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Organic Chemistry Chapter 1

Total questions: 74

Worksheet time: 4hrs 5mins

Name
Class
Date
1.

Alcohol is an organic compound in which the.........................functional group

a)

(-OH)

b)

(-COOH)

c)

(-CHO)

d)

(-COCH3)

2.

Which of the following alcohol is 3-methylbutan-2-ol?

a)
b)
c)
3.

Which of the following alcohol is a primary alcohol?

a)
b)
c)
4.

Which of the following properties increases when going down homologous series of alcohol?

a)

Boiling point

b)

Solubility in water

c)

Acidity

5.

The resonance structure in the phenoxide ion increase acidity of phenol

a)

True

b)

False

6.

The longer the carbon chain in alkyl group, the stronger the acidity of the alcohol.

a)

True

b)

False

7.

The electron donating group will increase acidity of alcohol.

a)

True

b)

False

8.

Which of the following showing ascending order of acidity of alcohol?

a)

phenol<ethanol<propanol

b)

phenol<propanol<ethanol

c)

propanol<ethanol<phenol

9.

What functional group is shown?

a)

amino

b)

hydroxyl

c)

carboxyl

d)

sulfhydryl

10.

What functional group is shown?

a)

hydroxyl

b)

carboxyl

c)

methyl

d)

carbonyl

11.

Classify the types of alcohol of the following molecule.

a)

Primary alcohol

b)

Secondary alcohol.

c)

Tertiary alcohol

d)

Aromatic alcohol.

12.

Give the IUPAC name for the following sructure.

a)

1,2- cyclopentanol.

b)

1,2-pentanol.

c)

1,2–cyclopentanediol.

d)

1,2-pentanediol

13.

Give the structure corresponding to 3–cyclohexyl–3–pentanol.

a)
b)
c)
d)
14.

The following reagents can be used to convert ethanol to ethene except for

a)

Concentrated NH3

b)

Concentrated H2SO4

c)

Concentrated H3PO4

15.

State the rule used to convert 2-methylpent-1-ene to 2-methylpent-2-ol.

a)

Zaitsev's rule

b)

Markovnikov's rule

c)

Hund's rule

d)

Aufbau's rule

16.

Oxidation of 2-pentanol produces compound X. X gives

a)

positive result with Tollen's reagent.

b)

positive result with Benedict's reagent.

c)

a yellow precipitate wih alkaline iodine.

d)

orange colour of hot acidified potassium dichromate solution turns green.

17.

Which compound has the highest boiling point?

a)

CH(OH)2CH2CH3

b)

CH(CH3)2CH2CH3

c)

CH2(OH)CH2CH3

d)

CH(CH3)2CH2CH2(C6H5)

18.

2-butanol heated with acidified KMnO4 solution produced

a)

butanone

b)

butene

c)

butanoic acid

d)

butane

19.

2-methyl-1-propanol heated with acidified K2Cr2O7 solution produced

a)

alkene

b)

carboxylic acid

c)

alcohol

d)

ketone

20.

1,2-ethanediol with potassium produced

a)
b)
c)
d)
21.

The functional group exist in alcohol is

a)

Carboalkoxy

b)

Halogen

c)

Hydroxy

d)

carbonyl

22.

The IUPAC name for this compund is

a)

1-butanol

b)

2-butanol

c)

2-methyl-2-propanol

d)

2-propanol

23.

Alcohol X produced cloudy solution immediately with Lucas reagent. Alcohol X is probably a .....

a)

primary alcohol

b)

tertiary alcohol

c)

secondary alcohol

d)

ketone

24.

Alcohol W produces a carboxylic acid upon oxidation with hot acidified KMnO4. Alcohol W is probably a ....

a)

tertiary alcohol

b)

secondary alcohol

c)

primary alcohol

d)

haloalkane

25.

Which microorganism can be used to produce ethanol in drinks?

a)

MRSA

b)

Yeast

c)

E. Coli

d)

Bacteria

26.

alkene + ? --> alcohol

a)

hydrogen

b)

oxygen

c)

water

d)

carbon dioixde

27.

Acidified potassium dichromate is an example of...

a)

an alkali

b)

a reducing agent

c)

a fuel

d)

an oxidising agent

28.

Give IUPAC name for the structure above.

a)

tert - butylalcohol

b)

1,1 - dimethylethanol

c)

2 - methyl - 2 - propanol

29.

Which of the following compounds is aromatic alcohol?

a)

A, B, C, D

b)

A, D

c)

B, C

d)

A

30.
The boiling points of alcohols are _______ that those of alkanes because of __________
a)
higher, polarity
b)
lower, hydrogen bonding
c)
higher, hydrogen bonding
d)
similar, polarity
31.

Boiling point of alcohol is higher than alkanes / haloalkanes with similar relative molecular mass. Explain.

a)

The presence of intermolecular H bond between alcohol molecules is strong, thus higher energy is needed to overcome the bond

b)

Alcohol can form strong H bond with water, so higher temperature is needed to change liquid alcohol to vapour

c)

Relative molecular mass is not a factor that affect the boiling point of compounds such as alcohols, alkanes and haloalkanes

d)

C - O - H bond in alcohol molecule is polar, thus more energy is needed to break the bond and become vapour

32.

Choose the false statement regarding solubility of alcohol in water.

a)

Solubility of alcohols increases as molecular size increases

b)

Solubility of alcohols increases as number of hydroxyl groups increase

c)

Small - sized alcohols are completely soluble in water

d)

Alcohols consist of hydrophilic area which make it soluble in polar solvent such as water

33.

The following alcohols are secondary alcohol EXCEPT

a)
b)
c)
d)
34.

What is the classification of this alcohol?

a)

primary alcohol

b)

secondary alcohol

c)

tertiary alcohol

d)

quaternary alcohol

35.

Which of the following is 2-methyl-3-hexanol?

a)

CH3CH(OH)CH2CH(CH3)CH2CH3

b)

CH3CH(CH3)CH(OH)CH2CH2CH3

c)

(CH3)2CHC(CH3)(OH)CH2CH2CH3

d)

CH3C(CH3)2CH(OH)CH2CH2CH3

36.

What is the IUPAC name for this compound?

(a)  

37.

The correct IUPAC name for this compound is

(a)  

38.

Which statement are TRUE about Lucas test? (Hint: 2 correct answers)

a)

The test is used to differentiate the three classes of alcohols

b)

Lucas reagent is a solution of hot acidified KMnO4

c)

The solution turns to cloudy immediately for primary alcohol

d)

Lucas reagent is a solution of anhydrous zinc chloride in concentrated hydrochloric acid

39.

Observation for reaction of propanol with hot, acidified sodium dichromate, Na2Cr2O7 is orange solution of Na2Cr2O7 turns to green.

a)

True

b)

False

40.

Alcohol B turns the orange colour of hot acidified K2Cr2O7 solution to green. The reaction of alcohol B with Lucas reagent gives cloudy solution within 10 minutes. Based on this observation, what is the class for alcohol B?

a)

Primary alcohol

b)

Secondary alcohol

c)

Tertiary alcohol

41.

Alcohol C turns the orange colour of hot acidified K2Cr2O7 solution to green while no cloudiness is observed with Lucas reagent after 10 minutes Based on this observation, what is the class for alcohol C?

a)

Primary alcohol

b)

Secondary alcohol

c)

Tertiary alcohol

42.

Which of these alcohol is secondary class of alcohol?

a)

2-methyl-2-pentanol

b)

Cyclobutanol

c)

Ethanol

43.

Which of these alcohol is primary class of alcohol?

a)

2-methyl-2-pentanol

b)

Cyclobutanol

c)

Ethanol

44.

Which of these alcohol is tertiary class of alcohol?

a)

2-methyl-2-pentanol

b)

Cyclobutanol

c)

Ethanol

45.

What is the formula of iso propyl alcohol?

a)
b)
c)
46.

What is the name of this product?

a)

1– propanol

b)

1– propene

c)

ethylene glycol

d)

3– propanol

e)

1,2,3 – propanetriol

47.

Which one is a tertiary alcohol?

a)
b)
c)
d)
e)
48.
Name the following molecule:
a)
1,3-dimethyl-2-ethyl-1-butanol
b)
2,4-dimethyl-3-ethyl-1-pentanol
c)
2,4-dimethyl-3-ethyl-4-butanol
d)
3-ethyl-4-methyl-2-pentanol
49.
Name the following molecule:
a)
3,3-dimethyl-1-butanol
b)
3,3-methyl-1-butanol
c)
2,2-dimethyl-4-butanol
d)
3,3,3-trimethyl-1-propanol
50.

Which group has the following functional group?

a)

hydrocarbon

b)

alchohol

c)

ether

d)

ester

51.

Phenols produce 2,4,6-trinitro phenol using following reagents

a)

Dil HNO3

b)

Con HNO3

c)

Con HNO3 + Con H2SO4

d)

Con H2SO4

52.

1-pentanol can be differentiate from 3-pentanol by using

a)

Phosphorus (v) chloride

b)

Lucas reagent

c)

Alkaline iodine

d)

Acidified potassium dichromate solution

53.

Among the Alkenes which one produces tertiary butyl alcohol on acid hydration

a)

CH3CH2CH=CH2

b)

CH3CH=CHCH3

c)

(CH3)2C=CH2

d)

CH3CH=CH2

54.

CH3CH2OH can be converted into CH3CHO by

a)

catalytic hydrogenation

b)

treatment with LiAlH4

c)

treatment with pyridinium chlorochromate

d)

treatment with KMnO4

55.

An organic compound X on treatment with PCC in dichloromethane gives compound Y. Compound Y reacts with I2 and alkali to form triiodomethane. The compound X is

a)

CH3CH2OH

b)

CH3CHO

c)

CH3COCH3

d)

CH3COOH

56.

Compound Z is an alcohol. When Z is reacted with conc HCl and ZnCl2, the cloudy solution appear immediately. But when compound Z reacts with acidified KMnO4 , no reaction occurs. What is the compound Z?

a)

Primary alcohol

b)

Secondary alcohol

c)

Tertiary alcohol

d)

Quaternary alcohol

57.

Why alcohols have higher boiling point than alkanes?

a)

Alcohols have Van der Waal's forces between the molecules

b)

Alcohols have intermolecular Hydrogern bonding

c)

Alcohols exist as dimers.

d)

Alcohols have intramolecular Hydrogen bonding.

58.

Choose the reagent that can be used to carry out the given reaction.

a)

PCC

b)

KMnO4/ H+ , heated

c)

conc H2SO4 , heated

d)

Na/Ethanol

59.

What is the correct IUPAC name of isopropyl alcohol?

a)

Propane-1,2-diol

b)

Propan-2-ol

c)

Propan-1-ol

d)

Propane-1,2,3-triol

60.
Name the following molecule:
a)
3,3-dimethyl-1-butanol
b)
3,3-methyl-1-butanol
c)
2,2-dimethyl-4-butanol
d)
3,3,3-trimethyl-1-propanol
61.

Dehydration of alcohol is an example of

a)

redox reaction

b)

elimination reaction

c)

substitution reaction

d)

addition reaction

62.

When phenol is treated with excess of bromine water, it gives a white precipitate of ________

a)

m-bromophenol

b)

o-and p-bromophenol

c)

2,4-dibromophenol

d)

2,4,6-tribromophenol

63.

Choose the alcohols that CANNOT be oxidised. You can choose multiple options.

a)
b)
c)
d)
64.

X is alcohol cannot be oxidised.

a)

primary alcohol

b)

secondary alcohol

c)

tertiary alcohol

d)

none

65.

The correct IUPAC name for this compound is

(a)  

66.

What is the IUPAC name for this compound?

(a)  

67.

Name the following compound

a)

Benzene

b)

Benzol

c)

Phenyl

d)

Phenol

68.

Name the following molecule:

a)

1,3-dimethyl-2-ethylbutan-1-ol

b)

2,4-dimethyl-3-ethylpentan-1-ol

c)

2,4-dimethyl-3-ethylbutan-4-ol

d)

3-ethyl-4-methylpentan-2-ol

69.
2-Methylbutan-1-ol is classified as
a)
primary alcohol
b)
secondary alcohol
c)
tertiary alcohol
d)
quaternary alcohol
70.

Classify the following alcohol:

a)

primary

b)

secondary

c)

tertiary

d)

quartenary

71.

Which alcohol compound has the highest boiling point

a)
b)
c)
72.

Boiling point of alcohols is not affected by:

a)

Branched or straight chain

b)

Position of hydroxyl group in the structure

c)

Number of hydroxyl group in the structure

d)

Total number of carbon in the structure

73.

The following alcohols are secondary alcohol EXCEPT

a)
b)
c)
d)
74.
The boiling points of alcohols are _______ that those of alkanes because of __________
a)
higher, polarity
b)
lower, hydrogen bonding
c)
higher, hydrogen bonding
d)
similar, polarity

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