Before You Begin
Question #44231
The Question
Compound A, 2-(-D-glucopyranosyloxy)pyridine, undergoes enzymatic hydrolysis in an aqueous medium at to yield D-glucose and 2-hydroxypyridine. The released 2-hydroxypyridine subsequently undergoes complete tautomerization to its more stable keto form, 2-pyridone.\n\nGiven the following thermodynamic data at :\n\nStandard enthalpy of combustion () in :\nCompound A (s) = \nD-Glucose (s) = \n2-Hydroxypyridine (s, enol form) = \n\nStandard enthalpy of solution () in :\nCompound A (s) = \nD-Glucose (s) = \n2-Hydroxypyridine (s, enol form) = \n\nThermodynamic parameters for the tautomerization :\n\n\n\nCalculate the standard observed enthalpy of the overall reaction () for the hydrolysis of Compound A (aq) yielding D-glucose (aq) and 2-pyridone (aq) at .
Options
- A.
-29.0 kJ/mol
- B.
-20.0 kJ/mol
- C.
-19.0 kJ/mol
- D.
+5.0 kJ/mol
Check Your Answer
Correct Answer
Step-by-Step Solution
Explanation
How the Examiner Thinks
Mechanism_Trap
Don't get tricked by the process! Learn the mechanical traps used in competitive exam questions.
Concepts Behind This Question
Hess's Law Application|Disaccharide Hydrolysis Products|Nitrogenous Base Keto-Enol Tautomerism
Why This Question Is Tricky
Common Mistakes
This problem tests the application of Hess's Law and the First Law of Thermodynamics to a multi-step biochemical reaction.
The 'hidden variable' is the thermodynamic stabilization provided by keto-enol tautomerization.
Students often calculate the enthalpy of hydrolysis up to the direct cleavage products (the enol form, +5.0 kJ/mol) but fail to account for the subsequent tautomerization to the keto form.
Additionally, it tests the correct integration of standard enthalpies of combustion and solution to transition from solid-state calorimetric data to aqueous reaction conditions, trapping students who confuse state functions or use Gibbs free energy directly instead of deriving the enthalpy of tautomerization.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Thermodynamics - Class 11 Part 1 |
| Concept | Hess's Law Application |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |