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Chem 0112: Basic Organic Chemistry Question Paper

Chem 0112: Basic Organic Chemistry 

Course:Diploma In Animal Health And Production

Institution: Chuka University question papers

Exam Year:2013





CHUKA

UNIVERSITY

UNIVERSITY EXAMINATIONS
EXAMINATIONS FOR THE AWARD OF DIPLOMA IN
ANIMAL HEALTH AND PRODUCTION
CHEM 0112: BASIC ORGANIC CHEMISTRY
STREAMS: DIP (ANHE) TIME: 2 HOURS
DAY/DATE: WEDNESDAY 24/4/2013 11.30 AM – 1.30 PM
INSTRUCTIONS:

ANSWER QUESTION ONE AND ANY OTHER TWO QUESTIONS

QUESTION I [30 MARKS]

(i) Give the IUPAC names of the following compounds. [10 Marks]

CH2CH3
|
(a) CH3 CH2 CH CH CH CH2 CHCH3
| | |
CH3 CH3 CH3

(b) CH3CH CH2 CH = CH CH3
|
Br

(c) HO CH2 CH2 CH2 CH=C (CH3)


(d) (CH3)3 CC = C CH3


(e) CH3 CH2 CH2 CH CHO
|
CH3
(ii) Write the structural formulas and the names of the isomeric C6H14 alkanes.
[10 Marks]

(iii) A compound is found to contain 85.63% C and 14.37% H by mass. In another experiment its molar mass is found to be 56.1g/mol. What is its molecular formula? [5 Marks]

(iv) Write the Lewis structures of the following compounds. [4 Marks]

(a) NH3
(b) HcN

QUESTION 2 [20MARKS]

(i) Which compound in each of the following pairs is more stable? [6 Marks]

(a) CH2 = CH CH2 CH3 or CH2 = C (CH3)2

(b) CH3CH2CH2CH3 or CH3CH CH3
|
CH3


(c) CH3 CH2CH2CH3 Or H CH2CH2CH3
C = C C = C
H H CH3 H



(ii) Describe the configuration (E or Z) of each of the following alkenes. [10 Marks]

(a) CH3 CH2OH
C = C
H CH = O



(b) CH3 CH2CH2F
C = C
H CH2CH2CH2CH3




(c) Cl CH2CH3
C = C

CH3O CH2CH2CH2CH3


(d) H CH (CH3)2
C = C
CH3 CH2OH


(e) H cl
C = C
CH3 CH3

(iii) Give the products of the following reactions. [4 Marks]

CH3CH2Br
(a) CH3 CH2 CH2 C = C Na

Lindlar pd
(b) CH3 CH2 C = C CH2CH3 + H2

QUESTION 3 [20 MARKS]
(i) Predict the products of the following reactions. [10 Marks]

CH3
(a) CH3 CH2 CH = C CH2CH3 + HCl

Li, NH3
(b) CH3 C = C CH2 CH2 CH2 CH3

KO CH2 CH3
(c) CH3CH2CH2CH2Cl
CH3 CH2 OH,

(d) Alcl3
+ (CH3)3CCl
O0C

PCC
(e) CH3CH2CH2CH2OH
CH2Cl2

(ii) Give the products of the following reactions. [10 Marks]

Kmno4
(a) CH3 (CH2)6 CH2OH


(b) CH3 1. CO2
CHMgcl
CH3CH2 2. ?H_3?_0^+

1. LiAlH4
(c) CH3CH2C Oh
2. H2O


H2SO4
(d) CH3C
OH


(e) CH3 1. O3
C = CHCH3
CH3 2. DMSO


QUESTION 4 [20 MARKS]
(i) Predict the product(s) of the following reactions. [10 Marks]

(a) 2 – Butane

(b) 3 – Bromo – 2 – methyl pentanoic acid.

(c) 5 – chloro – 2 – methyl heptanes

(d) 4 – Ethyl – 1 – fluoro – 2 – nitrobenzene

(e) 4 – Bromo – 3 - methyl phenol

(ii) Predict the product(s) of the following reactions. [10 Marks]

1. NaNH2, NH3
(a) CH3 CH CH2 Br
2. H2O

Pd
(b) CH3CH2C = C CH2CH3+2H2

o ||
(c) + C
CH3 Cl

Br
| KOCH2 CH2
(d) CH3-- C -- C CH2CH3
| CH3CH2OH,
CH3

(e) CH3 H Peroxides
C = C + HBr
CH3 CH3

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