SCH 1202 ORGANIC CHEMISTRY 1 CAT 2 MARKING SCHEME

A. Give the IUPAC names of the following compounds (8 marks)

i. 3-ethyl-4,6-dimethylcyclohex-1-ene or 3-ethyl-4,6-dimethylcyclohexene (1.5 marks)
ii. 3,3-dimechloro-2-methylprope-1-ene or 3,3-dimechloro-2-methylpropene (1 mark)
iii. 3,4- dichlorohex-1-ene or 3,4- dichlorohexene (1 mark)
iv. 6-fluoronon-7-en-3-yne (1.5 marks)
v. 4-bromo-2,3-dimethylhex-3-ene (1.5 marks)
vi. 4-chloro-3-ethyl-5-methylhept-1-ene or 4-chloro-3-ethyl-5-methylheptene (1.5 marks)
B) Draw the structures of the following compounds (7 Marks)
(i) 2-1sopropyl-3-methylcylopentanol (ii) (2Z)-3-bromo-2-chloro-2- (iii) (1 mark)
( 1 mark) pentene ( 1.5 marks)

Free mark

(iv) 1-chloro-5-cyclobutyl-6- (v) (3E)-4-fluoro-3,5- (vi) Cycohexenol

fluorooct-5-en-2-yne ( 1 mark) dimethylcyclohex-3-ene ( 1.5 (1mark)
marks)

C) Use the following molecular formula to answer the following questions: C4H7Cl
i. Name the two functional classes of compounds represented by above formula. (2 marks)
Alkene
Cycloalkane
 ii. Draw all possible constitutional isomers of C3H7Cl (4 marks)

D) Give the products, reactants or reagents for the following reactions (6 marks)
i) ii)

iii) iv)

HBr in excess or 2 equiv HBr

E) Use the following reaction to answer the following questions:

i. Name the chemistry the above reaction exhibit ( 1 mark)
E1 elimination reaction; dehydration of alcohols
ii. Draw all the products you expect to form ( 2 marks)