CHAPTER 24- Practice Exercise Dr.

PAHLAVAN
Organic Chemistry
1. Which of the following is (are) a saturated hydrocarbon? (underline your choice)

alkane alkyne alkene cycloalkane cycloalkene aromatic hydrocarbon

2. Identify the following general formulas as alkanes, alkenes, alkynes, and cycloalkanes.

CnHn CnH2n CnH2n+2 CnH2n-2

3. Which one of the following is (are) an alkene with a carbon-carbon double bond?

C4H10 C6H14 C4H8 CH4 C6H10 C2H2 C5H10 C2H2 C6H6

4. How many carbon atoms each of the following contain?

Butane Octane Nonane Propyne Acetylene cycolpentane

5. Write the IUPAC name for each of the following structure.

CH3

(a) CH3 - CH - CH2 - CH - CH2 - CH3 (b) CH2 - CH2 - CH - C (CH3)2 - CH3 (c) H - C C -H

CH3 CH3 CH3

(d) CH3 - CH - CH2 - CH3 (e) CH3 - CH - CH2 - C = CH2 (f) CH3 - CH2 - CH = CH - CH3

CH3 - CH2 - CH - CH3 CH3 CH3

Br
CH3
Br CH3
(h)
(g)
CH3

Cl
6. Write the condensed structures for the following compounds.

(a) 3, 3, 4- trimethylheptane (b) 2, 3- dimethylbutane (c) 1, 3- dibromopentane (d) 3, 4- dimethylhexane

(e) cis- 2, 3- dichloro-2-butene (f) trans- 1, 2- dibromocyclobutane (g) 4- ethyl- 3, 3- dimethylheptane
(h) p- xylene (h) m – chlorobenzoic acid (i) Diethyl ether (j) 3 - nitrophenol
(k) cyclobutylcyclopentane

7. Which class of functional group the followings belong to?

O O
 
(a) − OH _________ (b) − CHO _________ (c) − C - H _________ (d) − C − OH ________

(e) − CO − _________ ( f) − NH2 _________ ( g) − O − _________ (i) − COO − _________

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8. Complete the following sentences:

(a) The term hydrocarbon is used to denote compounds that contain ___________ .

(b) Pentane and isopentane are what type of isomer? ( structural, geometrical )

(c) Dichlorobenzene has _____ aromatic isomers.

(d) Cyclohexene has ______ hydrogen less than cyclohexane.

(e) Alcohols have higher boiling point due to ________________ bonding.

9. Match the following general formulas.

(a) R - OH (b) R - CHO (c) R - COOH (d) R - CO – R (e) R - O - R (f) R - COOR (g) R - NH - R

_____ ( I ) Ether _____ ( V ) Ketone _____ ( II ) Aldehyde _____ ( VI) Alcohol

_____ ( III) Ester _____ (VII) Amine _____ ( IV) Carboxylic acid

10. Which of the following compounds does contain a carbonyl group? Please circle.

I. Aldehyde II. Alcohol III. Ketone IV. Ether V. Ester VI. Amine VII. Amide VII.Carboxylic acid

11.Identify(classify) the following oxygen-containing compounds as ketone, aldehyde, ether, ………

O OH

a) CH3-CH2 - COOH b) CH3 - CO - CH3 c) H - C - CH2 - CH3 d) CH 3 - CH - CH3

O - CH3 CH3
e)
f) CH - O - CH2 - CH3 g) CH3 - CO - NH - CH3
CH3

12. Name the following alcohols.

a) CH3 - CH2 - CH2 - CH2OH b) CH3 - CH2 - CH - CH3 c) CH3 - COH - CH2 - CH3
OH CH3
OH
CH3

d) CH2 - CH2 e) f) CH3 - CHOH - CH3 g) CH3 - C - CH2OH

OH OH CH3

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13. Name the following alkyl groups.

a) CH3- b) CH3 - CH2- c) CH3 - CH2 - CH2- d) CH3 - CH - e) CH3 - CH2 - CH2 - CH2 -

CH3

CH3 CH2 -

f) CH3 - CH - CH2 - g) CH3 - CH2 - CH- h) CH3 - C - i) j)

CH3 CH3 CH3

14. How many structural isomers the following compounds have?

C3H8 C4H10 C5H12 C6H14 C4H9Cl C3H5Br

15. Identify the following pairs as structural isomers, geometrical isomers, alike, or non-isomers.

I. and II. CH3 - CH2 - CH2 - CH - CH3 and CH3 - CH - CH2 - CH2 - CH3
CH3 CH3
Br Br
III. and IV. and
Br Br

V. CH2 - CH2 - CH2 - CH2 - CH- CH3 CH2 - CH3

and
CH3 CH2 - CH2 - CH2 - CH2 - CH- CH3
16. What is the product of the following reactions.

HBr Br2 /CCl4

a) CH3 - CH2 - CH = CH2 b) CH3 - CH = CH -CH3
ether
Br2 / light H2 / Pd(C)
c) CH3 - CH(CH3) - CH3 d)
or Ni(s)
H+
e) C3H8 + O2 f) CH3 -OH + CH3 - COOH

FeBr3 OH H+
g) + Br2 h) + CH3OH

COOH
OH
i) AlCl3
+ CH3COOH j) + CH3CH2Cl
CHOOH
H+
k) C17H35COO CH2CH3 + NaOH l) CH3CH2OH + CH3CH2OH