Title of experiment: Sequence B: The stepwise synthesis of Nylon-6,6
Oxidation of cyclohexanol: Adipic acid
Student’s Name: Nico John McQuiston
Lab partner’s name: Christine Sullivan
Instructor’s & TA’s name: Dr. Behnoush Memari
Date Of Experiment: 9/18/2014
Abstract The purpose of this experiment was to prepare nylon-6,6 utilizing step-growth polymerization. It was hypothesized that the combination of Thionyl chloride, adipic acid and cyclohexanone would yield a chemical reaction which would produce of nylon-6,6. Nitric acid was utilized as the oxidizing agent with cyclic ketone cyclohexanone. When oxidized adipic acid was produced. The theoretical yield was 6.08 g of cyclohexanone, with a percent yield of 64.035 %.
Introduction
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NaOCl 74.442 N/a N/a 1.209 HOAc 60.052 16.6 117.9 1.0492 Colorless liquid or solid with a strong vinegar-like odor
NaHSO3 104.056 150 1.48 Usually present as a mixture of sodium bisulfite and sodium meta-bisulfite.
Cyclohexanone
98.144 -47 155.6 0.947 Oily, white to slightly yellow liquid with a peppermint-like odor.
Table 1:
IR Spectra of Cyclohexanol
Expected Peaks Functional Group Observed Peaks Functional Group
3600- 3200 cm-1 O-H 1500-1200 cm -1
3000- 2850 cm-1 C-C Alkane 1500-1000 cm-1 C-C Alkane
Table 2:
IR Spectra of Synthesized Cyclohexanone
Expected Peaks Functional Group Observed Peaks Functional Group
1810-1640 cm-1 C=O 1500- 1100 cm-1 C=O
3000- 2850 cm-1 C-H Alkane 1800- 800 cm-1
Results:
Units in Grams
Mass of final product 0.2696 g
Mass of Vial w/ Final product 15.8166 g
Mass of product 0.0007 g
Weight of Filter paper 0.1057 g
Mass of Adpic acid 0.4982 g
Mass of Beaker 14.4513 g
Determining Reagent:
Mole of cyclohexanol: Mole of SOCl2=