Textbook Question
Draw the condensed structural formula for the alcohol formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst:
c. hexanal
Ch.12 Alcohols, Thiols, Ethers, Aldehydes, and Ketones
Timberlake13th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9780134421353
Not the one you use?Change textbookSelect a different textbook
Table of contents
- Ch.1 Chemistry in Our Lives11
- Ch.2 Chemistry and Measurements80
- Ch.3 Matter and Energy54
- Ch.4 Atoms and Elements51
- Ch.5 Nuclear Chemistry42
- Ch.6 Ionic and Molecular Compounds57
- Ch.7 Chemical Quantities and Reactions41
- Ch.8 Gases29
- Ch.9 Solutions51
- Ch.10 Acids and Bases and Equilibrium65
- Ch.11 Introduction to Organic Chemistry: Hydrocarbons78
- Ch.12 Alcohols, Thiols, Ethers, Aldehydes, and Ketones83
- Ch.13 Carbohydrates54
- Ch.14 Carboxylic Acids, Esters, Amines, and Amides90
- Ch.15 Lipids61
- Ch.16 Amino Acids, Proteins, and Enzymes84
- Ch.17 Nucleic Acids and Protein Synthesis83
- Ch.18 Metabolic Pathways and ATP Production67
Timberlake13th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9780134421353Not the one you use?Change textbook
All textbooks
Timberlake 13th EditionCh.12 Alcohols, Thiols, Ethers, Aldehydes, and KetonesProblem 33a
Timberlake 13th EditionCh.12 Alcohols, Thiols, Ethers, Aldehydes, and KetonesProblem 33aChapter 12, Problem 33a
Draw the condensed structural formula for the alcohol formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst:
a. butyraldehyde
Verified step by step guidance1
Understand the reaction: Reduction of an aldehyde involves the addition of hydrogen (H₂) in the presence of a catalyst, such as nickel, to convert the aldehyde group (-CHO) into an alcohol group (-CH₂OH).
Identify the structure of butyraldehyde: Butyraldehyde is a four-carbon aldehyde with the molecular formula C₄H₈O. Its condensed structural formula is CH₃CH₂CH₂CHO, where the aldehyde group (-CHO) is attached to the end of the carbon chain.
Determine the product of the reduction: During the reduction, the hydrogen atoms add to the carbonyl group (C=O) of the aldehyde, converting it into a hydroxyl group (-OH). The resulting alcohol will have the same carbon chain length as the original aldehyde.
Write the condensed structural formula for the alcohol: Replace the aldehyde group (-CHO) in butyraldehyde with a hydroxyl group (-CH₂OH) to form the alcohol. The condensed structural formula of the alcohol will be CH₃CH₂CH₂CH₂OH.
Verify the product: Ensure that the resulting alcohol is a primary alcohol, as the reduction of an aldehyde always produces a primary alcohol. In this case, the product is 1-butanol, which is consistent with the reduction of butyraldehyde.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?
Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Reduction Reaction
Reduction is a chemical reaction that involves the gain of electrons or the decrease in oxidation state by a molecule, atom, or ion. In organic chemistry, this often refers to the conversion of carbonyl compounds, like aldehydes and ketones, into alcohols. The process typically requires a reducing agent, such as hydrogen gas, and a catalyst, like nickel, to facilitate the reaction.
Recommended video:
Guided course
2:38
Reduction Reactions Concept 1
Condensed Structural Formula
A condensed structural formula is a way of representing a chemical compound that shows the arrangement of atoms in a molecule without depicting all the bonds explicitly. It provides a simplified view of the molecular structure, indicating how atoms are connected. For example, the condensed formula for butanol, derived from butyraldehyde, would be written as CH3(CH2)2CH2OH, highlighting the functional groups and carbon chain.
Recommended video:
Guided course
1:53Condensed Formula Concept 1
Aldehyde to Alcohol Conversion
The conversion of an aldehyde to an alcohol is a common transformation in organic chemistry. Aldehydes, characterized by the presence of a carbonyl group (C=O) at the end of a carbon chain, can be reduced to primary alcohols. In the case of butyraldehyde, the reduction process will yield butanol, where the carbonyl group is replaced by a hydroxyl group (–OH), resulting in a functional change from an aldehyde to an alcohol.
Recommended video:
Guided course
0:34Naming Aldehydes Example 2
Related Practice
Textbook Question
Draw the condensed structural formulas for the aldehyde and carboxylic acid produced when each of the following is oxidized:
c. 3-chloro-1-propanol
Textbook Question
Draw the condensed structural formula for the alcohol formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst:
a. ethyl propyl ketone
Textbook Question
Draw the condensed structural or line-angle formula for the aldehyde or ketone formed when each of the following alcohols is oxidized [O] (if no reaction, write none):
d.
Textbook Question
Draw the condensed structural formula for the alcohol formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst:
d. 2-methyl-3-pentanone
Textbook Question
Draw the condensed structural or line-angle formula for the alkene produced by each of the following dehydration reactions:
b.