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1. The degree of unsaturation of following compound C8H12O, C3H5N, C4H8O are respectively :
C8H12O, C3H5N, C4H8O
(A) 4,3,2 (B*) 3,2,1 (C) 2,1,3 (D) 2,2,3
2. Which of the following hydrocarbons give same product on hydrogenation.
(A) 2-Methyl hex-1-ene & 3-Methyl hex-3-ene
(B) 3-Ethyl hex-1-en-4-yne & 2-Methylhept-2-en-4-yne
(C) 3-Ethylcycloprop-1-ene & 1,2-Dimethylcycloprop-1-ene
(D*) 2-Methylbut-2-ene & 3-Methylbut-1-ene
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ADVSIP -1
Structure Identification
7. The number of possible monochloro derivatives of 2, 2, 3, 3-Tetramethylbutane is -
2, 2, 3, 3-
(A) 2 (B) 3 (C) 4 (D*) 1
8. Which of the following alkene gives four monochloro (structural isomer) products after hydrogenation ?
(A) Pent-2-ene (B*) 2-Methylbut-2-ene (C) 3-Methylhex-2-ene (D) 2, 3-Dimethylbut-2-ene
4- ?
(A) -2- (B*) 2- -2- (C) 3- -2- (D) 2, 3- -2-
9. Which of the following compound will give four monochloro (structural) product on monochlorination.
O / Zn
10. X 3 +
Y..
The IUPAC name of compound Y is :
(A)2-Cyclohexylbutane (B*)1-Methylpropylcyclohexane
(C) Butylcyclohexane (D)1-Cyclohexylbutane
O / Zn
X 3 +
Y..
Y IUPAC
(A) 2- (B*) 1-
(C) (D) 1-
11. An alkene give two moles of HCHO, one mole of CO2 and one mole of on ozonolysis.
(A) (B*)
(C) (D)
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ADVSIP -2
Structure Identification
12. Which of the following compound on reductive ozonolysis does not give glyoxal as one of the product.
13. Compound A (C6H12) does not absorb H2 in presence of Ni. It forms two monochloro isomers on photochemi-
cal chlorination. Its structure can be :
A (C6H12) Ni H2
16. Identify a reagent from the following list which can easily distinguish between 1-butyne and 2-butyne.
(A) bromine, CCl4 (B) H2/Ni
(C) dilute KMnO4 (D*) ammonical Cu2Cl2 solution
1- 2-
(A) CCl4 (B) H2/Ni
(C) KMnO4 (D*) Cu2Cl2
17. What simple laboratory test could be performed to distinguish between 1-pentyne and 2-pentyne ? (A*)
the addition of Ag+ in ammonia (B) the addition of H2SO4 in Hg+2
(C) the addition of Br2 in CCl4 (D) the addition of H2 on a Pt catalyst.
1- 2-
(A*) Ag+ (B) Hg+2 H2SO4
(C) CCl4 Br2 (D) Pt H2
18. Farnesene is a compound found in the waxy coating of apples. On hydrogenation it gives 2,6,
10-Trimethyl dodecane. On ozonolysis it gives one mole acetone, one mole of formaldehyde, one mole of 2-
Methylpentanedial and one mole of 4-Oxopentanal. The structure proposed for Farnesene may be
(Farnesene) (apples) (waxy)
2, 6, 10-
2- 4-
(A) (B)
(C*) (D)
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ADVSIP -3
Structure Identification
19. A compound P(C5H6) gives positive Bayer test and on hydrogenation form a hydrocarbon B(C5H10) which
gives only one monochloro product. The compound 'P" is.
P(C5H6) B(C5H10)
'P"
20. How many products (structural isomers only) are formed by monochlorination of given compound ?
Ozonolysis
21. An alkene (A) , A is :
(A) , A
22.
Compound 'X' is :
(A) 1-Methylcyclopropene (B) 1, 4-Dimethylcyclohexa-1,4-diene
(C) 1, 4-Dimethylcyclohexa-1,3-diene (D*) 1, 2-Dimethylcyclohexa-1,4-diene
'X'
(A) 1- (B) 1, 4- -1,4-
(C) 1, 4- -1,3- (D*) 1, 2- -1,4-
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ADVSIP -4
Structure Identification
23. The chemical reactions of an unsaturated compound ‘M’ are given below. Determine the possible structural
formula of ‘M’
(M)
‘M’ ‘M’
(M)
24. Which of the following compounds after complete hydrogenation will form three monochloro structural iso-
meric products ?
C CH
(A) (B) (C*) (D*) |
HC C – CH – C CH
25. A organic compound having molecular formula C3H4, react with sodium metal to give a colourless and odourless
gas. Select the correct statements about organic compound.
(A*) It gives Bromine water test
(B*) It reacts with Bayer’s reagent
(C*) It reacts with Tollen’s reagent
(D*) It reacts with Ammonical cuprous chloride.
C3H4
(A*)
(B*)
(C*)
(D*)
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ADVSIP -5
Structure Identification
26.
(A) Structure of X is
(B*) Structure of X is
(D*) Structure of y is
(A) X
(B*) X
(C*) Y, 3
(D*) y
27. Which of the following compound gives 1,4-Dimethyl cyclohexane when undergo catalytic hydrogenation.
1,4-
CH2
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ADVSIP -6
Structure Identification
Ans. 3
30. How many of the following compounds decolorise Br2 water solution ?
Br2
Ans. 5
31.
a, b c
Ans. 5
32. How many alkenes, alkynes and alkadienes can be hydrogenated to form Isopentane (Including all structural
isomers)
Ans. 6
33. ‘n’ number of alkenes yield 2,2,3,4,4-pentamethyl-pentane on catalytic hydrogenation and ‘m’ number of
monochloro structural isomers are possible for this compound.
Report your answer as (n + m).
2,2,3,4,4- ‘n’ (2,2,3,4,4- )
‘m’ (n + m)
Ans. 4
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ADVSIP -7
Structure Identification
34. How many isomeric structural alkene on catalytic hydrogenation gives 3-Methyl hexane.
3-
Ans. 6
H / Ni Cl / h
35. 2
P 2 Q (Total number of monochloro structural products).
H / Ni Cl2 / h
2
P Q ( )
Ans. 2
36. How many hydrocarbons having molecular mass 68 can give white precipitate with Tollen's reagent ?
68 ?
Ans. 2
37. On mixing a certain alkane with chlorine and irradiating it with ultraviolet light, it forms only one
monochloroalkane. This alkane could be : [AIEEE 2003]
(1) propane (2) pentane (3) isopentane (4*) neopentane.
[AIEEE 2003]
(1) (2) (3) (4*)
38. Of the five isomeric hexanes,the isomer which can give two monochlorinated compounds is ?
[AIEEE 2005]
(1) n–Hexane (2*) 2,3-Dimethylbutane (3) 2,2-Dimethylbutane (4) 2-Methylpentane
[AIEEE 2005]
(1) n– (2*) 2,3- (3) 2,2- (4) 2-
39. In the following sequence of reactions, the alkene affords the compound 'B'
O3 H O
CH3CH = CHCH3 A 2 B compound B is [AIEEE 2008, 3/105]
Zn
B
3 O
H O
CH3CH = CHCH3
A 2 B B [AIEEE 2008, 3/105]
Zn
(1) CH3CH3CHO (2) CH3COCH3 (3) CH3CH2COCH3 (4*) CH3CHO
40. Ozonolysis of an organic compound 'A' produces acetone and propionaldehyde in equimolar mixture. Identify
'A' from the following compounds : [AIEEE 2011, 4/120]
(1) 1-Pentene (2) 2-Pentene
(3*) 2-Methyl-2-pentene (4) 2-Methyl-1-pentene
'A'
'A' [AIEEE 2011, 4/120]
(1) 1- (2) 2- (3*) 2- -2- (4) 2- -1-
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ADVSIP -8
Structure Identification
41. Which branched chain isomer of the hydrocarbon with molecular mass 72u gives only one isomer of mono
substituted alkyl halide ? [AIEEE 2012, 4/120]
(1) Tertiary butyl chloride (2*) Neopentane
(3) Isohexane (4) Neohexane
72u
[AIEEE 2012, 4/120]
(1) (2*)
(3) (4)
42. Which compound would give 5-keto-2-methyl hexanal upon ozonolysis ? [JEE Main 2015, 4/120]
5- -2- [JEE Main 2015, 4/120]
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ADVSIP -9