D. Draw the products of the second step of the mechanism. Be sure to add lone pairs and charges, where applicable. Engs

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter16: Synthesis Workshop 1
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only answer part D. thank you

In an example Friedel-Crafts alkylation, the electrophile is generated from an alkyl chloride (CH, CH,CH,CH,C) and a
Lewis acid (FeCl,). Identify each step of the mechanism and draw the resulting product from each step.
A. What is the first step of the mechanism?
A curved arrow starts from a chlorine in FeCl, and points towards the chlorine in the alkyl chloride.
A curved arrow starts from a chlorine in FeCl, and points towards the carbon bonded to chlorine.
A curved arrow starts from the lone pair of the chlorine in the alkyl chloride and points to the iron.
A curved arrow starts from the bond between the carbon and chlorine in the alkyl chloride and points to the iron.
B. Add bonds, electron pairs and charges to show the product of the first step.
Select
Draw
Rings
More
Erase
I ca Fe
C. Describe the mechanism of the next step.
A hydride shifts from the beta position to the alpha position and pushes out FeCl,.
The sigma bond between carbon and chlorine breaks, forming a primary carbocation and FeCl;.
An ethyl group shifts from the beta position to the alpha position and pushes out FeCl,.
A curved arrow starts from a hydrogen on the beta carbon and forms a x bond, releasing FeCl;.
D. Draw the products of the second step of the mechanism. Be sure to add lone pairs and charges, where applicable.
Select
Draw
Rings
More
Erase
O00
Transcribed Image Text:In an example Friedel-Crafts alkylation, the electrophile is generated from an alkyl chloride (CH, CH,CH,CH,C) and a Lewis acid (FeCl,). Identify each step of the mechanism and draw the resulting product from each step. A. What is the first step of the mechanism? A curved arrow starts from a chlorine in FeCl, and points towards the chlorine in the alkyl chloride. A curved arrow starts from a chlorine in FeCl, and points towards the carbon bonded to chlorine. A curved arrow starts from the lone pair of the chlorine in the alkyl chloride and points to the iron. A curved arrow starts from the bond between the carbon and chlorine in the alkyl chloride and points to the iron. B. Add bonds, electron pairs and charges to show the product of the first step. Select Draw Rings More Erase I ca Fe C. Describe the mechanism of the next step. A hydride shifts from the beta position to the alpha position and pushes out FeCl,. The sigma bond between carbon and chlorine breaks, forming a primary carbocation and FeCl;. An ethyl group shifts from the beta position to the alpha position and pushes out FeCl,. A curved arrow starts from a hydrogen on the beta carbon and forms a x bond, releasing FeCl;. D. Draw the products of the second step of the mechanism. Be sure to add lone pairs and charges, where applicable. Select Draw Rings More Erase O00
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