Revision test 3 qp (1)
Revision test 3 qp (1)
REVISION TEST-3
Marks: 35 CHEMISTRY (Organic Chemistry) Time : 1HR
_____________________________________________________________________.
There are 15 questions in this question paper.
SECTION A consists of 6 multiple-choice questions carrying 1 mark each.
SECTION B consists of 3 very short answer questions carrying 2 marks each.
SECTION C consists of 3 short answer questions carrying 3 marks each.
SECTION D consists of 1 case-based questions carrying 4 marks each.
SECTION E consists of 2 long answer questions carrying 5 marks each.
SECTION A
1. Arrange the following compounds in increasing order of boiling point.
Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
(a) Propan-1-ol, butan-2-ol, butan-1-ol, pentan-1-ol
(b) Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
(c) Propan-1-ol, butan-2-ol, butan-1-ol, pentan-1-ol
(d) Propan-1-ol, butan-1-ol, butan-2-ol, pentan-1-ol
2. IUPAC name of CH3CH2C(Br) = CH—Cl is
(a) 2-bromo-1-chloro butene (b) 1-chloro-2-bromo butene
(c) 3-chloro-2-bromo butene (d) None of the above
3. What is IUPAC name of the ketone A, which undergoes iodoform reaction to give
CH3CH= C(CH3)COONa and yellow precipitate of CHI3?
(a) 3-Methylpent-3-en-2one (b) 3-Methylbut-2-en- one
(c) 2, 3-Dimethylethanone (d) 3-Methylpent-4-one
4. Methylamine react with HNO2 to form
(a) CH3-O-N=O (b) CH3OH (c) (C2H5)2NH (d) C6H5NHC6H5
Select the most appropriate answer from the options given below:
(a) Both A and R are true and R is the correct explanation of A
(b) Both A and R are true but R is not the correct explanation of A.
(c) A is true but R is false.
(d) A is false but R is true
5. Assertion (A): Reactivity of ketone is more than aldehyde towards nucleophilic addition.
Reason (R): Carbonyl carbon of ketone is less electrophilic as compared to aldehydes.
6. Assertion (A): In Lucas test, 3 alcohols react immediately.
Reason (R): A mixture of anhyd ZnCl2 and conc. HCl is Lucas reagent.
SECTION B
7. (a) Out of C6H5CH2Cl and C6H5CHClC6H5, which is more easily hydrolysed by aqueous KOH.
(b) p-Dichlorobenzene has higher m.p. than those of o- and m-isomers. Justify
8. Give one chemical test to distinguish between
(a) methylamine and dimethylamine. (b) aniline and benzylamine
9. When ethanol is treated with H2SO4 at 423K, the following reaction takes place:
CH3-CH2-OH + H2SO4 CH2=CH2 Give a mechanism for this reaction.
SECTION C
10. (a) Which compound in each of the following pairs will react faster in SN 2 reaction with
-OH and why? i) CH3Br or CH3I ii) (CH3)3CCl or CH3Cl iii) C6H5Cl or C6H5CH2Cl
11. (a) Explain the following giving one example for each:
i) Reimer-Tiemann reaction ii) Kolbe’s reaction
(b) Write the products obtained when benzyl phenyl ether is heated with HI.
12. An alkene ‘A’ (C5H10) on ozonolysis gives a mixture of two compounds ‘B’ and ‘C’.
Compound ‘B’ gives positive Fehling’s test and also reacts with iodine and NaOH solution.
Compound ‘C’ does not give Fehling’s test but forms iodoform. Identify ‘A’, ‘B’ and ‘C’ giving
suitable explanation and write reactions of ozonolysis and iodoform formation.
SECTION D
13. Read the following paragraph and answer the question that follows:
Amines are usually formed from nitro compounds, halides, amides, imides, etc. They exhibit
hydrogen bonding which influences their physical properties. In alkyl amines a combination of
electron releasing, steric and hydrogen bonding factors influence the stability of the substituted
ammonium cations in protic polar solvents and thus affect the basic nature of amines.
Answer the following questions:
(a) Arrange the following in the increasing order of their pkb, values in aqueous solution:
C2H5NH2, (C2H5)2NH, (C2H5)3N
(b) Aniline on nitration gives a substantial amount of m-nitroaniline, though amino group is o/p
directing. why?
(c) An aromatic compound ‘A’ of molecular ‘Formula C7H6O2 on treatment with aqueous
ammonia and heating forms compound ‘B’. Compound B’ on heating with Br2 and aqueous
KOH gives a compound ‘C’ of molecular formula C6H7N. Write the structures of A, B and C.
OR
Complete the following reactions giving main products:
SECTION E
14. (a) Write the structure of A, B, C and D in the following reactions:
i. CH3COOH with PCl5 gives A
ii. A with H2/Pd-BaSO4 gives B
iii. B with LiAlH4 gives D and with CH3MgBr gives C
(b) (CH3)3C-CHO does not undergo aldol condensation. Comment.
15. (a)Give names of the reagents to bring about the following transformations:
(i) Ethanoic acid to ethanol
(ii) Propane-1-ol to propanal
(b) Complete the following reactions:
(i) CH3CH2OH + H2SO4 (443K) →
(ii) CH3-CH2-CH2-O-CH3 + HBr →
(c) How will you distinguish between the following pairs of compounds?
(i) Pentan-2-ol and pentan-3-ol
(ii) Phenol and ethanol