It is similar to an alcohol but contains sulfur instead of oxygen. Recognizing thiols is important for identifying the chemical properties and reactivity of the compound, as they often play a key role in the molecule's behavior and interactions.
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