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Chemistry Midterm Review

Total questions: 108

Worksheet time: 2hrs 39mins

Name
Class
Date
1.

Which is the hydroxyl group?

a)
b)
c)
d)
2.

Which is the carbonyl group?

a)
b)
c)
d)
3.

Which is the ether group?

a)
b)
c)
d)
4.

Which is the carboxyl group?

a)
b)
c)
d)
5.

What is the IUPAC name of the following molecule? Type EXACTLY correct.

(a)  

6.

What is the mechanism of the reaction between alkenes and halogens in the absence of light?

(a)  

7.

What type of alcohol would produce a carboxylic acid when heated with acidified potassium dichromate (VI)? Answer should be spelt out, not number.

(a)  

8.

What is the product of the reaction between 4-heptene and steam? Completely write out exactly.

(a)  

9.

Which type of reaction proceeds by a free radical mechanism in the presence of UV light?

(a)  

10.

Which of the following help dictate the boiling point of organic compounds?

a)

Intermolecular Forces

b)

Chain Length

c)

Mass

d)

Saturation

11.

Which isomers exist as non-superimposable mirror images?

(a)  

12.

What type of isomer can rotate around a sigma bond?

(a)  

13.

What type of isomer must first break bonds to rotate?

(a)  

14.

What is the product of benzene with a mixture of concentrated nitric and sulfuric acids? Type exactly.

(a)  

15.

What is the electrophile in the nitration of benzene?

(a)  

16.

What organic compound can be reduced to an aldehyde? Type exactly.

(a)  

17.

What is the major product of the electrophilic addition of hydrogen bromide to 2-pentene? Type exactly.

(a)  

18.

Which of the following are protic solvents?

a)

Water

b)

Alcohols

c)

Ketones

d)

Carboxylic Acids

19.

Which of the following are aprotic solvents?

a)

Aldehydes

b)

Ketones

c)

Alcohols

d)

Ethers

20.

Which organic reaction has an increased rate by the use of protic solvents?

a)

Esterification

b)

Sn1

c)

Free Radical Substitution

d)

Sn2

21.

Which organic reaction has an increased rate by the use of aprotic solvents?

a)

Esterification

b)

Sn1

c)

Free Radical Substitution

d)

Sn2

22.

Which compounds rotate the plane of plane-polarized light?

(a)  

23.

Describe the effect on polarized light when passed through a racemic mixture? Limit your answer to less than 3 words.

(a)  

24.

Which is the correct structure of (E)-2-bromo-3-chloro-butene?

a)
b)
25.

Which of the following is the general formula for alkanes?

a)

CnH2n+2C_nH_{2n+2}  

b)

CnH2nC_nH_{2n}  

c)

CnH2n+2OC_nH_{2n+2}O  

26.

Which of the following is the general formula for alcohols?

a)

CnH2n+2C_nH_{2n+2}  

b)

CnH2nC_nH_{2n}  

c)

CnH2n+2OC_nH_{2n+2}O  

27.

Members of the same homologous series differ by which of the following?

a)

CC  

b)

CH3CH_3  

c)

CH2CH_2  

28.

What is a compound with the same molecular formula but different structural formula? Type exactly.

(a)  

29.

What is the name of the functional group: −ONH2-ONH_2  ? Answer exactly.

(a)  

30.

What is the name of the functional group: −NH2-NH_2  ? Answer exactly.

(a)  

31.

Alkenes are less reactive than alkanes - true or false?

a)

True

b)

False

32.

Which of the following are the main organic reactions?

a)

Addition

b)

Substitution

c)

Reduction

d)

Oxydation

33.

In a double bond, is the sigma or pi bond stronger?

a)

Sigma

b)

Pi

34.

Which describes the reactants of the halogenation of an alkene? (where X is any halogen)

a)

Alkene + H2H_2  

b)

Alkene + HXHX  

c)

Alkene + X2X_2  

d)

Alkene + H2OH_2O  

35.

Which describes the reactants of a hydrogen halide reaction of an alkene? (where X is any halogen)

a)

Alkene + H2H_2  

b)

Alkene + HXHX  

c)

Alkene + X2X_2  

d)

Alkene + H2OH_2O  

36.

Which describes the reactants of a hydrogenation reaction of an alkene? (where X is any halogen)

a)

Alkene + H2H_2  

b)

Alkene + HXHX  

c)

Alkene + X2X_2  

d)

Alkene + H2OH_2O  

37.

Which describes the reactants of a hydration reaction of an alkene? (where X is any halogen)

a)

Alkene + H2H_2  

b)

Alkene + HXHX  

c)

Alkene + X2X_2  

d)

Alkene + H2OH_2O  

38.

Which describes the reaction conditions of a hydration reaction of an alkene? (where X is any halogen)

a)

Steam

b)

H2SO4H_2SO_4  

c)

Ni. Catalyst

d)

None

39.

Which describes the reaction conditions of a halogenation reaction of an alkene? (where X is any halogen)

a)

Steam

b)

H2SO4H_2SO_4  

c)

Ni. Catalyst

d)

None

40.

Which describes the reaction conditions of a hydrogen halide reaction of an alkene? (where X is any halogen)

a)

Steam

b)

H2SO4H_2SO_4  

c)

Ni. Catalyst

d)

None

41.

Which describes the reaction conditions of a hydrogenation reaction of an alkene? (where X is any halogen)

a)

Steam

b)

H2SO4H_2SO_4  

c)

Ni. Catalyst

d)

None

42.

Markovnikov's rule states the added species will be attracted to the __(1)__ carbon because the carbon is __(2)__ electronegative than the species.

a)

1) outermost

2) more

b)

1) innermost

2) less

c)

1) innermost

2) more

d)

1) ioutermost

2) less

43.

What does the hydrogenation of an alkene produce? Type exactly

(a)  

44.

What does the hydrogen halide of an alkene produce? Type exactly.

(a)  

45.

What does the halogenation of an alkene produce? Type exactly. (Be specific!)

(a)  

46.

What does the hydration of an alkene produce? Type exactly.

(a)  

47.

Which of the following can be potentially obtained from crude oil and are econmoically important?

A -- Plastics

B -- Margarine

C -- Motor Fuel

a)

A and B

b)

A and C

c)

B and C

d)

A, B, and C

48.

Alcohols combust __(1)__ readily than equivalent alkanes and release __(2)__ energy than equivalent alkenes because they are partially __(3)__.

a)

1) less

2) more

3) oxidized

b)

1) more

2) less

3) oxidized

c)

1) more

2) more

3) reduced

d)

1) less

2) less

3) reduced

49.

An oxidising agent is the species that is ____.

a)

oxidised

b)

reduced

50.

Primary alcohols oxidize to produce ____.

a)

first aldehydes and then carboxylic acids.

b)

first carboxylic acids and then aldehydes.

c)

first aldehydes and then ketones.

d)

first ketones and then carboxylic acids.

51.

Secondary alcohols oxidize to produce ____.

a)

nothing, they cannot be further oxidized.

b)

ketones.

c)

aldehydes.

d)

carboxylic acids.

52.

Tertiary alcohols oxidize to produce ____.

a)

nothing, they cannot be further oxidized.

b)

ketones.

c)

aldehydes.

d)

carboxylic acids.

53.

To produce just aldehydes from a primary alcohol, the condenser must be oriented ____.

a)

Up and down

b)

Diagonally

54.

To produce just carboxylic acids from a primary alcohol, the condenser must be oriented ____.

a)

Up and down

b)

Diagonally

55.

(a)   is a nucleus loving species that is attracted to positive charges. Type exactly.

56.

The one in "Sn1" stands for (a)   . Type exactly.

57.

Sn1 occurs with what type of halogenoalkanes?

a)

Primary

b)

Secondary

c)

Tertiary

58.

Sn2 occurs with what type of halogenoalkanes?

a)

Primary

b)

Secondary

c)

Tertiary

59.

In Sn1, how many species are in the rate determinng step?

(a)  

60.

In Sn2, how many species are in the rate determinng step?

(a)  

61.

What causes there to be a carbocation intermediate in Sn1? Type completely and exactly.

(a)  

62.

Which of the following goes through heterolytic fission?

a)

Sn1

b)

Sn2

63.

How many bonds does carbon have in the transition state during Sn2?

(a)  

64.

(a)   are attractive forces that do not arise from an ionic or covalent bond. Type exactly.

65.

Which correctly orders the intermolecular forces by strength? (1 being the strongest)

a)

1) Hydrogen Bonding

2) London Dispersoin

3) Dipole-DIpole

b)

1) Dipole-Dipole

2) Hydrogen Bonding

3) London Dispersion

c)

1) London Dispersion

2) Dipole-Dipole

3) Hydrogen Bonding

d)

1) Hydrogen Bonding

2) Dipole-Dipole

3) London Dispersion

66.

What word describes a ring strucutre that is planar? Type exactly.

(a)  

67.

What word describes a compound that has a benzene ring? Type exactly.

(a)  

68.

Which substance(s) is, or are, reaction conditions for the nitration of benzene?

a)

Sulfuric Acid ( H2SO4H_2SO_4  )

b)

Phosphoric Acid ( H3PO4H_3PO_4  )

c)

Nitric Acid ( HNO3HNO_3  )

69.

What is a common reducing agent? Write formula exactly (ex: NH3)

(a)  

70.

Carboxylic acids reduce to __(1)__ under the conditions of: __(2)__ with __(3)__ in dry ether.

a)

1) Ketones

2) Heat

3) reducing agent

b)

1) Aldehydes

2) Heat

3) oxidizing agent

c)

1) Primary Alcohol

2) Heat

3) reducing agent

d)

1) Primary Alcohol

2) Heat

3) oxidizing agent

71.

Ketones reduce to form __(1)__ under the conditions: heat with __(2)__.

a)

1) Primary Alcohol

2) Reducing agent

b)

1) Secondary Alcohol

2) Reducing agent

c)

1) Primary Alcohol

2) Oxidizing agent

d)

1) Secondary Alcohol

2) Oxidizing agent

72.

Carboxylic acids and alcohol create (a)   ? Type exactly.

73.

Carboxylic acids and amines create (a)   ? Type exactly.

74.
Which of the following does an homologous series not have?
a)
same general formula
b)
same functional group
c)
same molecular formula
d)
graded physical properties
75.
Are these compounds structural isomers? 
a)
yes
b)
no
76.
Are these compounds structural  isomers? 
a)
yes
b)
no
77.
Name the functional group in this molecule
a)
carbonyl
b)
ester linkage
c)
carboxcylic acid
d)
ether
78.
Name the functional group in this molecule
a)
carbonyl
b)
ester linkage
c)
carboxcylic acid
d)
ether
79.
Name the functional group in this molecule
a)
carbonyl
b)
ester linkage
c)
carboxcylic acid
d)
ether
80.
Name the functional group in this molecule
a)
carbonyl
b)
ester linkage
c)
carboxcylic acid
d)
ether
81.
Which functional group does a hydrocarbon contain if it is unsaturated?
a)
multiple bonds
b)
carbonyl
c)
ester
d)
ether
82.
Is benzene saturated or unsaturated? 
a)
saturated
b)
unsaturated
83.
Which of the following is the empirical formula for benzene?
a)
CH
b)
C6H6
c)
CnH2n
84.
Which of the following is the molecular formula for propanoic acid
a)
CnH2nO2
b)
CH3CH2COOH
c)
C3H6O2
d)
C2H5COOH
85.
Which of the following is the shortened structural formula for methyl propane
a)
C4H10
b)
C4H8
c)
CH3CH(CH3)CH3
d)
C2H4(CH3)CH3
86.
Which type of compound is this? 
a)
alkyne
b)
carbonamide
c)
arene
d)
nitrile
87.
Which type of compound is this? 
a)
alkyne
b)
carbonamide
c)
arene
d)
nitrile
88.
Which type of compound is this? 
a)
aldehyde
b)
ketone
c)
alkyne
d)
ester
89.
Which type of compound is this? 
a)
aldehyde
b)
ketone
c)
alkyne
d)
ester
90.
Which type of compound is this? 
a)
aldehyde
b)
ketone
c)
alkyne
d)
ester
91.
What is the name of this compound? 
a)
octane
b)
trimethyl pentane
c)
2,3 methyl pentane
d)
2,3,3 trimethylpentane
92.

How many alcohols have the general formula C4H10O?

a)

3

b)

4

c)

5

d)

6

93.

Which compound can both be esterified and turn acidified potassium dichromate(VI) solution green?

a)

(CH3)3COH

b)

CH3CH2CO2H

c)

(CH3)2CHOH

d)

CH3CH2COCH3

94.

What is the mechanism of the reaction between ethane and chlorine in sunlight?

a)

Free radical substitution

b)

Free radical addition

c)

Electrophilic substitution

d)

Electrophilic addition

95.

Which is propyl propanoate?

a)

CH3CH2CH2OOCCH2CH3

b)

CH3CH2CH2COOCH2CH3

c)

CH3CH2CH2COCH2CH3

d)

CH3CH2CH2OCH2CH2CH3

96.

Which are consecutive members of a homologous series?

a)

CH4, CH3Cl, CH2Cl2

b)

HCOOH, CH3COOH, C2H5COOH

c)

C2H2, C2H4, C2H6

d)

HCOOH, HCHO, CH3OH

97.

Which could form an addition polymer?

a)

H2NCH2CHCHCH2NH2

b)

H2N(CH2)6CO2H

c)

HO(CH2)2CO2H

d)

H2N(CH2)6NH2

98.

A compound decolorizes bromine water in the dark. Which statement is correct?

a)

It contains C=C and is an alkene.

b)

It contains C–C and is an alkene.

c)

It contains C=C and is an alkane.

d)

It contains C–C and is an alkane.

99.

Which compound could be X in the two-stage reaction pathway?

C2H4 → X → C2H5OH

a)

C2H6

b)

C2H3OH

c)

C2H5Br

d)

C2H4Cl2

100.

Applying IUPAC rules, what is the name of the compound?



a)

1-ethyl-1,3-dimethylbut-2-ene

b)

2-ethyl-4-methylpent-3-ene

c)

2-methyl-4-ethylpent-3-ene

d)

2,4-dimethylhex-2-ene

101.

Which statements about the chlorine free radical are correct?


I. It has 18 electrons.

II. It is an uncharged species.

III. It is formed by homolytic fission.

a)

I and II only

b)

I and III only

c)

II and III only

d)

I, II and III

102.

Which statement is correct about the polymerization of ethene to poly(ethene)?

a)

The polymer is an alkene.

b)

The monomer ethene and the repeating unit have the same empirical formula.

c)

The monomer ethene is less reactive than the polymer.

d)

The polymer contains C−C single and C=C double bonds.

103.

Which of the following functional groups are present in aspirin?

a)

Hydroxyl (alcohol) and ester

b)

Carboxyl (carboxylic acid) and ester

c)

Carboxyl (carboxylic acid) and carbonyl (ketone)

d)

Hydroxyl (alcohol) and carbonyl (ketone)

104.

Which statements are correct for the reaction of ethene with bromine in the absence of ultraviolet light?


I. It is an addition reaction.

II. The organic product is colourless.

III. The organic product is saturated.

a)

I and II only

b)

I and III only

c)

II and III only

d)

I, II and III

105.

Which combination best describes the substitution reaction between bromoethane and dilute aqueous sodium hydroxide?


CH3CH2Br + OH− → CH3CH2OH + Br–

a)

A

b)

B

c)

C

d)

D

106.

Which pair of compounds can be distinguished by reacting them with dilute bromine water in the dark?

a)

CH3CH2COOH and CH3CH2CHO

b)

CH3CH2CHCHCH3 and CH3CH2CH2CH2CH3

c)

CH3CH2CH(CH3)2 and CH3CH2CH2CH2CH3

d)

CH3CH2CH2CHBrCH3 and CH3CH2CHBrCH2CH3

107.

Which compound is most soluble in water?

a)

CH3CH2CHO

b)

CH3CH2CH2CHO

c)

CH3CH2CO2H

d)

CH3CH2CH2CO2H

108.

Which are features of successive members of a homologous series?

I. Similar chemical properties

II. Same general formula

III. Differ by −CH2−

a)

I and II only

b)

I and III only

c)

II and III only

d)

I, II and III

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