American University of Ras Al Khaimah

Ras Al Khaimah, UAE

Spring Semester 2017
Assignment II
Major Assignment
Organic Chemistry I
Course No: CHEM 215

Name: Max. Marks: 20

ID No:
Marks Obtained:
Signature:

Major: Date:

Instructions:
1. There are ten questions in this assignment.
2. Answer all questions.
3. Each question carries equal marks (2 x 10 = 20).
4. Submit hand written, hard copy of this assignment.
5. Rough work should be done on a separate sheet.

Signature of the Evaluator: __________

[1] Write a mechanism for the following radical halogenation reaction. (Marks = 2)

Cl2
CH3CH3 CH3CH2Cl
hv

2] Add the curved arrow to the following reactions to indicate the flow of electrons for all of
the bond forming and bond breaking steps. Designate the nucleophile, electrophile, Lewis
acid and Lewis base in each of the following reaction. (Marks = 2)

.. H
+
..

OH
..

O H

+ H Cl + Cl-
[3] Propose the structure for the major product that you would expect from the following
organic reactions. In each case mention the category of the reactions. (Marks = 2)

a)
H2
H3C C OH 86% H3PO4
C C
H2
H3C 80 0C
CH3

b)
CH3
C2H5ONa
H3C C CH3
C2H5OH
Br 55 0C

c)
H2 H2 CH3O-
C C
H3C C Br CH3OH
H2
50 0C

d)

CH3 CH3

H Br
CH C
H3C C CH2
H2

[4] Write structures for the major organic product from the following reactions. (Marks = 2)

Cl2 KOH/EtOH HOH/H3O+ KMnO4

hv
[5] Identify all the functional groups in each of the following compound. (Marks = 2)

a)

OH O OH O O

NH2

OH

N N

Salodyn

b)
OH
O

OH

O
O
OCH3

CH3

[6] Write the IUPAC name of the following organic compounds. (Marks = 2)

a)
CH3
H2C CH3
H2
C CH CH CH3
H3C C C CH
H2 H2

CH3

b)

c)
CH3
H2
C CH CH3
HO CH C
H2

CH3

d)
CH3

H
CH C
H3C C CH2
H2
[7] Explain bimolecular nucleophile substitution (SN2) reaction with an example. (Marks = 2)

[8] Discuss Markovnikov's and Anti- Markovnikov's rule and provide explanation for the
following observation. (Marks = 2)

H2 H2 H2 H2
C CH2 HBr C CH3 C C
H3C C H3C CH + H3C C Br
H H2

Br
major product minor product
[9] Differentiate between enantiomers and diastereomers. (Marks = 2)

[10] Explain sp hybridization in acetylene molecule? Draw the structure of acetylene

molecule to show the bond angle and bonding molecular orbitals. (Marks = 2)