Synthesis Of 2-Methylcyclohexanone Lab Report
Organic Lab 2
February 14, 2009
Experiment 4: Borohydride Reduction of 2-Methylcyclohexanone
Introduction:
When learning about reduction reactions, we know that the addition of nucleophilic hydride anion (H-) to the carbonyl group will in turn result in the reduction of aldehydes to primary alcohols. Borohydride, and Lithuim aluminum hydride are commonly used as reducing agents. We can note that both of these reagents have a (H-) anion, hence it will be a powerful base and also take the role of being the nucleophile. For the experiment sodium borohydride was used since its properties make it easier to be handled. In this experiment both the trans and the cis isomers of the 2-methylcyclohexanone were to be formed. This is due to the chiralty of the compound itself. The product will either be thermodynamically controlled or controlled by the kinetics itself. IR spectroscopy can then be …show more content…
No carbonyl peak.
Rf (methanol with 2-methylcyclohexane) = 2.5cm/4cm= .62cm
Rf (mixture) = 1.8cm/3.1cm= .58cm
Discussion and conclusion:
Our experiment was successful since we managed to get an extra gram of product and hence got rid of the double bond (carbonyl peak) when observing the 1HNMR spectrum. We had a clear formation of alcohol after observing our data; hence our experiment was a success. There was no side reactions observed within our experimental calculations. It was very evident that borohydride did in fact reduce our initial mixture to an alcohol (2-methylcyclohexanol). In the beginning of the experiment we spilled some of the reacting solution containing borohydride but we were still able to receive a favorably good result when it came to looking at our final data analysis.
February 14, 2009
Experiment 4: Borohydride Reduction of 2-Methylcyclohexanone
Introduction:
When learning about reduction reactions, we know that the addition of nucleophilic hydride anion (H-) to the carbonyl group will in turn result in the reduction of aldehydes to primary alcohols. Borohydride, and Lithuim aluminum hydride are commonly used as reducing agents. We can note that both of these reagents have a (H-) anion, hence it will be a powerful base and also take the role of being the nucleophile. For the experiment sodium borohydride was used since its properties make it easier to be handled. In this experiment both the trans and the cis isomers of the 2-methylcyclohexanone were to be formed. This is due to the chiralty of the compound itself. The product will either be thermodynamically controlled or controlled by the kinetics itself. IR spectroscopy can then be …show more content…
No carbonyl peak.
Rf (methanol with 2-methylcyclohexane) = 2.5cm/4cm= .62cm
Rf (mixture) = 1.8cm/3.1cm= .58cm
Discussion and conclusion:
Our experiment was successful since we managed to get an extra gram of product and hence got rid of the double bond (carbonyl peak) when observing the 1HNMR spectrum. We had a clear formation of alcohol after observing our data; hence our experiment was a success. There was no side reactions observed within our experimental calculations. It was very evident that borohydride did in fact reduce our initial mixture to an alcohol (2-methylcyclohexanol). In the beginning of the experiment we spilled some of the reacting solution containing borohydride but we were still able to receive a favorably good result when it came to looking at our final data analysis.