Show how you would synthesize the following alcohol by reducing appropriate carbonyl compound. a. heptan-1-ol
Verified step by step guidance
1
Identify the target molecule, heptan-1-ol, which is a primary alcohol with seven carbon atoms and a hydroxyl group (-OH) attached to the first carbon.
Determine the appropriate carbonyl compound that can be reduced to form heptan-1-ol. In this case, the corresponding carbonyl compound is heptanal (an aldehyde with the formula CH₃(CH₂)₅CHO).
Choose a suitable reducing agent for the reduction of the aldehyde to a primary alcohol. Common reducing agents include sodium borohydride (NaBH₄) or lithium aluminum hydride (LiAlH₄).
Write the reaction mechanism: The reducing agent donates a hydride ion (H⁻) to the carbonyl carbon of heptanal, converting the C=O bond into a C-OH bond. The reaction is typically carried out in a solvent like ethanol or ether.
Conclude the synthesis: After the reduction step, the product is heptan-1-ol. If LiAlH₄ is used, a hydrolysis step with water or dilute acid is required to complete the reaction.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above
Video duration:
2m
Play a video:
Was this helpful?
Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Reduction of Carbonyl Compounds
Reduction is a chemical reaction that involves the gain of electrons or hydrogen, or the loss of oxygen. In organic chemistry, carbonyl compounds, such as aldehydes and ketones, can be reduced to alcohols using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4). Understanding the mechanism of this reduction is crucial for synthesizing alcohols from carbonyl precursors.
Carbonyl compounds include aldehydes and ketones, which are characterized by the presence of a carbonyl group (C=O). Aldehydes have at least one hydrogen atom attached to the carbonyl carbon, while ketones have two carbon groups attached. Identifying the correct type of carbonyl compound to reduce is essential for synthesizing the desired alcohol, in this case, heptan-1-ol.
The synthesis of alcohols from carbonyl compounds is a fundamental reaction in organic chemistry. For heptan-1-ol, the target alcohol, one would typically start with a suitable aldehyde, such as heptanal, which can be reduced to form the primary alcohol. Understanding the structural features of the target alcohol and the starting materials is key to successfully planning the synthesis.