Title: THE NITRATION OF ACETANILIDE sample notebook writeup

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Title THE NITRATION OF ACETANILIDE (sample
notebook write-up) Date _____________________  
OBJECTIVE About 10-20 words. Concise but
descriptive. Example The purpose of this
experiment is to synthesize isomeric
nitroacetanilide products from acetanilide and
nitric acid.  
MATERIALS List the tools you will need to carry
out your experiment. Best if you bullet or even
group in order that you will need them in the
procedure.
DIAGRAM / FLOWCHART (If you think this is
helpful to visualize the procedure or if the
procedure is complex. In order for the
experiment to be executed smoothly you should
have at least a vague picture of what your action
flow and time allocations look like. It makes it
easier to shorten the procedure from what it is
in you manual.) PROCEDURE OBSERVATIONS/C
ALCULATIONS   From CHML211/212 Laboratory
Manual Start time _________________
From Organic Chemistry, Fall 2005, p. 122
www.uncwil.edu (University of North
Carolina) 1) Upon mixing, flask became
warm. 1) Mix acetanilide (1.0g,
0.007mol), 2.0 mL of 2) When nitrating mixture
was added, solution became bright
red. glacial acetic acid, and 2.0 mL of sulfuric
acid in a 50 mL Erlenmeyer flask, then cool to
20oC. 3) When ice water was added, a bright
yellow solid appeared.   2) Mix 1 mL nitric acid
and 1 mL sulfuric acid 4) Used 8 mL of solvent
to recrystallize product. in separate flask
(nitrating mixture), then add dropwise, keeping
temp b/n 25-30oC 5) Theoretical yield 3)
Allow to stand for 15 min, then pour into 40 mL
0.007 mol acetanilide X (1mol
prod/1mol rct) X 180.16 g/mol 1.33 ice
water. Vacuum filter. Prepare HPLC sample.
0.016 mol HNO3 X (1 mol prod/1mol rct) X
180.16 g/mol 2.88g 4) Recrystallize with
hot ethanol (5-10 mL). so, acetanilide is
limiting reagent, theoretical yield is 1.33
g 5) Collect product by vacuum filtration.
Prepare 6) crude HPLC sample 4 HPLC
sample. Pure HPLC sample 8   6)
Allow to dry until next lab period. Obtain
final 7) Mass of filter paper 0.20 g weight.
Obtain experimental melting point. Pure
product filter paper 1.25 g

10 min
12 min