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REVISION WORKSHEET II ( HALOALKANES AND HALOARENES, ALCOHOLS ,

PHENOLS AND ETHERS, BIOMOLECULES)
Class 12 - Chemistry

Section A
Question No. 1 to 4 are based on the given text. Read the text carefully and answer the questions:
Pentose and hexose undergo intramolecular hemiacetal or hemiketal formation due to combination of the -OH group with
the carbonyl group. The actual structure is either of five or six membered ring containing an oxygen atom. In the free state
all pentoses and hexoses exist in pyranose form (resembling pyran). However, in the combined state some of them exist as
five membered cyclic structures, called fiiranose (resembling furan).

The cyclic structure of glucose is represented by Haworth structure:

α and β-D-glucose have different configurations at anomeric (C-1) carbon atom, hence are called anomers and the C-1
carbon atom is called anomeric carbon (glycosidic carbon).
The six-membered cyclic structure of glucose is called the pyranose structure.

1. What percentage of β-D-(+) glucopyranose is found at equilibrium in the aqueous solution?

2. The following carbohydrate is

3. In the carbon structure, anomeric carbon is

4. What are α-D(+)-glucose and β-D(+)glucose?

Section B

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5. Chloroform is stored in closed dark coloured bottles completely filled because it:

a) gets slowly oxidized by air in the presence b) forms an extremely poisonous gas in the
of light and form a poisonous gas. presence of light.

c) can change its colour in the presence of light d) gets slowly oxidized by air in the presence
and get spoilt by the action of light. of light.
6. In which of the following molecules carbon atom marked with an asterisk (*) is asymmetric?

a.

b.

c.

d.

a) (b), (c), (d) b) (a), (b), (c)

c) (a), (b), (c), (d) d) (a), (c), (d)

7. What is A in the following reaction?

a) b)

c) d)

8. The order of reactivity of following alcohols with halogen acids is ________.

A. CH3CH2 —CH2—OH

B. C H 3 C H2 − CH − OH
|

C H3

C H3

C. C H 3 C H2 − C − OH
|

C H3

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 a) (A) > (C) > (B) b) (C) > (B) > (A)

c) (B) > (A) > (C) d) (A) > (B) > (C)
9. Name the following compound as per the IUPAC system
CH3

C H3 - C - C = CH - C H3
| |

CH3 CH3

a) 3, 4, 4 - trimethylpent - 2 - ene b) 2 diethyl, 3 - ethyl pentene

c) None of these d) 2, 2, 3 - trimethylpent - 4 - ene

10. The reaction C2H5ONa + C2H5I → C2H5OC2H5 + NaI is known as:

a) Williamson's synthesis b) Grignard's synthesis

c) Wurtz's synthesis d) Kolbe's synthesis

11. IUPAC name of the following compound is C H 3 − C H − OC H3 is ________.
|

C H3

a) 2 – methoxy – 2 – methylethane b) 2 – methoxypropane

c) isopropylmethyl ether d) 1 – methoxy – 1 – methylethane

12. Which of the following reagents can be used to oxidise primary alcohols to aldehydes?

a) All of these b) CrO3 in an anhydrous medium.

c) Heat in the presence of Cu at 573K. d) Pyridinium chlorochromate.

13. An organic compound containing oxygen, upon oxidation forms a carboxylic acid as the only organic product with its
molecular mass higher by 14 units. The organic compound is ________.

a) a ketone b) a primary alcohol

c) an aldehyde d) a secondary alcohol

14. Monochlorination of toluene in sunlight followed by hydrolysis by aq. NaOH yields

a) benzyl alcohol b) o-cresol

c) 2,4-dihydroxytoluene d) m-cresol
15. DNA and RNA contain four bases each. Which of the following bases is not present in RNA?

a) Thymine b) Cytosine

c) Guanine d) Adenine
16. ____ are joined together by phosphodiester linkage between 5′ and 3′ carbon atoms of the pentose sugar.

a) Nucleosides b) Nucleic acids

c) Proteins d) Nucleotides
17. Nucleic acids are the polymers of

a) sugars b) bases

c) nucleosides d) nucleotides
18. Dinucleotide is obtained by joining two nucleotides together by a phosphodiester linkage. Between which carbon atoms
of pentose sugars of nucleotides are these linkages present?

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 a) 5′ and 3′ b) 3′ and 3′

c) 1′ and 5′ d) 5′ and 5′
19. Certain vitamins cannot be stored in the body because

a) they are readily excreted in urine b) they are used up very fast in the body

c) they are insoluble in water d) they are soluble in fat

20. An α-helix is a structural feature of:

a) Starch b) Polypeptides

c) Nucleotides d) Sucrose
Section C
21. Assertion (A): It is difficult to replace chlorine by –OH in chlorobenzene in comparison to that in chloroethane.
Reason (R): Chlorine-carbon (C—Cl) bond in chlorobenzene has a partial double bond character due to resonance.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

22. Assertion: on reaction with AgCN give .
Reason: AgCN is ionic and ⊖
CN is nucleophile in AgCN.

a) If both Assertion and Reason are right and b) If both Assertion and Reason are right but
Reason is right explanation of Assertion. Reason is not right explanation of
Assertion.

c) If Assertion is right but Reason is wrong. d) If both Assertion and Reason are wrong.
23. Assertion (A): Boiling points of alkyl halides decrease in the order R-I > R-Br > R-Cl > R-F.
Reason (R): Van der Waals forces decrease with an increase in the size of the halogen atom.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

24. Assertion (A): Tert-butyl bromide undergoes SN1 nucleophilic substitution readily than n-butyl bromide.

Reason (R): It proceeds by the formation of stable carbocation.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

25. Assertion (A): Addition of HBr to 1 - butene in the presence of peroxide gives 1- bromobutane.
Reason (R): It involves the formation of primary radical.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

26. Assertion (A): The C-O-H bond angle in alcohols is slightly less than the tetrahedral angle.
Reason (R): This is due to the repulsive interaction between the two lone electron pairs on oxygen.

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 a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

27. Assertion (A): In case of phenol, bromination takes place even in absence of Lewis acid whereas bromination of
benzene takes place in presence of Lewis acid like FeBr3.

Reason (R): –OH group attached to benzene ring is highly deactivating.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

28. Assertion (A): The boiling point of diethyl ether is much less than that of ethanol.
Reason (R): In ethanol, the molecules are associated by the formation of intermolecular hydrogen bonding whereas in
diethyl ether, it is not possible.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

29. Assertion (A): With HI at 373 K, ter-butyl methyl ether gives ter-butyl iodide and methanol.
Reason (R): The reaction occurs by SN2 mechanism.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

30. Assertion (A): Ethanol is a weaker acid than phenol.
Reason (R): Sodium ethoxide can not be prepared by the reaction of ethanol with aqueous NaOH.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

31. Assertion (A): Haemoglobin is a globular protein.
Reason (R): Globular proteins are insoluble in water.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

32. Assertion (A): Cellulose is not digested by human beings.
Reason (R): Cellulose is a polymer of β-D-glucose.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

33. Assertion (A): In the presence of an enzyme, the substrate molecule can be attacked by the reagent effectively.
Reason (R): Active sites of enzymes hold the substrate molecule in a suitable position.

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 a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

34. Assertion (A): D (+) – Glucose is dextrorotatory in nature.
Reason (R): ‘D’ represents its dextrorotatory nature.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

35. Assertion (A): Sucrose is a non-reducing sugar.
Reason (R): It has a glycosidic linkage.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

Section D
36. Convert 1 - butene to 1 — chlorobutane.
37. Write the structure of the major organic product of the reaction:
water

CH3CH(Br)CH2CH3 + NaOH −−−→

38. Illustrate the following reaction by giving a chemical equation: Williamson's synthesis.
39. What happens when sodium phenoxide is treated with CO2 at 413 K and 4 to 7-atmosphere pressure?
40. Under what conditions glucose is converted to gluconic and saccharic acid?
41. How do you explain the presence of five -OH groups in glucose molecule?
42. How the following conversions can be carried out?
i. Propene to propan-1-ol
ii. Ethanol to but-1-yne
iii. 1-Bromopropane to 2-bromopropane
43. In the following pairs of halogen compounds, which would undergo SN2 reaction faster?

i. CH3CH2CH2Cl or (CH3)2CH-Cl
ii. CH3CH2CH2I or CH3CH2CH2Br

44. Explain the following with an example.

i. Kolbe's reaction.
ii. Reimer-Tiemann reaction.
iii. Williamson ether synthesis.
iv. Unsymmetrical ether.
45. Give the major products that are formed by heating each of the following ethers with HI.
C H3

i. C H3 − C H2 − C H − C H2 − O − C H2 − C H3

C H3

ii. C H3 − C H2 − C H2 − O − C − C H2 − C H3
|

C H3

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 iii.

46. Differentiate between following:

i. Amylose and Amylopectin
ii. Globular protein and Fibrous protein
iii. Nucleotide and Nucleoside
47. What is essentially the difference between α- glucose and β- glucose? What is meant by pyranose structure of glucose?
48. i. Which compound in each of the following pairs will react faster towards SN2 reaction with-OH group?

a. CH3Br or CH3I
b. (CH3)3C-Cl or CH3-Cl

ii. Write the product(s) of the following reactions.

a. CH3-Cl+KCN→?

b.

49. How is 1-propoxypropane synthesised from propan-1-ol? Write mechanism of this reaction.
Section E
50. Read the passage given below and answer any four out of the following questions:
A primary alkyl halide (A) C4H9Br reacted with alcoholic KOH to give compound (B). Compound (B) is reacted with
HBr to give compound (C) which is an isomer of (A). When (A) reacted with sodium metal, it gave a compound (D)
C8H18 that is different than the compound obtained when n-butyl bromide reacted with sodium metal.
The following questions are multiple-choice questions. Choose the most appropriate answer:
i. Compound (A) is
a. CH3CH2CH2CH2Br
b. C H3 C H − C H2 Br
|
CH
3

CH
3

c. C H3 − C − Br
|
CH
3

d. CH3CH2CH2Br

ii. Which type of isomerism is present in compound (A) and (C)?

a. Positional
b. Functional
c. Chain
d. Both positional and functional
iii. Identify compound (B).
a. C H3 − C = C H2
|
CH
3

b. CH3-CH=CH-CH3
c. CH3-CH2-CH=CH2

d. None of these

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iv. IUPAC name of compound (D) is
a. n-octane
b. 2,5-dimethylhexane
c. 2-methylheptane
d. 3,4-dimethylhexane
v. When compoound (C) is treated with alc. KOH and then treated with HBr in presence of peroxide, the compound
obtained is
CH
3

a. C H3
− C − Br
|
CH
3

CH
3

b. C H 3
− C H − C H2 − Br

c. CH3CH2CH2CH2Br
d. C H 3
C H2 C H2 C H − Br
|
CH
3

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