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When optically pure (R)-2-bromobutane is heated with

Chapter 6, Problem 12P

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QUESTION:

When optically pure (R)-2-bromobutane is heated with water, butan-2-ol is the product. The reaction forms twice as much (S)-butan-2-ol as (R)-butan-2-ol. Calculate the e.e. and the specific rotation expected for the product.

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QUESTION:

When optically pure (R)-2-bromobutane is heated with water, butan-2-ol is the product. The reaction forms twice as much (S)-butan-2-ol as (R)-butan-2-ol. Calculate the e.e. and the specific rotation expected for the product.

ANSWER:

Step 1 of 3

The enantiomeric excess (e.e.) is a method for expressing the relative amounts of enantiomers in a mixture. This can be calculated using the formula as shown below :

e.e. =   100% =   100%

The specific rotation is defined as the rotation found using a 10-cm (1-dm) sample cell and a concentration of 1 g/mL. It is denoted by []. It is calculated using the formula :

         [] =

Where,  = rotation observed in the polarimeter.

         c = concentration in g/mL.

         l = length of sample cell in dm(decimeter).

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