CH112 Science Foundation Chemistry 2
Assignment # 2 […/73]
Q1. Write IUPAC name to the following given structures.(2 marks each = 26marks)
(a)
(b)
CH3
CH3 CH3-C-CH3
CH2-CH2-CH-CH2-CH2-CH2
CH3
CH3
CH3
CH2-CH2-CH-CH2-CH2
CH3-CH-CH3
(c)
(d)
(f)
(g)
CH3-CH2-C-CH2-CH2-CH3
ǁ
CH2
(i)
(e)
(h)
CH3-CH2
CH2-CH=CH-CH3
C=CH-CH2-CH3
CH3-CH2
CH-CH3
CH3
(j)
(k)
(l)
CH3-CH-C≡C-CH3
CH3
CH2=C
(m)
CH3-CH2-C≡C-CH2-CH-CH3
CH2
CH3
Q2. Draw clearly the molecular structures of the following compounds (2 marks each = 10 marks)
(a) 4-(1-methylethyl)-2-methylheptane
(b) 3-isopropyl-1-ethylcyclopentene
(c) 3-bromo-2-chloro-5-methyl-2,5-heptadiene
(d) 2-iodo-3,4-diethyl-2,5-octadiene
(e) 4-ethylcyclopentyne
Q3. Given below is a figure of chair conformation of 1,2-dimethylcyclohexane.
(a) What type of chair conformation is indicated in the figure above? Cis or trans?
Explain. (3 marks)
(b) Interconvert the above chair conformation by twisting (ring flip) and obtain the other chair
conformation. Which is more stable and why? (2 + 2 = 4 marks)
(c) Draw the other chair conformation of this isomer and as in (b) twist the conformation to
obtain other chair form. Of the two conformations which is more stable? (2 + 2 +1 = 5 marks)
(d) Draw a planar hexagon representation of both cis and trans 1,2-dimethylcyclohexane
(2 + 2 = 4 marks).
Q4. Name the given compounds by the E and Z system of nomenclature (3 + 3 =6 marks)
CH3
(a) CH3-CH2-C=CH-CH3
(b) CH3-H2-CH2-CH2-CH2-C=CH-CH3
CH2-CH2-CH2-Cl
Q5. Outline clearly (with correct chemical reagents) a synthetic scheme showing the conversion of
propyne to 6-methyl-2-heptyne. ie
CH3-C≡CH
?
CH3-C≡C-CH2-CH-CH3 (5 marks)
CH3
Q6. Assign a IUPAC name to the following aromatic compounds (10 marks)
(a)
(b)
(c)
(d)
(e)
The End ------ Due on 20/9/19