Before You Begin
Question #44962
The Question
A synthetic non-reducing disaccharide is synthesized by linking the anomeric carbon of D-galactofuranose to the anomeric carbon of D-glucopyranose via an glycosidic bond.
\textbf{Experiment 1:} of is treated with an excess of periodic acid (\ce{HIO4}) in aqueous solution at . \textbf{Experiment 2:} of is subjected to mild acid hydrolysis (, ) until equilibrium is reached. The resulting solution is neutralized and then heated with an excess of Fehling's solution.
Let be the moles of \ce{HIO4} consumed in Experiment 1. Let be the moles of formic acid (\ce{HCOOH}) produced in Experiment 1. Let be the moles of formaldehyde (\ce{HCHO}) produced in Experiment 1. Let be the moles of \ce{Cu2O} precipitated in Experiment 2.
Determine the values of and .
Options
- A.
, , ,
- B.
, , ,
- C.
, , ,
- D.
, , ,
Check Your Answer
Correct Answer
Step-by-Step Solution
Explanation
How the Examiner Thinks
Exception_Exposure
Learn to identify edge cases and boundary exceptions that JEE examiners hide in math problems.
Concepts Behind This Question
Reducing Sugar Criteria|Glycosidic Linkage Geometry|Disaccharide Hydrolysis Products
Why This Question Is Tricky
Common Mistakes
The problem tests two major hidden variables.
First, the differential kinetic stability of glycosidic linkages: while standard 1,1-pyranosyl-pyranoside linkages (like in trehalose) are highly resistant to mild acid hydrolysis, furanosides are kinetically labile due to ring strain and rapidly hydrolyze, exposing the hemiacetals.
Students relying on the rote rule '1,1-linkages are non-reducing and stable' will incorrectly predict S=0.
Second, it tests the precise structural mapping of furanose vs pyranose rings during HIO4 oxidation, specifically identifying that an aldohexofuranose has an exocyclic vicinal diol (C5-C6) that yields formaldehyde, unlike its pyranose counterpart.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Biomolecules - Class 12 |
| Concept | Reducing Sugar Criteria |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |