Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 9, Problem 1CTQ
Interpretation Introduction
Interpretation: The given reaction needs to completed by adding curved arrow and drawing the product formed.
Concept Introduction: Curved arrows are used in organic reactions to show the movement of electrons. Here, electrons move from electron rich species to electron deficient species. A carbocation is formed when valency of carbon is not completed and it has a positive charge on it. The order of stability is such that tertiary carbocation is highly stable and primary carbocation is least stable.
Expert Solution & Answer
Answer to Problem 1CTQ
Explanation of Solution
In the given reaction, Br-Br bond breaks resulting formation of 2 Br with partial positive and partial negative charge. The bromine with partial positive charge can attack on double bond of
The movement takes place from negative charge species to positive charge. Here, double bond in alkene is considered as electron rich thus, double bond attacks on Br with partial positive charge. This results in the formation of secondary carbocation. The overall reaction can be represented as follows:
Conclusion
The complete reaction can be represented as follows:
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Draw both resonance structures of the most stable carbocation intermediate in the reaction shown.
HCI
• You do not have to consider stereochemistry.
• Do not include anionic counter-ions, e.g., I', in your answer.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
• Separate resonance structures using the + symbol from the drop-down menu.
Draw both resonance structures of the most stable carbocation intermediate in the reaction shown.
+
HCI
You do not have to consider stereochemistry.
• Do not include anionic counter-ions, e.g., I, in your answer.
•
•
Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right
Separate resonance structures using the symbol from the drop-down menu.
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Chapter 9 Solutions
Organic Chemistry: A Guided Inquiry
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