Draw the curved arrow mechanism for the reaction of an alcohol with triphenylphosphine dibromide. Then, draw the expected product, with any charges and nonbonding electrons. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, click the undo button in the lower left. Step 1: draw one curved arrow. Select Draw Rings Groups More : Br 2 → с Ph OH Step 3: draw curved arrows. Select Draw Rings Groups More O Br C : Br: Ph H O Br Ph Q2Q Ph Ph Ph P H- Br Erase Erase Q2 Q -HBr Step 2: draw curved arrows. Select Draw Rings Groups More с Ph THK P H G : Br H 0 Br P с : Br O Ph Step 4: draw product with nonbonding electrons. Select Draw Rings Groups More Ph Q2 Q Br P Ph Erase : 0: Ph Ph Erase Q2Q

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter8: Addition Via Carbocation
Section: Chapter Questions
Problem 9E
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Draw the curved arrow mechanism for the reaction of an alcohol with triphenylphosphine dibromide. Then, draw the expected product, with any charges and nonbonding electrons.

Do not delete any pre‑drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, click the undo button in the lower left.

 
Draw the curved arrow mechanism for the reaction of an alcohol with triphenylphosphine dibromide. Then, draw the expected
product, with any charges and nonbonding electrons.
Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, click the undo
button in the lower left.
Step 1: draw one curved arrow.
Select Draw Rings Groups More
: Br
G
45
с
Ph
OH
Step 3: draw curved arrows.
Select Draw Rings Groups More
O Br
C
: Br:
Ph
H O Br
Ph
Q2Q
Ph
Ph
Ph
P
H- Br
Erase
Erase
Q2 Q
-HBr
Step 2: draw curved arrows.
Select Draw Rings Groups More
с
Ph
P
YK
H
G
: Br
H 0 Br P
с
: Br
O
Ph
Step 4: draw product with nonbonding electrons.
Select Draw Rings Groups More
Ph
Q2 Q
Br P
Ph
Erase
: 0:
Ph
Ph
Erase
Q2Q
Transcribed Image Text:Draw the curved arrow mechanism for the reaction of an alcohol with triphenylphosphine dibromide. Then, draw the expected product, with any charges and nonbonding electrons. Do not delete any pre-drawn bonds, charges, or lone pairs. If you accidentally delete a vital part of the structure, click the undo button in the lower left. Step 1: draw one curved arrow. Select Draw Rings Groups More : Br G 45 с Ph OH Step 3: draw curved arrows. Select Draw Rings Groups More O Br C : Br: Ph H O Br Ph Q2Q Ph Ph Ph P H- Br Erase Erase Q2 Q -HBr Step 2: draw curved arrows. Select Draw Rings Groups More с Ph P YK H G : Br H 0 Br P с : Br O Ph Step 4: draw product with nonbonding electrons. Select Draw Rings Groups More Ph Q2 Q Br P Ph Erase : 0: Ph Ph Erase Q2Q
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