ORGANIC CHEMISTRY

TARGET DAILY PRACTICE PROBLEMS

JEE (ADVANCED) : 2014 DPP

COURSE NAME : UMANG (UP) DATE : 22.04.2013 to 27.04.2013 DPP NO. 04

DPP No. 04
SCQ
Me
CH3 CD2 CH–CH3
C=C CF3
1. 14
CH3 CH2 C=C
H CH2–Cl
Configuration of both the double bond in this compound respectively are
(A) 2E 4E (B) 2E 4Z (C) 2Z 4E (D) 2Z 4Z
2. The number of geometrical isomers in the following compound,
CH3 – CH = CH – CH = CH – C2H5 is -
(A) 4 (B) 3 (C) 2 (D) 5
3. Which of the following statements is not correct ?
(A) Molecules that are superimposable on their mirror images are chiral
(B) Molecules that are not superimposable on their mirror images are chiral
(C) A compound whose molecules are chiral can not exist as diastereomer
(D) A compound whose molecules are achiral can not exist as enantiomers
4. An organic compound with only one carbon will show optical isomerism if –
(A) Four groups attahced to C atom are different
(B) Three groups attached to C atom are different
(C) Two groups attached to C atom are different
(D) All the groups attached to C atom are same
5. The compound having asymmetric carbon atom is –
(A) CH3CHOHCH3 (B) (CH3)2C(C2H5)2
(C) C2H5CHClCH3 (D) C2H5CH (CH3)CH2CH3
6. Which of the following compounds possesses a chiral centre -

H OH
CH3
(A) (B) (C) (D)

MCQ
7. Find out the correct option(s) ?

NH
D
CH3
C=C
(A) C=C Orientation is E (B) H Orientation is Z
H NH

CH3
(C) Orientation is Z (D) geometrical isomers are not possible
CH3

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Subjective

8. Arrange the groups or atoms accroding to their priority order using CIP sequence rules ?

(1) , , –CH2–CH3 , –CH=CH2 , –CCH

(2) –COOH, –COCl, –CONH2 ,–CHO, –COCH3

(3) –CH2–NH2, –CH2–Cl, –CH2–Br,–CH2–CN, –CH2–CH2–Cl , –CH2–OH

(4) –CN, –OH, Cl, –D, –H, –SO3H, –SH, –F, Br, I, –NH2

9. Calculate total number of geometrical isomers in following compounds

(i) CH3–CH=CH–CH=CH–CH=CH–CH3

(ii)

(iii) CH2=C=CH–CH2–CH=C=C=CH–Me

(iv)

(v)

(vi) Br – CH = C = C = CH – CH = CH – Br

10. How many chiral carbon atoms are present in the following compounds?

(i) (ii)

(iii) (iv)

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MTC

11. Match the following structural formulae with their possible geometrical isomers?
Column I Column II
(Structural formula) (Total geometrical isomers)

(A) CH3–CH = CH CH2–CH3 (p) 8

CH=CH–CH3
(B) CH3–CH = C (q) 6
CH=CH–CH3

(C) CH –CH=CH CH=CH–CH3 (r) 4

3

(D) Cl – CH = CH – CH = CH – CH = CH – CH3 (s) 2

Answer Key

DPP No. 04

1. (A) 2. (A) 3. (A) 4. (A) 5. (C) 6. (A) 7. (ABD)

8. (1) –CCH > > > –CH=CH2 > –CH2–CH3

(2) –COCl > –COOH, > –CONH2 > –COCH3 > –CHO
(3) –CH2–Br > –CH2–Cl > –CH2–OH > –CH2–NH2 > –CH2–CN > –CH2–CH2–Cl
(4) I > Br > Cl > –SO3H > –SH > –F > –OH > –NH2 > –CN > –D > –H

9. (i) 6, (ii) 8, (iii) 2, (iv) geometrical isomerism is not possible, (v) 2, (vi) 4 ]

10. (i) 2, (ii) 3, (iii) 4, (iv) 10 11. (A) – s ; (B) – r ; (C) – q ; (D) – p

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