Under different reaction media, vanillin undergoes esterification with acety yielding two different products. H. Basic or acidic medium C1 Но ÓCH3 Vanillin

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Question for experiment: esterification reactions of vanillin: the use of NMR to determine a structure.
9.1 10 .
11.1
12
13 1 14.I 15
QUESTIONS
Under different reaction media, vanillin undergoes esterification with acetyl chloride
yielding two different products.
1.
H.
Basic or acidic medium
C1
но
OCH3
Vanillin
a.
Based on the IR spectrum of vanillin, at what range should you observe the
absorption signal of the hydroxyl group?
Based on its 'H NMR spectrum, what is the expected chemical shift value for
the methoxy group (OCH:)? What is its multiplicity?
Draw the structures of the major products for the esterification of vanillin with
acetyl chloride in:
b.
с.
1.
10% NaOH solution
11.
1.0 M H2SO4 solution
2.
Write the mechanism for the reaction between vanillin and acetyl chloride in 10%
NaOH solution.
DFocus
Transcribed Image Text:9.1 10 . 11.1 12 13 1 14.I 15 QUESTIONS Under different reaction media, vanillin undergoes esterification with acetyl chloride yielding two different products. 1. H. Basic or acidic medium C1 но OCH3 Vanillin a. Based on the IR spectrum of vanillin, at what range should you observe the absorption signal of the hydroxyl group? Based on its 'H NMR spectrum, what is the expected chemical shift value for the methoxy group (OCH:)? What is its multiplicity? Draw the structures of the major products for the esterification of vanillin with acetyl chloride in: b. с. 1. 10% NaOH solution 11. 1.0 M H2SO4 solution 2. Write the mechanism for the reaction between vanillin and acetyl chloride in 10% NaOH solution. DFocus
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