Download CHEM202_Quiz-Major _2011-2012

The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202 -Organic Chemistry II
Quiz.1
Feb.2012
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN
THEM OFF AND PUT THEM AWAY”.
………………………………………………………………………………………………………………………..
-------------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202 -Organic Chemistry II
Quiz.2
March 2012
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN
THEM OFF AND PUT THEM AWAY”.
………………………………………………………………………………………………………………………..
Question I: Choose the correct answer:
1. Which of the following transitions is the highest energy transition?
(a)
n to 
(b)
n to 
(c)
 to 
(d)
 to 
2. Which of the following alkenes would have the largest max?
3. Which of the following alkenes would have the largest max?
4. In the following diagram of a light wave what distance is defined as the wavelength?
(a) 1 to 2
(b) 1 to 3
(c) 1 to 4
(d) non of the them
5. Four major spectroscopic tools are listed below. Which makes use of the longest wavelength
radiation?
(a) Infrared
(b) Ultraviolet
(c) Visible
(d) Proton NMR
6. Compared with a conjugated diene, the UV-visible absorption spectrum of a conjugated triene will
change in which way?
(a)max will be decreased
(b)max will be increased
(c) )max will be decreased and increased at the same time
(d) No change in the value ofmax
7. Which of the following trienes will have the longest wavelength absorption in the ultraviolet?
(a)
(b)
(c)
(d)
8. Which of the following are enol tautomers of 3-methylcyclohexanone?
(a) I and II
(b) I & IV
(c) II & III
(d) only I
9. Which of the following is a correct name for (CH3)2C=CHCOCH3?
(a) 2-methyl-2-penten-4-one
(b) 4-methyl-3-penten-2-one
(c) 1,3-dimethyl-2-pentenal
(d) Isopentenone
10. Which of the following compounds is not named correctly?
(a) 2-methyl-3-heptanone (CH3)2CHCOCH2CH2CH2CH3
(c ) 4-hexyn-2-one CH3COCH2C≡CCH3
(b) phenylacetaldehyde C6H5CH2CHO
(d) para-bromoacetophenone p-BrC6H4CH2COCH3
Question II
(a) Show how to carry the following conversion:
(b) Write equations showing how each of the following organic compounds can be prepared by an
oxidation reaction:
-------------------------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
1st Major Exam
March 2012
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF
AND PUT THEM AWAY”.
………………………………………………………………………………………………………………
(I) Choose the correct answer
1. Aldehydes can be synthesized by the oxidation of
A. Primary alcohols
B. Secondary alcohols
C. Organic acids
D. Inorganic acids
2. Which formula represents a ketone?
A. CH3COOH
B. C2H5OH
C. CH3COCH3
D. CH3COOCH3
3. Which of the following is an intermediate in the reaction of benzene with CH3Cl and AlCl3?
4. Which of the following is an intermediate in the reaction of benzene with Br2 and AlBr3?
5. Which of the following reagents would be the best reactants for the following synthesis?
6. What is the major product of the following reaction?
7. What is the major product obtained from the following reaction?
8. Which of these gives mostly the meta product when treated with Br2/Fe
9. Which of the following compound has the highest λmax
10. Imines are the product of reacting an aldehyde or ketone with?
(a) Alcohol
(b) Amine
(c) Acid
(d) ester
11. According to Huckel theory, which of the following rings should not be aromatic?
12. A common reaction type for aldehydes and ketones is :
(a) Electrophilic substitution
(b) Nucleophilic substitution
(c ) Nucleophilic addition
(d) Non of the above
13. The compound to the right is known as:
(a) Acetal
(b) Acetaldehyde
(c ) Acetic acid (d) aceton
14. The group shown to the right is known as
(a) Acetyl
(b) Acyl
(c ) formyl
(d) carboxyl
15. The structure shown to the right is
(a) Resonance
(b) Tautomers
(c ) same structure
Question II:
(c ) Using Witting reaction to carry out the following conversions:
Question III:
(a) What is the molar absorptivity ( max) of a compound for which a 0.0001M
solution in ethanol shows an absorbance of 1.05 at max of 237 nm in a 1.00 cm
cell?
(b) Assume that you have the following IR data for two organic
compounds I & II :
Choose from the list, which is I and which is II
-----------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
Quiz.1
Sept. 2011
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF
AND PUT THEM AWAY”.
………………………………………………………………………………………………………………
Q.I. Determine the number of Pi electrons for each of the following, then indicate
whether they are aromatic or non aromatic.
……………
………………………..
Q.2. Starting from benzene, synthesis the following compounds using any
reagents necessary. Show all intermediary products along the way.
(a)
(b)
(c )
(d)
(a)
(b)
(c)
(d)
Q.3. What is the single major product for each of the following reactions:
------------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
Quiz.2
Oct. 2011
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF
AND PUT THEM AWAY”.
………………………………………………………………………………………………………………
Q.I. Define the required reagents to carry out the following conversions:
Q.2. Write the tautomeerism of the following compounds
Q.3 Predict the organic products:
------------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
Quiz.3
Dec. 2011
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF AND PUT
THEM AWAY”.
…………………………………………………………………………………………………………………………………………………
Choose the correct answer (only 15 questions):
1- What is the major product of the following reaction?
2- Which of the following compounds is the strongest Brønsted base?
3- Which of the following compounds is the strongest base?
4- Amines can be prepared using ammonia and ____?
(a) Alkyl halides
(b) Acids (c) Esters
(d) Nitriles
5- The Gabriel synthesis?
(a) is a method to generate 1o nitriles
(b) is a method to generate 1o acids
o
(c ) is a method to generate 1 alkylamines (d) is a method to generate 1o aldehyde
6- Nitro groups can be converted to 1o amines by one of the following reagents?
(a) H2, Pt in methanol
(b) Fe, HCl followed by NaOH
(c) diluted Nitric acid
7- What reagent is required for the following reaction?
A
B
C
D
8- What is the major product for the following reaction?
+ NH3
E
?
A
B
C
D
9- What reagent is required for the following reaction?
A
B
C
E
D
E
10- A peptide bond is formed between two amino acids by?
(a) A condensation reaction forming an anhydride (b) A condensation reaction forming an ester
(c ) A condensation reaction forming an amine
(d) A condensation reaction forming an amide
11- The majority of amino acids found in proteins are?
(a) -amino acids
(b) -amino acids
(c ) -amino acids
12- The isoelectric point is the pH where the amino acid is?
(a) Positively charged
(b) Negatively charged (c ) Neutral
13- Electrophoresis separates amino acids based on?
(a) Size (b) Shape
(c) Their ability to form hydrogen bonds
(d) Charge
14- Which statement about the reactions of amino acids is false?
(a) Acylation is common at the amino group
(b) Esterification is common at the acid group
(c) Reaction with ninhydrin, at the amino group, produces a colored dye
(d) They undergo free radical mechanism.
15- Which statement about the synthesis of peptides is false?
(a) The reactions can only be carried out in solution
(b)Both the N-terminal amino group, and the C-terminal carboxylate group must be protected (blocked)
(c) For peptide bond formation to occur the free carboxylate group must be activated
(d) Once the new peptide bond has been formed the protecting groups must be removed
16- Which statement about the preparation of amino acids is false ?
(a) They are commonly prepared from acyl halides.
(b) They are commonly prepared from -halo acids.
(c) They are commonly prepared from an aldehyde via an -amino nitrile.
17- The most important property or properties of an amine is (are)?
(A) Basicity (B) Nucleophilicity (C) Electrophilicity (D) A and B
(E) B and C
------------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
1st Major Exam
Oct. 2011
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF
AND PUT THEM AWAY”.
………………………………………………………………………………………………………………
Question I:
(1) Predict the major organic products of the reaction of benzene with
each of the following compounds and AlCl3 as the catalyst
(2) Naphthalene undergoes Electrophilic aromatic substitution at alpha
position. Predict the organic products of the monosubstitution
reactions of naphthalene with each of the following sets of reagents:
(i) Br2, FeBr3
(ii) HNO3, H2SO4
(iii) ClCH2CH3 + AlCl3
(iv) CH3CH=CH2 , AlCl3, HCl
(v) CH3COCl, AlCl3
(3)Predict the products of the next substitution:
Question II:
(1)Choose the correct answer:
(i) Aldehydes can be synthesized by the oxidation of
A. Primary alcohols
B. Secondary alcohols
C. Organic acids
D. Inorganic acids
(ii) Which formula represents a ketone?
A. CH3COOH
B. C2H5OH
C. CH3COCH3
D. CH3COOCH3
(iii) Which organic compound is classified as an acid?
A. HC3HC2COOH
B. HC3HC2OH
C. C12H22O11
D. C6H12O6
(iv) Carboxylic acids are less acidic than
A. Aliphatic alcohols
B. Minerals acids
C. Phenols
D. Aldehydes & Ketones
(2)Write equations showing how each of the following aldehydes and
ketones could be prepared by an oxidation reaction:
(3) Write equation that explains the Tautomerism of the following
compounds:
Question III:
(1) Arrange the following compounds in order of increasing acid
strength:
(2) Predict the products when each of the following acids is heated:
(3) Show by flow equations how propanoic acid can be obtained:
(i) from an alkyl halide that has only two carbons
(ii) from a three- carbon alcohol
(iii) from the corresponding ester
-----------------------------------------------------------------------------Good Luck!
The University of Hail, Faculty of Eng.,
Chemical Eng. Dept., CHEM 202- Organic Chemistry II
2nd Major Exam
Dec. 2011
“NO CELL PHONES DURING EXAMS OR QUIZZES. NO EXCEPTIONS! TURN THEM OFF
AND PUT THEM AWAY”.
………………………………………………………………………………………………………………
Question I:
(1) What would be the major products of the following
reactions:
(2) Classify each of the following compounds as a 1o, 2o or 3o amine; as a salt of 1o,
2o, or 3o amine; or as quaternary ammonium salt:
(a)……………………
(b)……………….
(c )……………………
(d)………………….
(3) When butylamine is treated with cold aqueous solution of HCl and NaNO2 the
following products are obtained: 1-chlorobutane, 1-butanol, 2-butanol, 1-butene, 2butene and N2 gas. Suggest a mechanism that accounts for each of these products.
Question II:
(1) Answer the following questions:
(i) Classify the following molecules into: Aldotetrose, Hemi-acetalpyranose, Hemi-ketalfuranose.
(a)…………………………..
(b)……………………
(c )……………
(ii)The following glyceraldehydes represents;
(a) Fisher Projection with D-stereoisomer
(b) Fisher Projection with L-stereoisomer
(c )Haworth Projection
(d) None of the above.
(iii)The generic formula of a carbohydrate is?
CnHmOo
Cn(OH)m
Cn(OH)2
(iv)Aldoses commonly exist is which form?
Ester.
Acetal
Lactone
Cn(H2O)m
Cn(H2O)2n
Cyclic hemiacetal
(2)Predict the products for each of the following reactions:
(2) “Although fructose is a ketone, it is a reducing sugar”. Explain by equations
how and why fructose is a reducing sugar.
Question III
Providing the chemical structure of amino acids in the corresponding table, answer the
following questions:
Methionine (met)
Leucine (leu)
Alanine (ala)
Glycine (gly)
Lysine (lys)
(1) Write an equation showing dipolar ion formation for each.
(2) Write flow equations showing two different ways to synthesis of alanine.
(3)Express by chemical equation the acylation reaction of leucine with acetic anhydride.
(4)Show the chemical structure for two different dipeptides from alanine and glycine.
(5) What is the structure of leu-lys-met?
-----------------------------------------------------------------------------Good Luck!