question archive Extraction as a function of pHIbuprofen is an analgesic that is also a weak acid

Extraction as a function of pHIbuprofen is an analgesic that is also a weak acid

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Extraction as a function of pHIbuprofen is an analgesic that is also a weak acid.HIb  ↔ H+--6

 + Ib Ka = 6.36 X 10

The analgesic can distribute between an aqueous and an organic layer.

1. Which species: HIb or Ib- can move exclusively to the organic layer?

 

The distribution coefficient D is defined to the be ratio of the formal concentration of the analgesic in the organic phase to that of the formal concentration in the aqueous phase. 

 

 

2. Fill in the species that is taken up to the organic phase.

 

 

Using the definition of the distribution coefficient above and the following:

 

 

3. Derive the following equation describing how the distribution coefficient is altered by the pH of the aqueous phase

 

 

We can use a buffer to dominate the aqueous phase and set the pH. 

HIb  ↔ H+ + Ib- 

 

When the pH is low (acidic) -

4. What form is the Ibuprofen in: Protonated or unprotonated?

 

5. What does the equation for DHIb approximately equal?

 

 

When the pH is High (basic) -

6. What form is the Ibuprofen in: Protonated or unprotonated?

 

 

7. What does the equation for DHIb approximately equal?

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