Final exam paper BSc CH303

Bindura University of Science Education

p-1066,1079,1089.
1. Draw chair conformations for -d-galactopyranose and -d-galactopyranose. Label the
anomeric carbon in each. Ook ook
2. Discuss the oxidation of D-Glucose to D-Glucoronic acid.
3. The soft drink contains high fructose corn syrup. Explain the synthesis of fructose from
corn starch.
4. Discuss the classification of dissacharides and its importance.
5. How many chiral centres are there in D-Glucose and D-Ribose.
6. What is mutarotation? Discuss the mutarotation of -D-Glucopyranose to -DGlucopyanose.
7. Explain the reduction of D-Glucose to D-Glucitol with reaction scheme.
8. When a-d-glucose is dissolved in water, the specific rotation of the solution changes
from 1112.2 to 152.7. Does the specific rotation of a-l-glucose also change when it is
dissolved in water ? If so, to what value?
9. What is the diference between Glycosidic bond and Glucosidic bond and explain with
anyone example.
IMP-QTNS
10. Discuss the criteria of classifying disachcharides. okkk
11. Explain the formation of haemiacetal formation from aldehyde and ketones with an
example. Ook ook
12. Discuss the cyclization glucose to 6-membered pyranose ring.
13. Explain the chair and boat form of pyanose sugar formed and designate clearly with
structure how many axial and equatorial bonds are formed in pyranose ring.
14. Summarize the reaction for methylation of glucose molecule with methanol. ook
15. Explain with chart what chemical reactions are possible for carbohydrates.
16. Discuss the Fischer Projections of the Two Enantiomers of 2, 3-Dihydroxypropanal
Glyceraldehyde.
17. Draw in detail the fischer projections of D-Glucose in eclipsed form.
Aromatics Questions
18. Discuss electrophilic aromatic substitution reaction of nitro naphthalene. Ook ook
19. Explain the howarth synthesis of naphthalene from benzene.ook
20. Give the criteria for electrophilic substitution reaction between pyridine and benzene.
21. Illustrate the synthesis of phenanthrene.ook
22. Compare electrophilic substitution and electrophilic addition reaction of phenanthrene.
23. Explain with clear mechanism the formation of products from o-benzyl bromide and
sodium.ook
24. What is the mechanism involved when naphthalene is nitrated with H2SO4/HNO3 discuss
the mechanism with possible resonating structures.
25. Explain the synthesis of furan in laboratory.okok

26. Give the resonating structures of pyrrole and how stable is the molecule compared to
pyridine.
ok ook
27. Compare the relative reactivity of benzene with 3 heterocyclic molecules thiophene,
furan and pyrrole. Ok okok
28. Show with mechanism the deactivating structures of pyridine with Electron activating
group.
Ook ook
29. Predict the product of the following reactions given below.ok ok
30.
a)
NaNH2

N
b)

PhLi/H2O

N
31. Hanzsch reaction is well known for the synthesis of 1,4-Dihydropyrimidines, explain
with mechanism this reaction and what are the industrial applications.ok ok
32. How quinolone is synthesized from skraup synthesis.
33. What are the products formed when quinolone is nitrated.ook ok
34. Explain the cyclization of isoquinoline with Bischler-Napiealski reaction.