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GOC-Level:I KVPY

1. The weakest acid among the following is


(a) CH3COOH (b) CH2ClCOOH
(c) CHCl2COOH (d) CCl3COOH

2. Which of the following is not true about homolytic fission?


(a) It takes place when two atoms are of similar electronegativity
(b) The products are free radicals
(c) It requires less energy than in heterolytic fission
(d) The products formed are ions

3. In CH3CH2OH, the bond that undergoes heterolytic cleavage most readily is


(a) C—C (b) C—O
(c) C—H (d) O—H

4. Which of the following free radicals is most stable?


(a) Primary (b) Methyl
(c) Secondary (d) Tertiary

5. Which of the following is not an electrophile?>


(a) NH3 (b) BF3
(c) AlCl3 (d) Hg2+

6. CH3CHCl2 and CH2Cl.CH2Cl show which type of isomerism?


(a) Functional (b) Chain
(c) Position (d) Metamerism

7. C2H7Cl has how many isomers?


(a) 2 (b) 3
(c) 4 (d) 5

8. Keto - enol tautomerism is observed in


O O
(a) || (b) ||
C6H5 C H C6H5  C CH3
O CH3
O ||
(c) || (d) C 6 H 5  C C  C 6 H 5
C6H5  C C6H5
CH3

9. The maximum number of isomers for an alkene with molecular formula C4H8 is
(a) 2 (b) 3
(c) 4 (d) 5

10. Meso-Tartaric acid is optically inactive due to the presence of


(a) Molecular symmetry (b) Molecular asymmetry
(c) External compensation (d) Two asymmetric C-atoms

11. Which of the following compounds is optically active


(a) CH3CH2COOH (b) CH3CHOHCOOH
(c) HOOC.CH2.COOH (d) CH3.CO.COOH

12. Which of the following has asymetric carbon atom?


Cl Br H Cl

(a) H—C—C—H (b) H—C—C—Cl

H H H H
H Cl H H

(c) H—C—C—H (d) H—C—C—Cl

H H Br OH

13. How many types of carbon atoms are present in 2,2,3-timethyl pentane?
(a) One (b) Two
(c) Three (d) Four

14. The compound having both sp and sp2 hybridised carbon atom is
(a) Propene (b) Propyne
(c) Propadiene (d) None

15. The number of sigma and pi bonds in 1-buten-3-yne are


(a) 5 sigma and 5 pi (b) 7 sigma and 3 pi
(c) 8 sigma and 2 pi (d) 6 sigma and 4 pi

16. The stability of the carbocation decreases in the order


(a) RCH  R3C  RCH2  CH3 (b) R3C  R2CH  RCH2  CH3
(c) CH3  R2CH  RCH2  R3C (d) CH3  RCH2  R2CH  R3C
17. The correct arrangement of acid strength is decreasing order is
(a) (CH3)3CCOOH CH3COOH CCl3COOH  O2NCH2COOH
(b) CH3COOH  (CH3)3C COOH O2NCH2COOH  CCl3COOH
(c) O2NCH2COOH  (CH3)3CCOOH  CH3COOH  CCl3COOH
(d) CCl3COOH  O2NCH2COOH  CH3COOH  (CH3)3CCOOH

18 Most stable carbanion is


(a) (CH3)3C– (b) (CH3)2CH–
(c) CH3CH2– (d) (C2H5)3C–

19. The IUPAC name of (CH3)2C—CH=CH2 is


(a) 1,1-dimethyl1-3-butene (b) 3,3-dimethyl-1-butene
(c) 3,3,3-trimethyl-1-propene (d) 1,1,1-trimethyl-2-propene

20. The IUPAC name of the following compound

(a) 1,3,5-triheptene (b) 2,4,6-triheptene


(c) 2,4,6-heptatriene (d) 1,3,5-heptatriene
GOC-Level:II KVPY

1. The stability order of the following carbocations is


+
+ +
+
() () () (V)
(A) (I)  (II )  (III )  (IV ) (B) (II )  (IV )  (III )  (I)
(C) (IV )  (III )  (II )  (I) (D) (II )  (III )  (I)  (IV )
2. Most stable carbanion is
(A) (CH3)3C– (B) (CH3)2CH–
(C) CH3CH2– (D) (C2H5)3C–
3. The strongest base among the following is
(A) CH3NH2 (B) C6H5NH2
(C) C6H5NHC6H5 (D) (C6H5)3N
4. The stable intermediate among the following is
(A) NC-CH2+ (B) O2N-CH2+
(C) F3C-CH2 + (D) MeO-CH2+
5. The correct arrangement of acid strength is decreasing order is
(A) (CH3)3CCOOH CH3COOH CCl3COOH  O2NCH2COOH
(B) CH3COOH  (CH3)3C COOH O2NCH2COOH  CCl3COOH
(C) O2NCH2COOH  (CH3)3CCOOH  CH3COOH  CCl3COOH
(D) CCl3COOH  O2NCH2COOH  CH3COOH  (CH3)3CCOOH
6. Which of the following can not show electrometric effect?
(A) alkenes (B) ketones
(C) aldehydes (D) ethers
7. The most acidic compound listed below is
(A) 2, 4, 6-trinitrophenol (B) o-nitrophenol
(C) phenol (D) methanol
8. How many 3° carbon atoms are there in the compound?
CH3 CH3

H3C—C—CH2—C—CH3

CH3 CH3
(A) 0 (B) 2
(C) 4 (D) 3
9. Th enolic form of acetone contains
(A) 9  bonds, 1  bond and 2 lone pairs (B) 8  bonds, 2 bonds and 2 lone pairs
(C) 10  bonds, 1  bond and 1 lone pair (D) 9  bonds, 2  bonds and 1 lone pair
10. Which of the following is easily de-brominated?
(A) (B)

Br Br
(C) Br (D) Br

11. Which of the following has the least heat of hydrogenation?


(A) 1-butene (B) Cis-2-butene
(C) trans-2-butene (D) 1- pentene
12. Arrange the following acids in order of decreasing pKa value
COOH COOH COOH COOH

NO2 CN OH CH3

(I) (II) (III) (IV)


(A) III>IV>II>I (B) III>II>IV>I
(C) I>II>III>IV (D) IV>II>III>I
13. The stability of the carbocation decreases in the order
(A) RCH  R3 C  RCH2  CH3 (B) R3 C  R2CH  RCH2  CH3
(C) CH3  R2CH  RCH2  R3 C (D) CH3  RCH2  R2CH  R3 C
14. The compound which gives most unstable carbonium ion on dehydration is
CH
3
(A) CH3-CH2-OH (B) I
CH3  C  OH
I
CH
3
CF3
(C) (D) I
CH3  CH  CH  OH CF3  C  OH
2
I I
CH CF
3 3

15. The number of hyperconjugable hydrogen atom in this species is


CH3
CH3—C—CH2
CH3
(A) Zero (B) Nine
(C) Two (D) Four
16. Which of the following can act like an acid as well as a base?
(A) CO3– – (B) H2CO3
(C) HCO3 (D) HCl
17. IUPAC name for CH3—CH—CH2—C—(CH3)2 is :
OH OH
(A) 1,1-dimethyl –1,3 butane diol (B) 4-methyl-2,4-pentanedine
(C) 2-methyl-2,4 pentanediol (D) 1,3,3-trimethyl –1, 3-propane diol
18. The correct name for the compound
OH Br

CH3—CH—CH2—CH2—CH—CHO is
(A) 2-bromo-5-hydroxy-1-hexanal (B) 1-bromo-4 hydroxy pentanal
(C) 2-hydroxy –5-bromo-6- hexanal (D) none of the above
19. The correct IUPAC name of the CH2Br—CH=CH—CH2OH is
(A) 4-Bromobutenol (B) 4-Bromo-2-buten –1-ol
(C) 4-hydroxy-2-Butenylbromide (D) 4-Bromo-2-Butenol-1

Cl
20.
The IUPAC of H3C—C—CH2CH=CHCH3
HO
(A) 5-chloro-2-hydroxyhexene (B) 2-chloro-5-hydroxyhexene
(C) 2-chloro-2-hydroxy-5-hexene (D) 2-chloro-4-hexene-2-ol

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