OCHEM Experiment 12.docx - Briana Palencia CHEM 3321-152 Experiment 12 PreLab Regiochemistry of Eliminations Formation of a Cycloalkene Mixture

OCHEM Experiment 12.docx - Briana Palencia CHEM 3321-152...

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Briana Palencia CHEM 3321-152 4/17/2019 Experiment 12 PreLab: Regiochemistry of Eliminations: Formation of a Cycloalkene Mixture Introduction: The purpose of this experiment is to perform an acid-catalyzed dehydration on 2- methylcyclohexanol in order to create a mixture of alkenes. The reaction will then be heated in order to drive the reaction equilibrium to favor elimination products. The ratio of alkenes formed will then be analyzed by the product’s NMR by studying the unique peaks of the three products. Through this, the mole basis of each of the three compounds will be determined. 2-Methylcyclohexanol 3-Methylcyclohexene(A) 1-Methylcyclohexene(B) Methylenecyclohexane(C) Mechanisms:
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Theoretical Yield: 0.033 moles 2-Methylcyclohexanol x (3 mol alkenes/ 1 mol 2-Methylcyclohexanol) x (96.17 g alkenes/ 1 mol alkenes) = 9.52 g alkenes Physical Data: Name MW MP (°C) BP (°C) Density (g/mL) Solubility Hazards 2-Methylcyclohexanol (33 mmol) 114.18 6 -9.5 165- 166 0.93 Slightly soluble in water. Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Sulfuric Acid (20-30 drops) 98.079 10 337 1.84 Soluble in water. Miscible in alcohol. Corrosive. Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation. Chloroform-D 120.38 4 -64 60.9 1.50 Miscible with alcohol, benzene, ether, petroleum ether, carbon tetrachloride, carbon disulfide, oils. Soluble in water. Hazardous in case of skin contact (irritant), of eye contact (irritant), of ingestion, of inhalation.
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