Domanda del libro di testo
Starting with ethyne, describe how the following compounds can be synthesized:
a. (3S,4R)-4-bromo-3-hexanol and (3R,4S)-4-bromo-3-hexanol
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Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis
Bruice8th EditionOrganic ChemistryISBN: 9780135213711
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TOC.tableOfContents
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding31
- Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry84
- Ch. 3 - An Introduction to Organic Compounds: Nomenclature, Physical Properties, and Structure183
- Ch. 4 - Isomers: The Arrangement of Atoms in Space121
- Ch. 5 - Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics83
- Ch. 6 - The Reactions of Alkenes • The Stereochemistry of Addition Reactions175
- Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis119
- Ch. 8 - Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction to the Reactions of Benzene148
- Ch. 9 - Substitution and Elimination Reactions of Alkyl Halides212
- Ch. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds131
- Ch. 11 - Organometallic Compounds60
- Ch. 12 - Radicals90
- Ch. 13 - Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy62
- Ch. 14 - NMR Spectroscopy95
- Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives123
- Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives141
- Ch. 17 - Reactions at the Alpha-Carbon101
- Ch. 18 - Reactions of Benzene and Substituted Benzenes144
- Ch. 19 - More About Amines • Reactions of Heterocyclic Compounds49
- Ch. 20 - The Organic Chemistry of Carbohydrates80
- Ch. 21 - Amino Acids, Peptides, and Proteins57
- Ch. 22 - Catalysis in Organic Reactions and in Enzymatic Reactions35
- Ch. 23 - The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins1
- Ch. 28 - Pericyclic Reactions58
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Bruice 8th EditionCh. 7 - The Reactions of Alkynes • An Introduction to Multistep SynthesisProblema 58
Bruice 8th EditionCh. 7 - The Reactions of Alkynes • An Introduction to Multistep SynthesisProblema 58Capitolo 7, Problema 58
α-Farnesene is a dodecatetraene found in the waxy coating of apple skins. What is its systematic name? Include E and Z where necessary to indicate the configuration of the double bonds.
Guida verificata passo dopo passo1
Step 1: Analyze the structure of α-Farnesene provided in the image. It is a hydrocarbon with four double bonds, making it a tetraene. The molecule is composed of 12 carbon atoms, indicating it is a dodecatetraene.
Step 2: Identify the longest continuous carbon chain in the structure. The chain contains 12 carbons, and the double bonds are located at specific positions along the chain.
Step 3: Assign the locants (positions) for the double bonds. Number the carbon chain starting from the end closest to the first double bond to ensure the lowest possible locants for the double bonds.
Step 4: Determine the stereochemistry (E/Z configuration) of each double bond. Analyze the substituents on either side of each double bond to decide whether the configuration is E (opposite sides) or Z (same side).
Step 5: Combine the locants, stereochemistry, and the base name (dodecatetraene) to write the systematic name of α-Farnesene. Include the E/Z designations for each double bond in the name.
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Dodecatetraene Structure
A dodecatetraene is a hydrocarbon with a chain of twelve carbon atoms and four double bonds. Understanding its structure is crucial for determining the systematic name, as the position and configuration of the double bonds influence the naming convention. The presence of multiple double bonds also affects the compound's reactivity and physical properties.
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Drawing Resonance Structures
E/Z Configuration
The E/Z nomenclature is used to describe the geometric configuration of double bonds in alkenes. 'E' (from the German 'entgegen') indicates that the highest priority substituents on either side of the double bond are on opposite sides, while 'Z' (from 'zusammen') indicates they are on the same side. Correctly identifying these configurations is essential for accurately naming compounds with multiple double bonds.
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03:48E/Z Diastereoisomerism
IUPAC Nomenclature
The International Union of Pure and Applied Chemistry (IUPAC) provides a systematic method for naming chemical compounds. This includes rules for identifying the longest carbon chain, numbering the chain to give the lowest possible numbers to substituents and double bonds, and using prefixes and suffixes to indicate functional groups and unsaturation. Mastery of IUPAC nomenclature is necessary for accurately conveying the structure of organic molecules.
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03:43The different parts of an IUPAC name
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