Domanda del libro di testo
Predict the reagents or reactant(s) necessary to complete the following syntheses.
(b)
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Ch. 17 - Carbonyl Addition Reactions: Aldehydes and Ketones
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. 17 - Carbonyl Addition Reactions: Aldehydes and KetonesProblema 9a
Mullins 1st EditionCh. 17 - Carbonyl Addition Reactions: Aldehydes and KetonesProblema 9aCapitolo 16, Problema 9a
Predict the reagents or reactant(s) necessary to complete the following syntheses.
(a) 
Guida verificata passo dopo passo1
Identify the target molecule and the functional groups present. The target molecule is an aldehyde with a fluorine substituent and an isopropyl ether group.
Recognize the reagents used in the reaction: DMSO (dimethyl sulfoxide), oxalyl chloride (ClCOCOCl), and triethylamine (Et3N) in dichloromethane (CH2Cl2). This combination is characteristic of the Swern oxidation, which is used to oxidize alcohols to aldehydes or ketones.
Determine the starting material needed for the Swern oxidation. Since the product is an aldehyde, the starting material should be a primary alcohol with the same carbon skeleton as the product.
Analyze the structure of the product to deduce the structure of the starting alcohol. The starting alcohol should have the same carbon framework, with a hydroxyl group replacing the aldehyde group in the product.
Conclude that the starting material is a primary alcohol with the structure: (2R)-2-fluoro-3-methylbutan-1-ol. This alcohol will undergo Swern oxidation to form the desired aldehyde product.
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Swern Oxidation
Swern oxidation is a chemical reaction used to convert primary and secondary alcohols to aldehydes and ketones, respectively. It involves the use of DMSO (dimethyl sulfoxide) activated by oxalyl chloride, followed by a base such as triethylamine (Et3N). This reaction is mild and avoids the use of heavy metals, making it suitable for sensitive substrates.
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03:20
Benzylic Oxidation
Stereochemistry
Stereochemistry refers to the spatial arrangement of atoms in molecules and its impact on chemical reactions. In the given synthesis, the presence of a chiral center with a fluorine atom indicates the importance of stereochemical control. Understanding stereochemistry is crucial for predicting the configuration of products in reactions involving chiral centers.
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Percorso guidato
1:38Polymer Stereochemistry Concept 1
Reagent Selection
Reagent selection is critical in organic synthesis to achieve desired transformations. The choice of DMSO and oxalyl chloride suggests a Swern oxidation, while Et3N acts as a base to neutralize acidic byproducts. Selecting appropriate reagents ensures the reaction proceeds efficiently and yields the intended product with the correct functional groups.
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01:52Reagents
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Predict the product of the following aldehyde/ketone syntheses.
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Predict the product of the following aldehyde/ketone syntheses.
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Predict the reagents or reactant(s) necessary to complete the following syntheses.
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Predict the product of the following aldehyde/ketone syntheses.
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