Reaction of (R)-2-bromo-1-flourobutane with Sodium Cyanide in Ethanol (aq)
Not what you're looking for?
Pure (R)-2-bromo-1-flourobutane reacts with sodium cyanide in aqueous ethanol to form pure (R)-2-flouromethylbutanenitrile.
1) What is the probable mechanism of this reaction? Explain your reasoning.
2) Based on your choice of mechanism, explain how both the substrate and the product can have R configuration?
3) What will be the effect on the rate of this reaction of each of the following changes? Explain why in each case
a) Doubling the concentration of sodium cyanide?
b) Using dimethylsulfide in place of aqueous ethanol as the solvent?
c) Using a racemic rather than an enantiomerically pure substrate?
Purchase this Solution
Solution Summary
The reaction of (R)-2-bromo-1-flourobutane with Sodium Cyanide in ethanol (aq) is analyzed. The reaction mechanism is determined through which the R configuration can be found.
Solution Preview
To assess by which mechanism a substitution reaction takes place, we must look at 3 things:
1. Carbon type (primary, secondary, tertiary)
2. Nucleophile (is it a good (negatively charged) or bad (neutral))
3. Solvent (polar, non-polar)
For this reaction we have ourselves a secondary carbon, which tells us nothing.
We ...
Purchase this Solution
Free BrainMass Quizzes
Functional groups in Organic Chemistry
You will be tested on the names of functional groups in Organic Chemistry. It is very important to know the functional groups to understand Organic reactions.
Organic Chemistry Naming: Alkanes
This is a quiz which is designed to assist students with learning the nomenclature used to identify organic compounds. This quiz focuses on the organic compounds called Alkanes.
Thermochemistry
The quiz helps in revising basic concepts about thermochemistry.
General Chemistry - Classification of Matter
This test will assess your knowledge on the classification of matter which includes elements, compounds and mixtures.