Chemistry 71A
Spring 2015
Experiment 65 – Esterification Reactions of Vanillin; The
Use of NMR to Determine a Structure
Name: _________________________________
Instructions:
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•
•
•
•
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Overall Score
Percent:
Unless otherwise indicated, please do not
work on these handouts together, I want
to know what YOU know!
Occasionally, you may have to check the
course homepage if you need the data
from a particular experiment
Feel free to use pencil on these handouts
Organic chemists are very visual people,
please draw structures and reactions
whenever appropriate (instead of wordy
paragraphs)
Answer the questions completely, no
more, no less
Please attach ALL spectra to the back of
these handouts
Out of 20:
Question
Data
Question
Worth
I
10
1
3
2
3
3
5
4
5
5
4
6
2
Raw Total
Matt Evans
Page 1 of 4
Actual
32
Shasta College
Chemistry 71A
Vanillin Esterification
Spring 2015
Data
Please attach all spectra (if applicable) to the back of this handout.
Basic Conditions
Acidic Conditions
Student 1 (g)*
Student 2 (g)*
Student 3 (g)*
Student 4 (g)*
Student 5 (g)*
Average (g)*
*
If Available
Measurement
Value
Structure of Your Product
(Top) and Partner’s (Bottom)
Yield (g)
Yield (%)
Percent Difference Between
Your Yield and the Class
Average Yield (%)
Experimental Melting Point (°C)
Literature Melting Point (°C)
Odor?
Matt Evans
Page 2 of 4
Shasta College
Chemistry 71A
Spring 2015
Questions
1. (3 pts) For your product, discuss the experimental evidence and your reasoning
in determining the structure of the product.
2. (3 pts) For your partner’s product, discuss the experimental evidence and your
reasoning in determining the structure of the product.
Matt Evans
Page 3 of 4
Shasta College
Chemistry 71A
Vanillin Esterification
Spring 2015
3. (5 pts) Give the mechanism of the reaction under basic conditions.
4. (5 pts) Give the mechanism of the reaction under acidic conditions.
Matt Evans
Page 4 of 4
Shasta College