2. Given the following reaction, compound A (benzyl alcohol) and compound B (benzyl bromide) are combined and heated in acetone. The intended product is C (benzyl ether). Please answer the following questions pertaining to this reaction and the accompanying TLC plate of the reaction after one hour. solvent front HO. Br acetone compound A compound B product C TLC of reaction after 1h eluent: 10% acetone in hexane A B rxn а. Lane 3 (labelled rxn) contains two spots. What is Rf of the new spot? Rf = b. What is the likely identify of the lower Rf spot in lane 3? c. Why is compound B (benzyl bromide) furthest up the plate (highest Rf value)? Answer in less than 10 words d. Based on analysis of the TLC, which statements are true? Circle answer(s) that apply. A. The reaction mixture likely contains some unreacted starting material. B. The Rf of compound A would likely increase if the eluent mixture was more polar. C. The reaction needs more time to go to completion. D. Compound B and the new spot in the reaction lane likely have similar polarity.

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2. Given the following reaction, compound A (benzyl alcohol) and compound B (benzyl bromide) are
combined and heated in acetone. The intended product is C (benzyl ether). Please answer the following
questions pertaining to this reaction and the accompanying TLC plate of the reaction after one hour.
solvent front
HO,
Br
acetone
cоmpound A
сотpound B
A
product C
TLC of reaction after 1h
eluent: 10% acetone
in hexane
|A B rxn
а.
Lane 3 (labelled rxn) contains two spots. What is Rf of the new spot?
Rf =
%3D
b. What is the likely identify of the lower Rf spot in lane 3?
c. Why is compound B (benzyl bromide) furthest up the plate (highest Rf value)? Answer in less
than 10 words
d. Based on analysis of the TLC, which statements are true? Circle answer(s) that apply.
A. The reaction mixture likely contains some unreacted starting material.
B. The Rf of compound A would likely increase if the eluent mixture was more polar.
C. The reaction needs more time to go to completion.
D. Compound B and the new spot in the reaction lane likely have similar polarity.
Transcribed Image Text:2. Given the following reaction, compound A (benzyl alcohol) and compound B (benzyl bromide) are combined and heated in acetone. The intended product is C (benzyl ether). Please answer the following questions pertaining to this reaction and the accompanying TLC plate of the reaction after one hour. solvent front HO, Br acetone cоmpound A сотpound B A product C TLC of reaction after 1h eluent: 10% acetone in hexane |A B rxn а. Lane 3 (labelled rxn) contains two spots. What is Rf of the new spot? Rf = %3D b. What is the likely identify of the lower Rf spot in lane 3? c. Why is compound B (benzyl bromide) furthest up the plate (highest Rf value)? Answer in less than 10 words d. Based on analysis of the TLC, which statements are true? Circle answer(s) that apply. A. The reaction mixture likely contains some unreacted starting material. B. The Rf of compound A would likely increase if the eluent mixture was more polar. C. The reaction needs more time to go to completion. D. Compound B and the new spot in the reaction lane likely have similar polarity.
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