Oxidative Cleavage of an Alkene

Oxidative Cleavage of an Alkene - Pulliam/Mista 1 Oxidative...

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Pulliam/Mista 1 Oxidative Cleavage of an Alkene Chris Pulliam-Joe Mista Dates Performed 10/8/2009 Date Submitted: 10/15/2009 Purpose : Adipic acid, a Nylon-6,6 precursor, is synthesized via oxidative cleavage of the double bond in cyclohexene, obtain in the previous experiment, this experiment introduces you to Green chemistry and phase transfer catalysis
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Pulliam/Mista 2 Reaction : Calculation/Data : Table of Physical Properties Compound MW Bp o C Mp o C Density (g/mL) n Hazard Cyclohexene 82.143 82.98 -103.5 .811 1.447 Flammable Sodium Tungstate*dihydrate 328.85 100 3.25 H 2 O 2 34.0147 150.2 -35 1.11 1.34 May cause burns Adipic Acid 146.141 337.5 152.5 1.36 1.439 .478g Sodium Tungstate*dihydrate
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Pulliam/Mista 3 .533g Aliquat 11.0 mL H 2 O 2 Percent yield Calculation: final amountinitial amountx100 Results: (IR graph is attached to back page of write up) Acid test: bubbled = CO 2 Mp = 148.8 - 153.1 .849g Adipic Acid Percent yield = 23.58% IR Results Wavenumber Functional group 1681.46 C=O
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Oxidative Cleavage of an Alkene - Pulliam/Mista 1 Oxidative...

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