SUREVIN INTERNATIONAL SCHOOL

NIWARI

ASSESSMENT TEST
Class 12 - Chemistry
Time Allowed: 1 hour and 30 minutes Maximum Marks: 70

General Instructions:

General Instructions:

1. There are 5 SECTIONS in this question paper .

2. SECTION A consists of 16 multiple-choice questions carrying 1 mark each.

3. SECTION B consists of 5 very short answer questions carrying 2 marks each.

4. SECTION C consists of 7 short answer questions carrying 3 marks each.

5. SECTION D consists of 2 case-based questions carrying 4 marks each.

6. SECTION E consists of 3 long answer questions carrying 5 marks each.

7. All questions are compulsory.

8. The use of log tables and calculators is not allowed.

Section A
1. Reaction of 1-phenyl-2-chloropropane with alcoholic KOH gives mainly: [1]

a) 3-phenylpropene b) 1-phenylpropene

c) 1-phenylypropan-2-ol d) 1-phenylpropan-3-ol
2. The conversion of an alkyl halide into alcohol by aqueous NaOH is classified as [1]

a) a dehydrohalogenation reaction b) a substitution reaction

c) an addition reaction d) a dehydration reaction

3. Anisole can be prepared by the action of methyl iodide on sodium phenate. The reaction is called [1]

a) Fittigs reaction b) Wurtzs reaction

c) Williamsons reaction d) Etards reaction

4. Alkenes react with water in the presence of acid as catalyst to form alcohols. [1]

a) nucleophilic attack of water on carbocation b) Protonation of alkene and carbocation

c) Deprotonation to form alcohol d) All of these

5. The compounds that is most difficult to protonate is: [1]

a) b)

c) d)

6. Which of the following is most acidic ? [1]

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 a) b)

c) d)

7. One mole of an organic compound 'A' with the formula C3H8O reacts completely with two moles of HI to form [1]

X and Y. When 'Y' is boiled with aqueous alkali forms Z. Z answers the iodoform test. The compound 'A' is
______.

a) methoxyethane b) ethoxyethane

c) Propan – 2 – o1 d) Propan – 1 – o1
8. Phenol does not undergo nucleophilic substitution reaction easily due to: [1]

a) Instability of phenoxide ion b) Partial double bond character of C-OH bond

c) Acidic nature of phenol d) Partial double bond character of C-C bond

9. Which of the following species can act as the strongest base? [1]

a) b) ⊖
OR

c) ⊖
OH d) ⊖
C6 H5

10. IUPAC name of the following compound is C H 3 − C H − OC H3 is ________. [1]

|

C H3

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

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

11. Grignard reagent (CH3MgBr) on reaction CH3OH will give: [1]

a) Aldehyde b) Ethane

c) Ester d) Methane
12. When nitrobenzene is heated with tin and concentrated HCl, the product formed is: [1]

a) b)

c) d)

13. Which of the following compounds is aromatic alcohol? [1]

a) B, C b) A, D

c) A, B, C, D d) A
14. Which of the following reagents can be used to oxidise primary alcohols to aldehydes? [1]

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

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

15. Which of the following is most acidic? [1]

a) Cyclohexanol b) Phenol

c) m – Chlorophenol d) Benzyl alcohol

16. An organic compound containing oxygen, upon oxidation forms a carboxylic acid as the only organic product [1]
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

Section B
17. Write the chemical reaction in formation of l - propanol to 2 - bromo propane [2]
18. What happens when cumene is treated with oxygen and the product is hydrolysed with dilute acid? [2]
19. Give one chemical test to distinguish between the following pairs of compounds. [2]
i. Phenol and benzoic acid.
ii. 1-propanol and 2-propanol.
20. Ethanal to propan -2- ol [2]
21. i. Write the mechanism of the following reaction: [2]
+
H

CH3 CH2 OH ⟶ CH2 = CH2 + H2 O

443 K

ii. Write the equation involved in Reimer-Tiemann reaction.

Section C
22. How can diethyl ether be prepared from [3]
i. ethyl iodide
ii. ethyl alcohol?
Why is the boiling point of an ether lower than that of the isomeric alcohols.
23. Give the structures of final products expected from the following reactions: [3]
i. Hydroboration of propene followed by oxidation with H2O2 in alkaline medium.

ii. Dehydration of (CH3)3C–OH by heating it with 20% H3PO4 at 358 K.

iii. Heating of with HI.

24. An organic compound A(C6H6O) gives a characteristic colour with aq. FeCl3 solution. (A) On reacting with [3]

CO2 and NaOH at 400k under pressure gives (B) which on acidification gives a compound (C). The compound

(C) reacts with acetyl chloride to give (D) which is a popular pain killer. Deduce the structure of A,B,C & D.
25. How the following conversions can be carried out? [3]
i. Propene to propan-1-ol
ii. Ethanol to but-1-yne
iii. 1-Bromopropane to 2-bromopropane
26. Give two reactions that show the acidic nature of phenol. Compare acidity of phenol with that of ethanol. [3]
27. When 3-methylbutan-2-ol is treated with HBr, the following reaction takes place: [3]

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 Br

H Br |

C H3 − C H − C H − C H3 −−→ C H3 − C − C H2 − C H3
| | |

C H3 OH C H3

Give a mechanism for this reaction.

28. Draw the structure and name the product formed if the following alcohols are oxidized. Assume that an excess [3]
of oxidizing agent is used.
i. CH3CH2CH2CH2OH
ii. 2-Butanol
iii. 2-methylpropanol
Section D
29. Read the following text carefully and answer the questions that follow: [4]
An owner of a paint company who was using ethanol as solvent noted that his stock of ethanol was misused by
his employees. To prevent this, he decided to add small amount of blue colored compound (A) and another
nitrogen-containing heterocyclic base (B) which gives a foul smell to alcohol.
i. Do you think that he took right decision. (1)
ii. Write the names of compound A and B. (1)
iii. Consumption of methylated ethanol by person can cause blindness and even death. How is methanol
poisoning treated? (2)
OR
A liquid was mixed with ethanol and a drop of concentrated H2SO4 was added to it. A compound with a

fruity smell was formed. The liquid was (2)

30. Read the following text carefully and answer the questions that follow: [4]
Alcohols and phenols are most important compounds used in our daily life. Alcohols are prepared by hydration
of alkenes, fermentation of glucose, reduction of aldehydes, ketones, carboxylic acids and esters. Alcohols are
soluble in water. Boiling points increase with increase in molar mass and decrease with branching. Alcohols on
dehydration gives alkene at 443K, follow carbocation mechanism. Excess of alcohol at 413K on dehydration
with conc. H2SO4 also follow carbocation mechanism but gives diethyl ether. Alcohols undergo nucleophilic

substitution reactions, esterification with carboxylic acids and derivatives like amides, acid halides, acid
anhydride. Phenol is prepared from cumene, diazonium salts, anisole, chlorobenzene. Phenol is used to prepare
salicylaldehyde, salicylic acid, aspirin, methyl salicylate, p-benzoquinone. Phenol undergoes electrophilic
substitution reaction at o & p-position. Ethers are functional isomers of alcohols, have low boiling points. Ethers
are used as solvents. Unsymmetrical ethers are prepared by Williamson synthesis. Ethers react with HI and
undergo SN1 or SN2 mechanism depending upon stability of carbocation formed. Aromatic ethers like anisole
undergoes electrophilic substitution at o & p-position.
i. Out of tert- butyl alcohol and n-butanol, which will undergo dehydration faster and why? (1)
ii. Convert phenol to p-benzoquinone. (1)
iii. Why is C—OH bond length in CH3OH longer than C—OH bond length in phenol? (2)

OR
Why is ROH bond angle in alcohol less than tetrahedral bond angles? (2)
Section E
31. Give structures of the products you would expect when each of the following alcohol reacts with (a) HCl -ZnCl2 [5]

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 HBr and SOCl2.

i. Butan-1-ol
ii. 2-Methylbutan-2-ol
32. Write the structures of organic compound A to F in the following sequence of reactions: [5]
+
Zn concHNO3 Br2 H2 /pt HNO2 H3 O
−→ A −−−−−→ B −−
→ C −−→ D −−−→ E −−−→ F
Δ H2 SO4 HCl

33. a. Account for the following: [5]

i. o-nitrophenol is more steam volatile than p-nitrophenol.

ii. t-butyl chloride on heating with sodium methoxide gives 2-methylpropene instead of t-butylmethylether.
b. Write the reaction involved in the following:
i. Reimer-Tiemann reaction
ii. Friedal-Crafts Alkylation of Phenol
c. Give simple chemical test to distinguish between Ethanol and Phenol.

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