Review Questions

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1
Which of the following statements about carbon are false?
Carbon:
a) compounds have covalent bonds
b) compounds can have multiple bonds
c) is tetravalent
d) uses sp2 hybrids to form tetrahedral structures
2 The most important characteristic of carbon atoms for forming organic
molecules is:
a) ability to bond together form long chains
b) ability to form multiple covalent bonds
c) use of hybrid orbitals
d) a and b
3 Which of the following statements about hybrid orbitals is true?
a) double bonds are formed from sp3 hybrids
b) a linear molecule requires sp2 hybrid orbitals
c) the sp2 hybrid orbitals lie in a flat plane
d) a triple bond consists of one pi bond and one sigma bond
4 What is the hybridization of the underlined carbon in (CH3)2CCHCOCH3?
a) sp
b) sp2
c) sp3
d) dsp3
5 What hybrid orbitals does carbon use in CO2 ?
a)
b)
c)
d)
sp
sp2
sp3
dsp3
6 Which of the following statements about properties of organic
substances is not correct?
a) most organic compounds are not soluble in water
b) most organic compounds do not conduct electricity
c) organic compounds have higher melting and boiling points than ionic
compounds
d) organic compounds have weak intermolecular forces
7 Another name for alkanes is
a) alkenes
b) alkynes
c) saturated hydrocarbons
d) unsaturated hydrocarbons
8 Compounds that have the same formula but different molecular
structures are called:
a) isoelectronic
b) isomers
c) isotones
d) isotopes
9 Which of the following statements about isomers is false?
a) all alkanes have branched chain isomers
b) as the number of carbon atoms increase in a compound, so do the
number of possible isomers
c) isomers have different physical properties
d) Isomers have the same formula but different molecular structures
10
a)
b)
c)
d)
How many isomers are there of C5H12?
3
4
5
6
11
Which condensed structure is not correct?
a) CH3CH2CH3
CH3CH2CH2CH3
b)
CH3
c) CH3CH2CH2CH3
CH3CHCH2CH3
d)
12
CH3
What is the CCO bond angle in acetic acid?
O
C
OH
H 3C
a)
b)
c)
d)
13
o
90
109.5o
120o
180o
What is the H-C-C bond angle in acetic acid?
O
C
H 3C
a)
b)
c)
d)
90o
109.5o
120o
180o
OH
14 Which statement is false about nomenclature rules for naming alkanes?
a) carbon atoms are numbered starting with the atom farthest from the
branching point
b) each branching group is assigned a number referring to its point of
attachment to the parent chain
c) the name of the alkane is written as a single word
d) the parent name is taken from the longest continuous chain of carbon
atoms
15 An alkyl group is the name of the part of an alkane group remaining after
_______ is removed
a) a C atom
b) a CH3 group
c) a CH2 atom
d) an H atom
16 What is the IUPAC name for the following compound?:
CH3
CH3CH2CHCCH2CH2CH3
a)
b)
c)
d)
tert-nonane
4,4-dimethylheptane
4,4-dimethyl-4-propylbutane
2,2-dipropylpropane
CH3
17 What is the IUPAC name for the following compound:
CH3 CH3
CH3CH2CHCCH2CH
CH2CH3
a)
b)
c)
d)
1,3-dimethyl-1-ethylhexane
4,6-dimethyl-6-ethylhexane
3,5-dimethyloctane
sec-hexylbutane
18
b)
c)
d)
Which of the following statements about cycloalkanes is true?
the bonds in cyclopropane and cyclobutane are weaker than other
cycloalkanes
cycloalkanes are also called acyclic compounds
cyclopropane had 109.5o bond angles
most cycloalkanes are planar molecules
a)
b)
c)
d)
Which name is not correct?
1,1-dimethylcyclobutane
1,2-dimethylcyclobutane
1,3-dimethylcyclohexane
1,4-dimethylcyclopentane
a)
b)
c)
d)
Which compound is not an isomer of the other three?
cyclohexane
1,2-dimethylcyclopropane
1,2-dimethylcyclopropane
methylcyclopentane
a)
b)
c)
d)
Alkanes will react photochemically with:
acids
bases
halogens
none of these
a)
19
20
21
22
Combustion of hydrocarbons is a spontaneous process, however
molecules such as methane can exist for a long period of time in the
atmosphere. Which of the following is incorrect?
a) the barrier is most likely due to the strong covalent bond in
hydrocarbons
b) the reaction is slow because combustion is an endothermic process
c) the reaction with oxygen is spontaneous
d) there is a considerable activation barrier to reaction
23
Which of the following compounds is not a possible product of the
reaction of propane with chlorine gas?
a) CH3CH ClCH3
b) CH3CH2ClCH3
c) CH2ClCH2CH2Cl
d) CCl3CCl2CCl3
24
Identify the functional group
O
O
CH3
CH3
a)
b)
c)
d)
25
A carbonyl
an amide
a carboxylic acid
an ester
Identify the functional group
C
O
C
26
a)
b)
c)
d)
an aldehyde
a ketone
an ester
an ether
a)
b)
c)
d)
Which of the following compounds is an amide?
CH3OCH2NH2
CH3CONH2
CH3OCH2ONH2
CH3CH2NH2
27
a)
b)
c)
d)
28
What class of hydrocarbons has the general formula CnH2n?
cycloalkanes
aromatics
alkanes
alkynes
d)
Which of the following statements about cis-trans isomers is not
correct?
conversion between cis- and trans- isomers occurs by rotation around
the double bond
in the cis- isomer, the groups of interest are on opposite sides across
the double bond
in the cis- isomer, the groups of interest are on the same side of the
double bond
there are no cis-trans isomers in alkynes
a)
b)
c)
d)
Which one of the following molecules can rotate freely around its
carbon-carbon bond?
acetylene
cyclopropane
ethane
ethylene
a)
b)
c)
d)
How many geometrical and structural isomers are there of butane?
3
4
5
6
a)
b)
c)
29
30
31
What is the name of the following structure?
H
CH2CH3
a)
b)
c)
d)
Cl
cis-1-ethyl-2-chloroethene
trans-1-chloro-1-butene
trans-1-chloro-1-butene
trans-1-chloro-2-ethylethane
H
32
a)
b)
c)
d)
Which compound will exhibit cis-trans isomerism?
1,2-dichloromethane
1,2-dichloroethene
dichloroethyne
ethylene
a)
b)
c)
d)
Hydrogenation of vegetable oils turns them in to what type of
molecule?
esters
ethers
polymers
saturated fats
a)
b)
c)
d)
Name the product obtained from the addition of bromine to 3-methyl1-butene
1,1-dibromobutrane
1,2-dibromo-3-methylbutane
1,2-dibromopentane
trans-1,2-dibromobutene
a)
b)
c)
d)
What is the product when pure water and ethene are mixed?
an alcohol
a carboxylic acid
an ether
no reaction occurs
a)
b)
c)
d)
In the addition reaction of water and propene in an acidic solution, the
product is:
an alcohol
a carboxylic acid
an ether
a ketone
a)
b)
c)
d)
Which compound is a saturated hydrocarbon?
benzene
cyclohexane
2-methylpentane
propylene
33
34
35
36
37
38
a)
b)
c)
d)
Which of the following statements about benzene is true?
Benzene
contains 3 long bonds and 3 short bonds
is a puckeres, six-membered ring
is unusually stable because of delocalised π-electrons
readily undergoes addition reactions
a)
b)
c)
d)
What type of hybridization does a carbon atom have in a sixmembered aromatic ring?
sp
sp2
sp3
sp3d
39
40
Which of the following statements about amines is not correct?
Amines are
a) bases (proton acceptors)
b) converted to ammonium salts by reaction with HCl
c) organic derivatives of ammonia
d) very water soluble
41
The boiling point of 1-propanol should be ______ than the boiling
point of methyl ethyl ether
a) higher than
b) lower than
c) about the same as
d) cannot be determined
42
a)
b)
c)
d)
What is the IUPAC name for (CH3)2CHCH(OH)CH3 ?
isopropanol
isopentanol
2-methylpentanol
3-methyl-2-butanol
43
44
a)
b)
c)
d)
“Wood alcohol” is the common name for
methanol
ethanol
2-propanol
1,2-ethanediol
a)
b)
c)
d)
“Rubbing alcohol” is the common name for
methanol
ethanol
2-propanol
1,2-ethanediol
a)
b)
c)
d)
What type of compound contains the –NH2 functional group?
alcohol
amine
carboxylic acid
ether
a)
b)
c)
d)
Which of the following compounds is the most highly oxidised>
acetaldehyde
acetic acid
ethanol
1,2-ethanediol
a)
b)
c)
d)
Which of the following does not contain a carbonyl group?
an alcohol
an aldehyde
an amide
an ester
a)
b)
c)
d)
Which one of the following does not contain a polar carbonyl group?
an amine
a carboxylic acid
an ester
a ketone
45
46
47
48
49
a)
b)
c)
d)
Which of the following pairs have the most similar chemical
properties?
alkanes and carboxylic acids
alkenes and aromatics
amines and esters
ketones and aldehydes
a)
b)
c)
d)
Which one of the following behaves like an acid?
CH3COCH3
(CH3)2NH
C2H5OH
C2H5COOH
50
51
What type of compound is formed when a carboxylic acid reacts with
an alcohol?
a) an aldehyde
b) an amide
c) an aromatic
d) an ester
52
What is the name of the product formed by the reaction of propanoic
acid with ethanol?
a) ethyl propanoate
b) pentanone
c) pentyl ester
d) ethylpropylketone
53
a)
b)
c)
d)
What are the products of a hydrolysis reaction of an ester?
an alcohol and an alkane
a carboxylic acid and an alcohol
an ether and an alkene
a ketone and an aldehyde
54
The reaction of an amine and a carboxylic acid produces what kind of
compound?
a) alcohol
b) amide
c) ester
d) ketone
55
a)
b)
c)
d)
56
In general, which group of molecules is the least chemically reactive?
alcohols
alkanes
alkenes
carboxylic acids
Draw the following as condensed structures:
H2N(CH2)4NH2
H2N(CH2)5NH2
CH3CCl2CH2CHCH2
CH2CHCOON(CH2CH3)2
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