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The enantiomeric excess and observed rot...

The enantiomeric excess and observed rotation of a mixture containing 6 gm of (+)-2-butanol and 4 gm of (-)-2-butanol are respectively (if the specific rotation of enantiomerically pure (+)-2-butanol is +13.5 unit).

A

80%, + 2.7 unit

B

20%, -27 unit

C

20%, + 2.7 unit

D

80%, - 27 unit

Text Solution

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The correct Answer is:
To solve the problem of finding the enantiomeric excess and observed rotation of a mixture containing 6 gm of (+)-2-butanol and 4 gm of (-)-2-butanol, we can follow these steps: ### Step 1: Calculate the Enantiomeric Excess (ee) The formula for enantiomeric excess (ee) is given by: \[ \text{ee} = \frac{|R - S|}{|R + S|} \times 100 \] Where: - \( R \) = mass of the (+)-enantiomer (6 gm) - \( S \) = mass of the (-)-enantiomer (4 gm) Substituting the values: \[ \text{ee} = \frac{|6 - 4|}{|6 + 4|} \times 100 = \frac{2}{10} \times 100 = 20\% \] ### Step 2: Calculate the Observed Rotation (\(\alpha_{observed}\)) The observed rotation can be calculated using the specific rotation of the pure enantiomer and the enantiomeric excess. The specific rotation of pure (+)-2-butanol is given as +13.5°. To find the observed rotation, we use the formula: \[ \alpha_{observed} = \left( \frac{\text{ee}}{100} \right) \times \alpha_{pure} \] Substituting the values: \[ \alpha_{observed} = \left( \frac{20}{100} \right) \times 13.5 = 0.2 \times 13.5 = 2.7° \] ### Final Results - Enantiomeric Excess = 20% - Observed Rotation = +2.7°
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Knowledge Check

  • Calculate enantiomeric excees of mixture containing 6g of (+) 2-butanol and 4g of (-) -2-butanol.

    A
    `10% `
    B
    `20% `
    C
    `40% `
    D
    `33% `
  • The observed rotation of 2.0 gm of a compound in 10 mL solution in a 25 cm long polarimeter tube is + 13.4^(@) . The specific rotation of compound is :

    A
    `+30.2^(@)`
    B
    `-26.8^(@)`
    C
    `+26.8^(@)`
    D
    `+40.2^(@)`
  • Pure (S)-2-butanol has a specific rotation of +13.52 degrees. A sample of 2-butanol prepared in the lab and purified by distillation has a calculated specific rotation of +6.76 degrees. What can you conclude about the composition ?

    A
    50% (S), 50% impurity
    B
    50% (S), 50% (R)
    C
    50% (S), 50% racemic
    D
    some other mixture