Domanda del libro di testo
What products would you expect from the following Suzuki coupling reactions?
(a)
1347
views
Ch. 17 - Reactions of Aromatic Compounds
Wade9th EditionOrganic ChemistryISBN: 9780135213728
Non è quello che usi tu?Cambia libro di testoScegli un libro di testo diverso
TOC.tableOfContents
- Ch.1 - Structure and Bonding107
- Ch. 2 - Acids and Bases; Functional Groups115
- Ch.3 - Structure and Stereochemistry of Alkanes100
- Ch.4 - The Study of Chemical Reactions99
- Ch.5 - Stereochemistry93
- Ch.6 - Alkyl Halides; Nucleophilic Substitution118
- Ch. 7 - Structure and Synthesis of Alkenes; Elimination158
- Ch.8 - Reactions of Alkenes171
- Ch.9 - Alkynes91
- Ch.10 - Structure and Synthesis of Alcohols143
- Ch.11 - Reactions of Alcohols104
- Ch. 12 - Infrared Spectroscopy and Mass Spectrometry22
- Ch. 13 - Nuclear Magnetic Resonance Spectroscopy45
- Ch. 14 - Ethers, Epoxides, and Thioethers72
- Ch. 15 - Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy89
- Ch. 16 - Aromatic Compounds74
- Ch. 17 - Reactions of Aromatic Compounds126
- Ch. 18 - Ketones and Aldehydes193
- Ch. 19 - Amines129
- Ch. 20 - Carboxylic Acids77
- Ch. 21 - Carboxylic Acid Derivatives141
- Ch. 22 - Condensations and Alpha Substitutions of Carbonyl Compounds175
- Ch. 23 - Carbohydrates and Nucleic Acids93
- Ch. 24 - Amino Acids, Peptides, and Proteins54
Capitolo 17, Problema 30b
Show how you would use Suzuki reactions to synthesize these products from the indicated starting materials. You may use any additional reagents you need.
(b) 
Guida verificata passo dopo passo1
Step 1: Identify the Suzuki reaction components. The Suzuki reaction involves coupling an aryl or vinyl halide (in this case, the brominated compound) with an organoboron compound in the presence of a palladium catalyst and a base.
Step 2: Determine the organoboron compound needed. To extend the chain and introduce the alkyl group, you need an alkylboronic acid or alkylboronate ester that matches the desired product's structure (e.g., a butylboronic acid or butylboronate).
Step 3: Set up the reaction conditions. Combine the brominated starting material, the organoboron compound, a palladium catalyst (e.g., Pd(PPh₃)₄), and a base (e.g., K₂CO₃ or NaOH) in a suitable solvent like tetrahydrofuran (THF) or water.
Step 4: Perform the Suzuki coupling reaction. Under the reaction conditions, the palladium catalyst facilitates the formation of a new carbon-carbon bond between the brominated compound and the alkyl group from the organoboron reagent.
Step 5: Purify the product. After the reaction is complete, isolate the desired product using techniques such as extraction, chromatography, or recrystallization to obtain the final compound with the extended alkyl chain.
Risposta video verificata per un problema simile:
Questa soluzione video è stata consigliata dai nostri tutor come utile per risolvere questo problema.
Durata del video:
2mConcetti chiave
Ecco i concetti essenziali che devi comprendere per rispondere correttamente alla domanda.
Suzuki Coupling Reaction
The Suzuki coupling reaction is a powerful method for forming carbon-carbon bonds, particularly between aryl or vinyl halides and organoboron compounds. This reaction typically requires a palladium catalyst and a base, allowing for the coupling of two organic fragments to create more complex molecules. It is widely used in organic synthesis for constructing biaryl compounds and other complex structures.
Video consigliato:
04:02
Suzuki Reaction
Organoboron Compounds
Organoboron compounds, such as boronic acids and boronate esters, are key reagents in the Suzuki reaction. They contain a boron atom bonded to a carbon atom, which can participate in nucleophilic attack during the coupling process. Their stability and reactivity make them ideal for forming new carbon-carbon bonds, facilitating the synthesis of diverse organic molecules.
Video consigliato:
01:40Defining meso compounds.
Reaction Conditions
The success of the Suzuki reaction depends on specific reaction conditions, including the choice of solvent, temperature, and the presence of a base. Common solvents include water, ethanol, or toluene, while bases like sodium carbonate or potassium phosphate are often used to deprotonate the organoboron compound. Optimizing these conditions is crucial for achieving high yields and selectivity in the desired product.
Video consigliato:
Percorso guidato
1:18EAS Reactions of Pyridine Example 1
Pratica correlata
Domanda del libro di testo
Propose mechanisms for the Birch reduction of anisole. Show why the observed orientation of reduction is favored in each case.
1527
views
Domanda del libro di testo
Show how you would use Suzuki reactions to synthesize these products from the indicated starting materials. You may use any additional reagents you need.
(a)
1002
views
Domanda del libro di testo
What products would you expect from the following Suzuki coupling reactions?
(b)
1585
views
Domanda del libro di testo
Propose mechanisms for the Birch reduction of benzoic acid. Show why the observed orientation of reduction is favored in each case.
778
views
Domanda del libro di testo
Predict the major products of the following reactions.
(a) toluene + excess Cl2 (heat, pressure)
1495
views