Government Postgraduate College For Boys Mirpur

Organic Chemistry-II
Mid Term Exams Spring 2020

Instructions:
1. Total Marks: 45
2. Total Allowed Time: 8 Hours (1 pm to 9 pm)
3. Attempt all questions.
4. Please submit your answer sheet in Single PDF File at yasir.chem1@outlook.com before
deadline.
5. Save your file and name it as, Semester-Roll#-Name, e.g. FA16-01-Yasir Iqbal and
repeater will write it as, Semester-Roll#-Name-(R). e.g FA15-02-Yasir Iqbal-(R).
6. Hard copy should be sent on the mailing address provided to you.
7. No submission will be accepted through Whatsapp.
8. No submission will be accepted after deadline.
9. The answer sheet must be Handwritten with blue ink pen and headings with black marker.
10. Write your Full Name, Roll#, Course Name, Course Code, Date and Total Number of
Sheets on first page of answer sheet.
11. Write your Full Name, Roll#, Signature, Course Name and Numbering on each answer
sheet.
12. Solve the paper on your own wording
13. Exact copy/paste from internet sources or exact data matching of two or more students,
paper will be crossed, and No Marks will award.
14. Solve the paper neat and cleanly and use of Remover, Fluid and Cutting is not allowed.

Q.1: Write the short answers of the following: (2×5=10)

I. Why aldehydes and ketones do not undergo nucleophilic substitution reaction?
II. Discuss order of reactivity of following with reason:
Acid Halide, Acid Anhydride, Esters, Acid Amide, Aldehydes, Ketones?
III. Discuss the stability of keto-enol tautomer formed by active methylene compounds?
IV. Discuss any two conditions for formation of single product by cross aldol condensation?
V. How can you distinguish between aldehydes and ketones based on Infra-red spectroscopy?
Q.2: Differentiate between Claisen and Aldol Condensation. Explain mechanism for acid
catalyzed aldol condensation. 03
Q.3: What will be 1, 2, 3 and 4 for following reaction and write down mechanism for conversion:
03
Q.4: Complete the following reactions and write down their mechanism as well: 12.5
O

?
a)

O
?
b)
O

c) ? N

S
d) ?
S
O

e) ?

Q.5: Write any three methods for converting ketonic group into methylene group? 03
Q.6: Arrange in order of decreasing reactivity toward nucleophilic attack with justification?
04

Q.7: What will be A and B in the following reaction and write down mechanism for conversion:
2.5
Q.8: What will be A, B, C and D in the following reaction and also write down mechanism for
conversion: 03
OH
OH
OH HO CH3MgBr NaBH4
PCC B C D
A
H H3O

Q.9: Write down the IUPAC nomenclature of the following: 04

O

CHO O OH
a) b)
HOOC CN
Cl

O NH2 O O O
c) d)
O H
NH