WorksheetsMidterm Examination in Organic Chemsitry
Total questions: 65
Worksheet time: 33mins
How many sigma bonds are there in benzene
4
6
8
12
How many total atoms are present in a molecule of benzene?
8
10
12
14
Another name for p-diisopropylbenzene is_______________
1,2-diisopropylbenzene
1,4-diisopropylbenzene
1,5-diisopropylbenzene
1,3-diisopropylbenzene
The IUPAC name for the hydrocarbon is:
4-phenylhexane
3-phenylhexane
4-benzylhexane
3-benzylhexane
The catalyst used in the bromination of aromatic hydrocarbon is ___________.
Lewis base
FeBr3
FeCl3
All of the above
Which of the following statement about the chemical properties of benzene is correct?
It readily undergoes both substitution reactions and addition reactions.
It readily undergoes substitution reactions but not addition reactions.
It readily undergoes addition reactions but not substitution reactions.
It does not undergo either substitution reactions or addition reactions.
What is the product of the following reaction: C6H6 + Cl2 ?
C6H6Cl2
C6H6Cl + HCl
C6H5Cl + HCl
No reaction
A benzene ring bearing two methyl groups is called _________.
Toluene
Xylene
Purine
Cresol
In naming aromatic hydrocarbons using the IUPAC rules, which of the following is a CORRECT pairing of prefix and numbers for substituent locations?
Para – 1,2
Meta – 1,3
Ortho – 1,4
Ortho – 1,3
Which of the following aromatic compounds contains 7 carbon atoms?
Toluene
0-xylene
1,2-Dichlorobenzene
3-phenylbutane
Which of the following reactions involving benzene produces a disubstituted benzene as the organic product?
alkylation
acylation
halogenation
oxidation
Which of the following reactions involving benzene require the presence of an AlCl3 catalyst?
Alkylation
Bromination
Nitration
Sulfonation
All of the following problems were encountered by scientists when trying to explain the structure of benzene, EXCEPT:
Benzene does not readily react with bromine water.
Benzene is 149 kJ/mol less stable than otherwise expected, or if it contained 3 ordinary C=C bonds.
All bonds in benzene are of equal length.
None of the above
Which of the following statements concerning the physico-chemical properties of aromatic hydrocarbons is FALSE?
Aromatic hydrocarbons are more symmetrical than their corresponding alkane derivative; therefore they pack better into crystals and have higher melting points.
The boiling point of aromatic hydrocarbon is dependent on dipole moment.
Ortho, meta, and para isomers for disubstituted benzenes have decreasing boiling points.
Aromatic hydrocarbons are denser than nonaromatics and less dense than water.
None of the above
Which of the following statements concerning the subsequent exposure to benzene is INCORRECT?
One way of being exposed to benzene is by inhaling gasoline vapors while refuelling an automobile.
Gasoline contains about 2% v/v toluene.
Benzene is a combustion product present in a cigarette smoke.
For smokers, inhaled cigarette smoke is a serious benzene-exposure source.
None of the above
At high temperatures, with special catalysts, saturated hydrocarbons obtained from petroleum can be converted to aromatic hydrocarbons.
True
False
Which of the following statements concerning the physical properties of alcohols is INCORRECT?
Alcohol solubility in water decreases as the carbon chain length increases.
Alcohol solubility in water decreases as the number of –OH groups present increases.
Alcohol boiling points increase as carbon chain length increases
C1 to C4 straight-chain alcohols are liquids at room temperature.
What is the molecular formula for the compound called phenol?
C6H6O
C6H12O
C6H6O2
C6H12O2
The oxidation of ethyl alcohol results in the formation of:
Methanoic acid
Ethanoic acid
Propanol
Ethanol
What is the correct IUPAC name for the alcohol whose structural formula is:
2-methylbutanol
3-methyl-2-butanol
2-methyl-3-butanol
3-methylbutanol
What is the organic product formed by the oxidation of a secondary alcohol?
aldehyde
carboxylic acid
ketone
alkene
How many constitutional isomeric alcohols are in the molecular formula C4H10O?
2
3
4
5
Give IUPAC name of the compound given.
2-Chloro-5-hydroxyhexane
2-Hydroxy-5-chlorohexane
5-Chlorohexan-2-ol
2-Chlorohexan-5-ol
Arrange the following compounds in increasing order of boiling point.
I. 1-Propanol III. 1-Pentanol
II. 1- Butanol IV. 2-Butanol
I, II, III, IV
I, IV, II, III
IV, III, II, I
IV, I, III, II
All of the following statements concerning Methanol are FALSE, EXCEPT:
Methanol does not fit any of the alcohol classification definition (1 o,2 o,3o). However, it is usually grouped with the primary alcohols its reactions are similar to the other primary alcohols.
Methanol is an alcohol in which the hydroxyl-bearing carbon is attached to three carbon atoms.
Methyl alcohol has the formula, CH3O.
Methanol is not a good source of fuel.
It is a large family of compounds whose functional group is a hydroxyl group (-OH) bonded to an sp3 hybrid carbon atom.
benzene
alcohol
phenol
ketone
It is a theory explains the bonding in benzene as a series of unhybridized p-orbitals which overlap forming a cloud of electron density above and below the molecule.
Orbital theory
Valence theory
Valence bond theory
Resonance theory
I. Alcohols have higher boiling points than alkanes of similar molecular mass.
II. Alcohols have much lower solubility in water than alkanes of similar molecular mass.
Only the first statement is correct.
Only the second statement is correct.
Both statements are correct.
Both statements are false.
I. Organic oxidation is an oxidation that decreases the number of C-O bonds and/or decreases the number of C-H bonds.
II. An organic reduction is a reduction that decreases the number of C-O bonds and/or increases the number of C-H bonds.
Only the first statement is correct.
Only the second statement is correct.
Both statements are correct.
Both statements are false.
Which statement is TRUE for the carbonyl carbon atom in the IUPAC nomenclature system for aldehydes?
It is always known as the beta carbon atom.
It is always known as the alpha carbon atom.
It is always assigned the highest number possible.
It is always assigned the number one.
Which of the following statement concerning aldehydes and ketones is CORRECT?
Aldehydes contain a carbonyl group.
Ketones contain a carbonyl group but aldehydes do not.
Both aldehydes and ketones contain a carbonyl group.
Neither aldehydes nor ketones contain a carbonyl group.
What is the physical state, at room temperature and pressure, of the simplest aldehyde?
solid
liquid
gas
crystalline
An aldehyde can be oxidized to form ___________.
ester
acid
alcohol
ketone
It is an addition reaction in which a molecule of an alcohol adds to the carbonyl group of an aldehyde or ketone.
Acetal formation
Hemiketal formation
Hemiacetal formation
Ketal formation
I. Ring substitution in phenolic compounds generally increases water solubility.
II. Phenol is lipid-soluble.
Only the first statement is correct.
Only the second statement is correct.
Both statements are correct.
Both statements are false.
Phenols are weak acids in solution. What is the Ka value of phenol?
10-11
10-5
10-2
10-10
Which of the following phenolic compounds found in plants does NOT possess an antibacterial property?
thymol
eugenol
isoeugenol
none of the above
Which of the following statements regarding ether is/are INCORRECT?
The boiling points of ethers are similar to those of alkanes of comparable molecular mass.
The boiling points of ethers are much higher than those of alcohols of comparable molecular mass.
Ether, in general, are more soluble in water than are alkanes of similar molecular mass because ether molecules are able to form hydrogen bonds with water.
all of the above.
Which of the following compounds is the para isomer of hydroxyl phenol?
Carvone
cathecol
resorcinol
hydroquinone
What is the common name for the compound 2-ethoxypropane?
Diethyl ether
Ethyl propyl ether
Diisopropyl ether
Ethyl isopropyl ether
The following compounds are products of oxidation of ether, EXCEPT:
peroxide
hydroperoxide
all of the above
none of the above
Which of the following cyclic ethers does NOT contain a double bond?
pyran
THF
furan
none of the above
In naming aromatic hydrocarbons using the IUPAC rules, which of the following is a CORRECT pairing of prefix and numbers for substituent locations?
Para – 1,2
Meta – 1,3
Ortho – 1,4
Ortho – 1,3
Which of the following statements about alcohols is incorrect?
Tertiary alcohols have lower boiling points than primary alcohols with an equivalent molecular weight.
Alcohols undergo nucleophilic substitution.
Tertiary alcohols undergo dehydration more readily than primary alcohols.
Tertiary alcohols are metabolised in the body to ketones
Which of the following alcohols would be oxidised to propan-2-one?
ethanol
propan-2-ol
2-methylpropan-2-ol
butan-1-ol
Which of the following statements about glycerol is incorrect?
It is metabolised to oxalic acid.
It is hygroscopic.
It can depress the freezing point of water.
It is a good solvent for polar covalent molecules.
Phenols can act as antioxidant because...
Ethers are flammable.
Ethers form peroxides by free radical oxidation.
Ethers are widely used as extraction solvents.
An ether oxygen can only be found within an acyclic carbon chain.
Which of the following statements about ethylene oxide is incorrect?
It is a gas.
It is an acyclic ether.
It is highly toxic.
It is highly reactive.
An alcohol has a higher boiling point than an alkane with the same length carbon chain. True or false?
True
False
Which of the following statements is NOT TRUE about ethers?
The lower ethers are highly volatile and flammable.
Lower ethers also act as anaesthetics.
Ether are not organic solvents.
Simple ethers (diethyl ethers) are tasteless.
Why is ether more volatile than alcohol having the same molecular formula?
dipolar character of ethers
alcohols having resonance structures
inter-molecular hydrogen bonding in ethers
inter-molecular hydrogen bonding in alcohols
Why the boiling point of ethyl alcohol is much higher than that of dimethyl ether though both have the same molecular weight?
Ether is insoluble in water.
Methyl groups are attached to oxygen in ether.
Dipole moment of ethyl alcohol is less.
Ethyl alcohol shows hydrogen bonding.
Which of the following has lower boiling point than dimethyl ether?
pentane
propane
THF
n-butanol
Which of the following statement about ethers is INCORRECT?
Ethers are flammable.
Ethers form peroxides by free radical oxidation.
Ethers are used widely as extraction solvents.
An ether can only be found within an acyclic carbon chain.
What is the smell of the diethyl ether?
vinegar
fish like
rotten egg
sweet smell
Can ether molecules form hydrogen bonding among themselves?
Yes
No
Which of the following properties makes ether a more preferable solvent than alcohol?
lower density
higher density
lower boiling point
higher boiling point
Alcohols of low molecular weight are:
soluble in water
soluble in water on heating
insoluble in water
insoluble in all solvents.
Which of the following is not a characteristic of alcohol ?
They are lighter than water.
Their boiling points rise fairly uniformly with rising molecular weight.
Lower members are insoluble in water and organic solvents but the solubility regularly increases with molecular mass.
Lower members have a pleasant smell and burning taste, higher members are colourless and tasteless.
Unlike phenol, 2,4-dinitrophenol is soluble in sodium carbonate solution in water because ?
presence of two - NO2 groups in the ring makes 2 , 4 - dinitrophenol a stronger acid than phenol.
presence of two - NO2 groups in the ring makes 2 , 4 - dinitrophenol a weaker acid than phenol.
presence of two −NO2 groups make the hydrogen bonding easier, making 2 , 4-dinitrophenol soluble.
nitro group reacts with Na2CO3 while -OH group does not.
The compound which gets dissolved in water is :
C2H6
C2H4
C2H2
C2H5OH
Which of the following cannot be dissolved in alcohol?
Dyes and drugs
Soaps and varnishes
Resins and varnishes
Rubber and plastics
Solubility of alcohols in water is _______ to that of hydrocarbons of comparable molecular masses.
greater than
similar
lesser than
none of these
Which of the following is not true regarding phenol?
Pure phenol is a white crystalline solid
Phenol smell as disinfectant.
It causes immediate white blistering to the skin
None of these
Alcohols containing only up to ___________ carbon atoms are completely miscible with water.
3
4
5
2
