Chlorophyll is the general name for a family of compounds present in algae and green plants. These molecules use the energy in sunlight to convert carbon dioxide and water into carbohydrates and other energy sources. At the heart of chlorophyll (shown below) is a large-ring magnesium complex called a chlorin. Circle each double bond in the large cyclic conjugated pi system that makes it aromatic. How many pi electrons are in this aromatic system?
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Step 1: Identify the large cyclic conjugated pi system in the chlorin ring structure. This is the central ring system containing magnesium (Mg) and nitrogen atoms, along with alternating double bonds.
Step 2: Circle each double bond in the cyclic conjugated pi system. Look for alternating single and double bonds within the ring structure, which contribute to conjugation and aromaticity.
Step 3: Count the number of pi electrons in the conjugated system. Each double bond contributes 2 pi electrons, and lone pairs on nitrogen atoms may also contribute if they are part of the conjugated system.
Step 4: Apply Hückel's rule for aromaticity, which states that a molecule is aromatic if it has (4n + 2) pi electrons, where n is a non-negative integer. Verify if the total number of pi electrons satisfies this rule.
Step 5: Confirm the aromaticity of the chlorin ring system based on the conjugated pi electron count and Hückel's rule. This will determine if the system is aromatic.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Aromaticity
Aromaticity refers to a property of cyclic compounds that exhibit enhanced stability due to the delocalization of pi electrons across the ring structure. For a compound to be considered aromatic, it must follow Hückel's rule, which states that it should have a planar structure and contain a specific number of pi electrons (4n + 2, where n is a non-negative integer). This concept is crucial for understanding the stability and reactivity of compounds like chlorophyll.
A conjugated pi system consists of alternating single and double bonds, allowing for the overlap of p orbitals and the delocalization of electrons. In chlorophyll, the conjugated system contributes to its aromatic character and plays a significant role in its ability to absorb light. Identifying the double bonds in this system is essential for determining the number of pi electrons involved.
Pi electrons are the electrons found in the pi bonds of a molecule, which are formed by the sideways overlap of p orbitals. In the context of aromatic compounds, the count of pi electrons is critical for assessing aromaticity. In chlorophyll, counting the pi electrons in the cyclic conjugated system will help determine its stability and reactivity, as well as its role in photosynthesis.