Egyptian Academy of Engineering and Advanced Technology

Chemical Engineering Department

First Year students

Semester: Spring date: 7/3/2017

Organic chemistry

Sheet no.1

Answer as you much as you can: due date 14/3/2017

1) How many unpaired electrons are present in the electronic configuration of carbon
(atomic number = 6)?
A) none
B) one
C) two
D) three
E) four

2) What type of bonding is found in CH3CH2CH2CH2CH2CH3?

A) ionic
B) hydrogen
C) covalent
D) polar

1
3) Convert the model shown below into a skeletal

A) I
B) II
C) III
D) IV
E) V

4) Which of the statements below accurately describe(s) alkanes?

A) Alkanes are hydrocarbons which contain only single bonds.
B) Alkanes belong to the class of unsaturated hydrocarbons.
C) Alkanes are the simplest and least reactive class of organic compounds.
D) both A and B
E) both A and C

5) Which of the following types of hydrocarbons is(are) saturated?

A) alkanes
B) alkenes
C) alkynes
D) aromatics
E) All of the above are saturated.

6) If a hydrocarbon has no double or triple bonds, it is said to be ________.

7) Straight-chain alkanes are also called ________.

2
8) The structure below is a potent analgesic agent (pain reliever) (J. Med. Chem., 2009,
5685). How many secondary carbons are in this structure?

A) 2
B) 4
C) 6
D) 12
9) If an acyclic alkane hydrocarbon contains n carbon atoms, how many hydrogen atoms
must it also contain?
A) n
B) 2n
C) n + 2
D) 2n + 2
E) n - 2
10) A series of compounds, like the n-alkanes, that differ only by the number of
groups, is called a(n) ________ series.

11) A bicyclic alkane contains 12 carbon atoms. How many hydrogen atoms does it
contain?
A) 20
B) 22
C) 24
D) 26
E) 28

12) How many methylene groups are present in 2,4-dimethylhexane?

A) 0
B) 1
C) 2
D) 6
E) 8

13) Triacontane is an unbranched alkane that contains 30 carbon atoms in each molecule.
How many hydrogen atoms are present in each molecule of triacontane?
A) 30
B) 32
C) 58
D) 60
E) 62

3
14) How many secondary (2) carbons are found in 5-ethyl-3,3,4-trimethylheptane?
A) 1
B) 4
C) 2
D) 3
E) 6

15) Provide an acceptable name for (CH3CH2CH2)3CH.

16) Provide the name of the compound below.

17) Provide the name of the compound below.

18) Provide an acceptable name for the alkane shown below.

CH3CH2CH2CH2CH2CH3

19) Provide an acceptable name for the alkane shown below.

20) Draw an acceptable structure for 4-tert-butyloctane.

21) Draw an acceptable structure for 3-ethyl-3-methylhexane.

22) A student named the following molecule "4-isobutylheptane." Why is this incorrect?
What is the correct name?

4
23) Name the haloalkane shown.

24) Provide an acceptable name for the following compound.

25) Provide an acceptable name for [(CH3)3C]2CHCH3.

26) Provide the IUPAC name of (CH3CH2)3CH.

27) Provide the IUPAC name of (CH3)2CHCH2CH2C(CH3)3.

28) Predict the molecular formula of 4-ethyl-5,5-dimethyldodecane.

29) Provide an acceptable name for the alkane shown below.

30) Provide an acceptable name for the alkane shown below.

5
31) Provide an acceptable name for the alkane shown below.

32) Draw an acceptable structure for 6-ethyl-2,6,7-trimethyl-5-propylnonane.

33) Provide an acceptable name for the alkane shown below.

34) Provide an acceptable name for the alkane shown below.

35) Provide an acceptable name for the alkane shown below.

36) Identify the correct IUPAC name for the following structures.

A) 4-(2-iodo-1-methylethyl)-3-methylheptane
B) 3-s-butyl-1-iodo-2-methylhexane
C) 1-iodo-2,4-dimethyl-3-propylhexane
D) 2,4-dimethyl-1-iodo-3-propylhexane

37) Name the haloalkane shown.

CH3CH2C(CH3)2CH2CH2I

38) Name the alkane shown.

[(CH3)2CH]2CHCH3

6
39) Name the alkane shown.

40) How many methyl groups are present in 2,4-dimethylhexane?

A) 0
B) 2
C) 4
D) 6
E) 8

41) Identify the correct IUPAC name for the following structure.

A) 6-bromo-1-cyclopentyl-3,6-dimethylhexane
B) 1-bromo-5-cyclopentyl-1,4-dimethylpentane
C) 2-bromo-6-cyclopentyl-5-methylhexane
D) 5-bromo-1-cyclopentyl-2-methylhexane
E) none of the above

42) Identify the correct IUPAC name for each compound shown below.

A) 2-bromo-3-sec-butyl-4-ethylhexane
B) 2-bromo-4-ethyl-3-sec-butylhexane
C) 3-(1-bromoethyl)-2,4-diethylhexane
D) 4-(1-bromoethyl)-3-ethyl-5-methylheptane
E) 4-(1-bromoethyl)-5-ethyl-3-methylheptane

43) Provide the name of the compound shown.

7
44) Give structures for the three isomers with molecular formula C5H12 and provide the
common name of each.

45) Provide an acceptable name for the alkane shown below.

46) Draw an acceptable structure for 4-ethyl-6-(1,2-dimethylpropyl)decane.

47) Draw an acceptable structure for 1-ethyl-2-(2,2-dimethylpentyl)cyclopentane.