Organic Chemistry Final Exam
which sequence of reagents can be used for the reaction shown in the box?
(1) CH3Br, (2) HgSO4 (cat.)
which sequence of reagents can be used for the reaction shown in the box?
(1) NaH, (2) C2H5Br, (3) H2SO4
which sequence of reagents can be used for the reaction shown in the box?
(1) NaNH2, (2) C2H5Br, (3) BH3
which sequence of reagents can be used for the reaction shown in the box?
(1) NaNH2, (2) CH3Br
which sequence of reagents can be used for the reaction shown in the box?
(1) NaNH2, (2) CH3Br, (3) H2
which sequence of reagents can be used for the reaction shown in the box?
(1) NaNH2, (2) CH3CH2Br, (3) Na
What is the IUPAC name of the major product for the reaction shown in the box?
(2S,3R)-2-iodo-3-methylpentane
what is the IUPAC name for the compound shown in the box?
(2S,3S)-2-bromo-3-chlorobutane
Which one of the following compounds is the strongest base?
(CH3)2NLi
which one of the following compounds has the functional group of a carboxylic acid?
(CH3)3CCO2H
what is the IUPAC name of the major product for the reaction shown in the box?
(E)-2,3-dibromo-2-pentene
what is the IUPAC name of the major product for the reaction shown in the box?
(R)-4-fluoro-1-pentene
What is the IUPAC name for the compound shown in the box?
(Z)-6-bromo-2-chloro-3-isopropyl-2-hexene
which of the following represents the order of increasing acidity for compounds in the box?
1 (weakest acid) < 3 < 4 < 2 (strongest acid)
Which one of the following answers represents the order of increasing bacisity for compounds the box?
1 (weakest base) < 3 < 2 (strongest base)
Consider the following unequal equilibrium. Which two species in this equilibrium represent the weaker acid and the weaker base?
1 and 2
what are all the possible enol forms of the ketone in the box?
1 and 2
which of the following structures are wrong lewis structures violating the octet rule and formal charges?
1 and 3
which two of the following structures represent the correct lewis structures of a compound with molecular formula C2H7N?
1 and 4
which statement is correct for the following unequal equilibrium?
1 is the strongest acid and 2 is the strongest base
Which one of the following compounds contains quaternary (4o) carbon atoms?
1,1-dimethylcyclohexane
what is the IUPAC name of the major product for the reaction shown in the box?
1,2-dichloropropane
which of the following structures are wrong lewis structures violating the octet rule and formal charges?
1,3 and 4
Which one of the following bromoalkanes reacts the fastest with sodium cyanide, NaCN, in acetonitrile?
1-bromobutane
What is the IUPAC name of a main product of the reaction shown in the box?
1-butanol
what is the IUPAC name of the major product for the reaction shown in the box?
1-chloro-1-ethylcyclopentane
what is the approximate C-N-H bond angle in methenamine CH3NH2 according to VSEPR?
109.5º
How many primary (1o) hydrogen atoms the molecule of 2,2-dimethylpropane has?
12
how many sigma bonds has the molecule in the box?
12
what is the approximate O-C-H bond angle in acetaldehyde CH3CHO?
120º
which of the following is the ground state electron configuration of nitrogen?
1s2 2s2 2px1 2py1 2pz1
how many electrons occupy p-orbitals of the element carbon?
2
Which one of the following answers represents the order of increasing acidity for compounds in the box?
2 (weakest acid) < 4 < 3 < 1 (strongest acid)
which two of the following structures represent correct lewis structure of a compound with the molecular formula C2H4O2?
2 and 3
which of the following structures represents resonance contributors of the molecule in the box?
2 and 4
what is the IUPAC name for the compound shown in the box?
2,2,5-trimethylhexane
what is the IUPAC name of the major product for the reaction shown in the box?
2,2-dibromobutane
Which one of the following compounds contains tertiary (3o) carbon atoms?
2,3-dimethylbutane
what is the correct IUPAC name of a molecule in the box?
2-aminopropanoic acid
what is the configuration at the carbon atoms of 2 and 3 of the molecule shown in the box?
2R, 3R
What is the configuration (R or S) at the carbon atoms 2 and 3 in the Fischer projection of a molecule shown in the box?
2s,3s
which of the following represents the order of increasing bacisity for the compounds in the box?
3 (weakest base) < 2 < 1 (strongest base)
which are the major species in the following unequal equilibrium?
3 and 4
which two of the following compounds have two pie bonds in their structures?
3 and 4
Which two of the following Newman projections represent conformations of 2-methylbutane?
3 and 5
what is the IUPSC name for the compound shown in the box?
3-ethyl-2,4,5,6-tetramethyloctane
how many regioisomeric products can form in radical substitution reaction of 2-metylbutane with chlorine?
4
How many isomers hexane has?
5
How many axial hydrogen atoms has the molecule of cyclohexane in chair conformation?
6
how many chiral centers the following compound has?
6
how many sp3 hybridized atoms has the molecule in the box?
6
how many valence electrons does the element oxygen have?
6
how many neutrons does the nucleus of isotope 13C have?
7
what us a line angle structure of a ketone with a molecular formula C3H4O?
A
which of the following structures represents the major resonance contributor of the molecule in the box?
A
which of the following structures represents the resonance contributor of the molecule in the box in agreement with the shown curved arrows?
A
which one is the molecule of 4-pentyn-2-ol?
A
based on the general IUPAC rules which one of the following structures is 2-oxopropanoic acid?
B
which of the following answers correctly describes the bond polarity of a molecule of CH3OH?
B
which of the following structures represents resonance contributor of THE molecule in the box in agreement with the shown curved arrow?
B
which one of the following molecules has tetrahedral carbon atom?
B
which one of the following molecules has dipole moment mu= 0D?
BF3
which reagent can be used for the reaction shown in the box?
BH3
which one of the following pairs of elements will form an ionic compound?
Be and O
which one of the following molecules or polyatomic ions is a correct lewis structure with correct formal charges?
C
which one of the line angle structures corresponds to the correct condensed structural formula shown in the box?
C
which one of the following condensed structures corresponds to the line angle structural formula shown in the box?
CH3CH2CONHCH(CH3)2
which of the following molecules has a nonpolar covalent bond?
CH3CH3
Which one of the following compounds has sp-hybridized atoms in the structure?
CH3CN
what is the main product of the reaction shown in the box?
CH3COCH3
Which one of the following compounds has pKa with the lowest numeric value?
CH3OH
Which one of the following compounds has pKa with the smallest numeric value?
CH3OH
based on the general IUPAC rules which one of the following structures is 4-hydroxybutanal?
D
which best describes the rate-limiting step in SN1 mechanism?
D
which of the following structures represents major resonance contributor of the molecule in the box?
D
which one of the following line angle structures corresponds to the condensed structural formula shown in the box?
D
Which one of the following solvents is the best choice for SN2 reaction?
DMSO
Which of the solvents from the following list of common solvents are best for SN2 reaction?
DMSO, acetone, and acetonitrile
Which one of the following species is not likely to react as a Lewis acid?
H4B+
Which one of the following molecules can react as electrophile in reactions with alkenes?
HBr
consider the structures shown in the box. which of the following pairs of these structures are diastereomers?
I and V
Which one of the following compounds is the strongest base?
LiCH3
identify the strongest base within the following four components?
NaNH2
Consider the following orders of priority (highest to lowest). Which order is incorrect?
OH > CH2CH2Cl > CHO > CH3
What is the rate equation for the reaction in the box?
Rate = k [RBr][EtONa]
what is the rate equation for the reaction in the box?
Rate = k [RI][HS-]
Which one of the following is the most stable carbocation?
a
a terminal alkyne 1-butyne is deproponated by the amide ion NH2- what does this indicate?
a
what is the IUPAC name for the compound shown in the box?
a
what is the IUPAC name of the major product for the reaction shown in the box?
a
what is the main product for the reaction shown in the box?
a
what is the main product of the reaction sequence shown in the box?
a
what is the main product of the reaction shown in the box?
a
what is the structure of an intermediate in the reaction shown in the box?
a
what reagent can be used for the reaction shown in the box?
a
which of the following four schemes represents a step in the mechanism of the reaction in the box?
a
which of the following represents the order of increasing bacisity for compounds in the box?
a
which one of the following molecules is chiral?
a
which one of the following of R-1,1,2-trimethlycyclopentane?
a
which sequence of reagents can be used for the reaction shown in the box?
a
Which two of the following compounds have sp2-hybridized atoms in their structure?
a and d
Which two of the following pairs of structures depict resonance contributors?
a and d
what are the names of functional groups in a molecule of 3-hydroxy-2-butanone?
alcohol and ketone
What is the main product of the E2-elimination reaction shown in the box?
b
What is the main product of the reaction shown in the box?
b
What is the structure of an intermediate in the methyl shift rearrangement reaction shown in the box?
b
Which are the main species in the following acid/base equilibrium?
b
Which one of the following structures is the chair representation of the compound shown in the box?
b
Which one of the following structures represents the resonance contributor of a molecule in the box in agreement with the shown curved arrows?
b
for the reaction in the box the following statement is true?
b
what is the IUPAC name for the compound shown in the box?
b
what is the IUPAC name of the major product for the reaction shown in the box?
b
what is the main product of the hydration reaction shown in the box?
b
what is the main product of the reaction shown in the box?
b
what is the structure of an intermediate in the reaction shown in the box?
b
which are the most acidic protons in the following compound?
b
which of the following alkenes has an E configuration of the double bond?
b
which of the following four schemes represents a step in the mechanism of the reaction in the box?
b
which one of the following 4 schemes represents a step in the reaction mechanism of the reaction in the box?
b
which one of the following molecules contains two chiral centers?
b
which one of the following molecules is an electrophile?
b
which one of the following newman projections represents a meso compound?
b
which reagents are required for the reaction sequence shown in the box?
b
which structure best represents the transition state for the reaction in the box?
b
The molecule shown in the box contains four methyl groups labeled A, B, C, and D. Which methyl group has the highest 1,3-diaxial interactions?
c
What is the energy diagram for the reaction in the box?
c
What is the main product of the E2-elimination reaction shown in the box?
c
Which one of the following conformations of disubstituted cyclohexanes is expected to be the most stable?
c
Which one of the following is the major product of the reaction of 1-methylcyclopentene with chlorine?
c
Which one of the following molecules has the shortest carbon-hydrogen bond?
c
Which one of the following structures represents major resonance contributor of the molecule in the box?
c
what is the IUPAC name for the compound shown in the box?
c
what is the IUPAC name of the major product for the reaction shown in the box?
c
what is the main product of the reaction shown in the box?
c
what is the product of nucleophilic substitution reaction shown in the box?
c
what is the structure of an intermediate in the rearrangement reaction shown in the box?
c
which molecule in the following acid/base unequal equilibrium is the strongest base?
c
which of the following compounds has the highest solubility in water?
c
which of the following conformers of 1-bromo-2-methylpropane has the highest energy?
c
which of the following is the least stable carbocation?
c
which one of the following molecules is chiral?
c
which one of the following structures is the most stable radical?
c
Which one of the following is meso compound?
cis-1,3-dimethylcyclohexane
what is the IUPAC name of the major product for the reaction shown in the box?
cis-1-iodo-3-methylcyclohexane
What is the main product of the reaction shown in the box?
d
What is the product of the hydride shift rearrangement for the reaction shown in the box?
d
Which one of the following drawings correctly depicts the flow of electrons in a reaction of a Bronsted acid with a base?
d
Which one of the following structures represents the resonance contributor of a molecule in the box in agreement with the shown curved arrows?
d
what is the IUPAC name of the major product for the reaction shown in the box?
d
what is the main product of the reaction shown in the box?
d
what is the major product in the reaction shown in the box?
d
what is the product of elimination reaction shown in the box?
d
what is the product of the rearrangement reaction shown in the box?
d
which molecule in the following acid/base unequal equilibrium is the strongest acid?
d
which of the following compounds is not a nucleophile?
d
which of the following four schemes represents a step in the mechanism of the reaction box?
d
which of the following newman projections represents the anti conformation of normal pentane?
d
which of the following structures is the most stable radical?
d
which one is the structure of 3-tert-butyl-1,1-dimethlycyclobutane?
d
which one of the following alkene does not have cis and trans isomers?
d
which one of the following structures is 1-allycyclopentene?
d
which one of the following structures is z - 3-bromo-5-iodo-2-pentene?
d
which reagents are required for the reaction sequence shown in the box?
d
which sequence of reagents can be used for the reaction shown in the box?
d
which element has seven valence electrons?
fluorine
what are the names of functional groups in a molecule in the box?
ketone, amine, aldehyde
which element has the following electronic configuration 1s2 2s2 2px1 2py1 2pz1?
oxygen
which of the following elements has the most electronegativity?
oxygen
Which orbitals overlap to form the carbon-oxygen sigma bond in acetone, CH3COCH3 ?
sp2 + sp2
Which orbitals overlap to form the carbon-carbon sigma-bond of acetaldehyde, CH3CHO ?
sp3 + sp2
Which two of the following compounds are the most common reagents for E2-elimination reactions?
t-BuOK and EtONa
What is the IUPAC name of the major product for the reaction shown in the box?
trans-1-azido-3-methylcyclohexane
What is the IUPAC name for the compound shown in the box?
trans-1-isopropyl-4-methylcyclohexane
What is the IUPAC name of a main product of the reaction shown in the box?
trans-2,3-diethyloxirane
What is the IUPAC name of a main product of the reaction shown in the box?
trans-2-ethyl-3-methyloxirane
