Domanda del libro di testo
Suggest a phenoxide and an alkyl halide to make the following aryl alkyl ethers.
(a)
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Ch. 24 - Benzene 2: Reactions Influenced by the Aromatic Ring
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471
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TOC.tableOfContents
- Ch. 2 - General Chemistry Translated: Finding the Electrons114
- Ch. 3 - Alkanes and Cycloalkanes: Properties and Conformational Analysis109
- Ch. 4 - Acids and Bases/Electron Flow144
- Ch. 5 - Chemical Reaction Analysis: Thermodynamics and Kinetics118
- Ch. 6 - Stereoisomerism: Arrangement of Atoms in Space112
- Ch. 7 - Principles of Green (Organic) Chemistry3
- Ch. 8 - Alkenes 1: Properties and Electrophilic Additions158
- Ch. 9 - Alkenes 2: Oxidation and Reduction150
- Ch. 10 - Alkynes: Electrophilic Addition and Redox Reactions101
- Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical Reactions108
- Ch. 12 - Substitution and Elimination: Reactions of Haloalkanes172
- Ch. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination239
- Ch. 14 - Structural Identification 1: Infrared Spectroscopy and Mass Spectrometry54
- Ch. 15 - Structural Identification 2: Nuclear Magnetic Resonance Spectroscopy93
- Ch. 16 - Metals in Organic Chemistry48
- Ch. 17 - Carbonyl Addition Reactions: Aldehydes and Ketones45
- Ch. 18 - Nucleophilic Acyl Substitution 1: Carboxylic Acids18
- Ch. 19 - Nucleophilic Acyl Substitution 2: Carboxylic Acid Derivatives39
- Ch. 20 - Enolates: Carbonyl Addition and Substitution13
- Ch. 21 - Conjugated Systems 1: Stability and Addition Reactions56
- Ch. 22 - Conjugated Systems 2: Pericyclic Reactions54
- Ch. 23 - Benzene 1: Aromatic Stability and Substitution Reactions64
- Ch. 24 - Benzene 2: Reactions Influenced by the Aromatic Ring62
- Ch. 25 - Amines: Structure, Reactions, and Synthesis27
- Ch. 26 - Amino Acids, Proteins, and Peptide Synthesis9
- Ch. 27 - Carbohydrates, Nucleic Acids, and Lipids54
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Non è quello che usi tu?Cambia libro di testo
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Mullins 1st EditionCh. 24 - Benzene 2: Reactions Influenced by the Aromatic RingProblema 16b
Mullins 1st EditionCh. 24 - Benzene 2: Reactions Influenced by the Aromatic RingProblema 16bCapitolo 23, Problema 16b
Suggest a phenoxide and an alkyl halide to make the following aryl alkyl ethers.
(b) 
Guida verificata passo dopo passo1
Identify the ether linkage in the given structure. The structure is a 1,4-dioxane derivative with two ether linkages.
Recognize that the ether can be synthesized by the Williamson ether synthesis, which involves the reaction of a phenoxide ion with an alkyl halide.
Determine the phenoxide ion needed. In this case, the phenoxide ion would be derived from the aromatic ring with an oxygen atom attached, specifically a catechol derivative.
Identify the alkyl halide required. The alkyl halide should correspond to the alkyl chain that forms the ether linkage. Here, a 1,2-dibromoethane can be used to form the two ether linkages.
Propose the reaction: React catechol with 1,2-dibromoethane under basic conditions to form the desired aryl alkyl ether through a double Williamson ether synthesis.
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Concetti chiave
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Phenoxide Ion
A phenoxide ion is formed when a phenol loses a hydrogen ion (H+) from its hydroxyl group (-OH), resulting in a negatively charged oxygen atom. This ion is a strong nucleophile, making it highly reactive in nucleophilic substitution reactions. Understanding the stability and reactivity of phenoxide ions is crucial for predicting their behavior in ether formation.
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Percorso guidato
3:39
Metal Ion Catalysis Concept 1
Alkyl Halide
An alkyl halide is a compound derived from an alkane by replacing one or more hydrogen atoms with halogen atoms (such as chlorine, bromine, or iodine). These compounds are important in organic synthesis as they can undergo nucleophilic substitution reactions, where the halogen is replaced by a nucleophile, such as a phenoxide ion, to form ethers.
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01:52How to name alkyl halides
Williamson Ether Synthesis
Williamson ether synthesis is a method for producing ethers by reacting an alkoxide ion (derived from an alcohol) with a primary alkyl halide. This reaction typically proceeds via an SN2 mechanism, where the nucleophile attacks the electrophilic carbon of the alkyl halide, leading to the formation of an ether. Understanding this mechanism is essential for designing the synthesis of specific aryl alkyl ethers.
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03:50The Mechanism of Williamson Ether Synthesis.
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