Distillation and Strong C-h Stretch Essay example

1106 WordsMar 17, 20115 Pages
Lab #24- Preparation 4-Methylcyclohexene Introduction: The goals in this lab were to have a reaction occur with 4-methylcyclohexanol and an acid catalyst to form our product of 4-methylcyclohexene via an E1 reaction. This reaction is accomplished by removing the –OH group on 4-methylcyclohexanol via dehydration and to have a double bond form via a loss of a hydrogen on a β-Carbon. Many techniques and skills were developed in this lab. Among them were dehydration, isolation, drying, and distillation. We used all of these techniques to get the product we were looking for. In addition to these experimental techniques we also verified our product via spectroscopy which is a new technique. Using IR spectroscopy we were able to…show more content…
2) What major alkene product is produced by the dehydration of the following alcohols? a. Cyclohexanol = Cyclohexene b. 1-Methylcyclohexanol = 1-Methylcyclohexene c. 2-Methylcyclohexanol = 1-Methylcyclohexene d. 2,2-dimethylcyclohexanol = 1,2-dimethylcyclohexene e. 1,2-Cyclohexanediol = Cyclohexanone (pinacolone) 3) Compare and interpret the infrared spectra of 4-methylcyclohexene and 4-methylcyclohexanol - They both have very similar spectra. The biggest difference comes in the –OH group. On 4-methylcyclohexanol there is a large, broad –OH stretch at 3300 cm-1. In addition to that 4-methylcyclohexene has a C=C stretch at 1650 cm-1 that 4-methylcyclohexanol will not have since there is no double bond in it. 4) Identify the C-H out-of-plane bending vibrations in the IR spectrum of 4-methylcyclohexene. What structural information can be obtained from these bands? - The C-H bonds in this structure are shown at 1444 and 1368cm-1. These two bands indicate the two different types of C-H bends that occur on the molecule. One is that of the alkene and the other is that of the several alkanes on the molecule. 5) 1-2 mL of saturated sodium chloride was used to transfer the
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