QUESTION DESIGN OF ORGANIC CHEMISTRY
2ND SEMESTER, SECOND GRADE, ACADEMIC YEAR 2012-2013
JUNE 3, 2013
A. MULTIPLE CHOICE
35 Problems, Total Score: 52,5 points @1,5 points
Number of
Problem
1
2, 3
4
5
6
7
8
9, 10
11
12
13
14
15
16
17
18
19
20
21, 26
22
23
24
25
27
28
29
30
31
32
33
34
35
Topic/ Material
Draw the structure of an organic compound based on information of functional groups
are given
Identify the functional groups present in an organic compound
Classification of alcohol based on the position of hydroxyl group
Nomenclature of ether
Functional isomer: Determine the number of functional isomer based on the
molecular formula given
Physical properties of ether and alcohol: Boiling point
Reaction of alcohol with active metal
Dehydration of alcohol
Reaction of alcohol with hydrogen halide
Predict the final product of dehydration of alcohol followed by ozonolysis reaction
Preparation of alcohol by addition of Grignard reagent to ketones
Physical properties of ether
Reaction of ether with hydrogen halide
Preparation of ether using a Williamson Synthesis
Ways to distinguish between alcohol and ether
Physical properties of ketones: Hydrogen bond
Oxidation of aldehyde/ ketone with Fehling Reagent
Ways to distinguish between aldehyde and ketone
Addition of Grignard Reagent to aldehyde or ketone
Preparation of aldehyde and ketone by ozonolysis reaction
Predict the final product of addition of Grignard Reagent to ketone followed by
dehydration reaction
Preparation of aldehyde from carboxylic acid
Preparation of ketone by Friedl-Craft reaction
Preparation of alcohol C4 from alcohol C3
Reaction between carboxylic acid with base
Dehydration of carboxylic acid
Reaction of carboxylic acid with alcohol
Choosing the suitable method for preparation of carboxylic acid
Carboxylic acid in nature
Nomenclature of ester
Ester in nature (drawing structure)
Preparation of ester by esterification reaction
B. ESSAY
5 Problems, Total Score: 47,5 points
1. Comparing an alcohol and an ether in functional group, structure, nomenclature, and
hydrogen bonding ( 5 problems; 10 points@2 points)
2. Identify the unknown products or reagents (A,B,C,D,E,F,G,H,I,J,K,L,M,N,and O) for the
sequences of reactions ( 15 problems; 15 points@1 points)
3. Determine structure of unknown compounds (A, B, and C) based on information reaction
given (Reduction with strong redactor and esterification reaction)
( 3 problems; 3 points@1 points)
4. Oxidation of aldehyde and ketone with mild oxidator (identification of functional group,
equation reaction, positive evidence, oxidator, redactor, etc) (6 problems; 12 points@2
points)
5. Preparation of organic compounds (5problems; 7,5 points@1,5 points)
A.
B.
C.
D.
E.
Alcohol from carboxylic acid
Ether from alcohol
Aldehyde from alkyne
Ketone from alcohol
Carboxylic acid from alkylhalide