Textbook Question
Draw the condensed structural or line-angle formula, if cyclic, for each of the following:
d. 3,5-dimethylhexanal
Ch.12 Alcohols, Thiols, Ethers, Aldehydes, and Ketones
Timberlake14th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9781292472249
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Table of contents
- Ch.1 Chemistry in Our Lives19
- Ch.2 Chemistry and Measurements80
- Ch.3 Matter and Energy53
- Ch.4 Atoms and Elements58
- Ch.5 Nuclear Chemistry42
- Ch.6 Ionic and Molecular Compounds57
- Ch.7 Chemical Quantities and Reactions38
- Ch.8 Gases30
- Ch.9 Solutions50
- Ch.10 Acids and Bases and Equilibrium64
- Ch.11 Introduction to Organic Chemistry: Hydrocarbons77
- Ch.12 Alcohols, Thiols, Ethers, Aldehydes, and Ketones82
- Ch.13 Carbohydrates54
- Ch.14 Carboxylic Acids, Esters, Amines, and Amides91
- Ch.15 Lipids61
- Ch.16 Amino Acids, Proteins, and Enzymes84
- Ch.17 Nucleic Acids and Protein Synthesis86
- Ch.18 Metabolic Pathways and ATP Production73
Timberlake14th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9781292472249Not the one you use?Change textbook
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Timberlake 14th EditionCh.12 Alcohols, Thiols, Ethers, Aldehydes, and KetonesProblem 64
Timberlake 14th EditionCh.12 Alcohols, Thiols, Ethers, Aldehydes, and KetonesProblem 64Chapter 12, Problem 64
Draw the condensed structural formulas and give the IUPAC names for all the aldehydes and ketones that have the formula C5H10O. (12.3)
Verified step by step guidance1
Step 1: Understand the molecular formula C₅H₁₀O. This formula indicates that the compound contains 5 carbon atoms, 10 hydrogen atoms, and 1 oxygen atom. Since the compound is specified to be an aldehyde or ketone, the oxygen atom is part of a carbonyl group (C=O). Aldehydes have the carbonyl group at the end of the carbon chain, while ketones have it within the chain.
Step 2: Begin with aldehydes. For aldehydes, the carbonyl group is at the terminal position. Draw all possible linear and branched structures with the carbonyl group at the end of the chain. Ensure the total number of carbons is 5 and the total number of hydrogens is 10. Write the condensed structural formulas for each structure.
Step 3: Name the aldehydes using IUPAC nomenclature. Identify the longest continuous carbon chain that includes the carbonyl group, number the chain starting from the carbonyl carbon, and use the suffix '-al' to indicate an aldehyde. For branched structures, identify and name the substituents, and include their positions in the name.
Step 4: Move to ketones. For ketones, the carbonyl group is within the chain. Draw all possible linear and branched structures where the carbonyl group is not at the terminal position. Again, ensure the total number of carbons is 5 and the total number of hydrogens is 10. Write the condensed structural formulas for each structure.
Step 5: Name the ketones using IUPAC nomenclature. Identify the longest continuous carbon chain that includes the carbonyl group, number the chain starting from the end closest to the carbonyl group, and use the suffix '-one' to indicate a ketone. For branched structures, identify and name the substituents, and include their positions in the name.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Aldehydes
Aldehydes are organic compounds characterized by the presence of a carbonyl group (C=O) at the end of a carbon chain. The general formula for aldehydes is RCHO, where R represents a hydrocarbon group. In the case of C₅H₁₀O, the aldehyde will have a terminal carbonyl group, influencing its structural representation and IUPAC naming.
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Ketones
Ketones are organic compounds that contain a carbonyl group (C=O) located within the carbon chain, specifically between two carbon atoms. The general formula for ketones is RC(=O)R', where R and R' are hydrocarbon groups. For the formula C₅H₁₀O, the ketones will have the carbonyl group situated in various positions, affecting their structural formulas and IUPAC names.
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IUPAC Nomenclature
IUPAC nomenclature is a systematic method for naming chemical compounds, ensuring that each compound has a unique and descriptive name. For aldehydes and ketones, the naming involves identifying the longest carbon chain containing the functional group, followed by suffixes like '-al' for aldehydes and '-one' for ketones. Understanding this nomenclature is essential for accurately naming the compounds derived from the molecular formula C₅H₁₀O.
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Related Practice
Textbook Question
A compound with the formula C5H10O oxidizes to give 3-pentanone. Draw the condensed structural formula and give the IUPAC name for the compound.
Textbook Question
Compound A is a primary alcohol whose formula is C3H8O. When compound A is heated with strong acid, it dehydrates to form compound B (C3H6). When compound A is oxidized, compound C (C3H6O) forms. Draw the condensed structural formulas and give the IUPAC names for compounds A, B, and C.
Textbook Question
Draw the condensed structural formulas and give the IUPAC names for all the alcohols that have the formula C5H12O.
Textbook Question
A compound with the formula C4H8O is synthesized from 2-methyl-1-propanol and oxidizes easily to give a carboxylic acid. Draw the condensed structural formula and give the IUPAC name for the compound.
Textbook Question
Draw the condensed structural or line-angle formula for the ketone or carboxylic acid product when each of the following is oxidized:
d.