ALKANE, ALKENE, ALKYNES & DIENES

Integer answers type questions:

1. The number of carbonyl groups(aldehydic and ketonic) in the product formed
by the following compound on reaction with O3/H2O is:

H3C
CH3
H

H3C
CH3
Baeyer's reagent
HIO4 OH-
A B Products
∆
2. The number of possible
products is
3. How many of the following reactions are correct

a)

b)

c)

4. The no.of intermediate products in the following conversion is

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5.
How many bromine will be present in the major product ?
6. A saturated polyhalogen compound (A) on heating with zinc gives 2-Butyne.
What should be the minimum number of halogen in one molecule of the
reactant (A) to give the product?
7.
2, 2, 4-trimethyl pentane monochlorinated products. The value
of is
8.

In this reaction number of electrophiles participated is

9. No.of possible monochloro substituted products obtained from the reaction,

of is
10. The number of trichloro products possible in the chlorination of ethane is
11. Consider the following compounds :

How many compounds can be prepared by Wurtz reaction in high yield?

12.

Products. Calculate the number of possible monochloro

substituted structural isomeric products.(excluding stereo isomers)

13. No of moles of O3 required for the given reaction

14. On monobromination of a hydrocarbon A ( C5 H12 ) the number of possible

stereoisomers obtained can be ……

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 CH = CH 2

HBr
 
→
15. Products the number of possible products obtained are
…….

16.

The total number of possible products (x + y) (including stereo isomers) is/are

___________

17.
CH CH

N
H
The number of moles of hydrogen in presence of a catalyst that reacts with
the given compound is

18.

∆ ∆
'U ' →
−H O
'V ' 
→ W + H 2O + ( CH 3 )3 N
2

The number of π bonds present in W is

19. In a saturated molecule of cubane, in which carbon atoms occupy the corner
positions of simple cube, what is the degree of unsaturation.
20.
CH CH

N
H

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 The number of moles of hydrogen in presence of a catalyst that reacts with
the given compound is
CH3
21.

Is mono chlorinated through free radical substitution reaction. What is the

total number of possible isomers (Including stereo isomers) that can be
formed.
22.
O

OH

OH
HC  C

(A) How many moles of methane are produced on reaction

of ‘A’ with CH3MgBr.
23. CH 3 − CH − C ≡ C − CH − CH3
| |
OH OH (X)
Total no. of stereoisomers of the product when (X) is reduced by
Na/ liq NH3 (Birch reduction).
24. 14
CH3 - CH = CH 2 reacts with Cl2 at 500°C. Find out no. of possible
products. (including stereoisomers)

25. H3C
CHClBr2
m, no. of stereoisomer Product only
(CH3)3CO - K+
Et
26. The number of compounds including stereoisomers obtained by
monochlorination of 2, 5–dimethyl hexane is
27.
CH 3
Cl2 , hν
CH 3 − CH 2 − CH − CH 2 − CH 3 
( monochlorination ) → P
Find the total number of isomeric
products (P)
28. An alkyne gives ethanoic acid as the only product on ozonolysis. The total
number of cyclic isomers of that alkyne is

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29.
No. of the statement given are not correct
(i) ‘C’ is primary alcohol
(ii)‘B’ form turbidity with lucas reagent after 5-10 minutes and gives yellow ppt
with aqueous bleaching powder
(iii)‘A’ is tertiary alchohol and gives Red ppt during victor mayer reaction
( PI3 , AgNO2 , HNO2 , Base)
(iv)Both ‘B’ and ‘C’ are 20 alcohols respond to haloform reaction
30. The number of organic products (including by-products) formed when a
mixture of chloroethane and chloropropane is treated with sodium in dry ether
is
31. The number of moles of ozone required for the reductive ozonolysis of 1 mol of
the following compound is
CH2

32. How many of the following reagents can be used to distinguish between hex-1-
yne and hex-2-yne?
(a) CuCl/NH3 (b) AgNO3/NH3 (c) Na metal (d) neutral FeCl3
(e) Fehling’s reagent
33. The total number of alkenes possible by the dehydrobromination of
3-bromo-3-cyclohexylcyclohexane using alcoholic KOH is
34. The maximum number of isomeric monobromides possible for the following
compound when it is treated with Br2/UV is
H3C

H3C CH3

35. The number of products formed when methylidene cyclohexane reacts with
NBS is
36. The number of reagents among the following which cannot add to propene by
free radical mechanism in presence of organic peroxides is
(a) HCl (b) HBr
(c) HI (d) CH3SH
(e) BrCCl3

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37. An organic compound (A) has molecular formula C10 H12 . After hydrogenation
molecular formula of the compound obtained is C10 H16 . Sum of rings and
π − bonds possible for organic compound is__
38. Oxidation state of carbon in ethylene ozonide is_______
39. The number of carbonyl groups(aldehydic and ketonic) in the product formed
by

the following compound on reaction with O3/H2O is:

H3C
CH3
H

H3C

40. CH3
Baeyer's reagent
HIO4 OH-
A B Products
∆

The number of possible products is

41.

42.

43. Various Wittig reagents are given below with their reagent number. What is the
number assigned to the reagent which can be useful for converting R2C = O into
R2CHCH = O ?

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ALKANE, ALKENE, ALKYNES & DIENES – KEY SHEET
Integer Answers
1 1 2 2 3 2 4 3 5 1 6 4
7 4 8 1 9 2 10 2 11 3 12 4
13 14 6 15 3 16 8 17 2 18 2
19 5 20 2 Moles 21 8 22 3 23 3 24 4
25 8 26 5 27 8 28 5 29 4 30 7
31 6 32 3 33 2 34 8 35 3 36 2
37 5 38 0 39 1 40 2 41 6 42 5
43 1

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 ALKANE, ALKENE, ALKYNES & DIENES– SOLUTIONS
Integer solutions

1.

2. A= B= Products =
3. Conceptual
4.

5.

6.

7.

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8. The electrophile is
9.

10.
11. Fact.
12.

Free radical mechanism major

13. Conceptual
14. There are 3 chiral carbon containing products each having d & l isomers
15. Fact
16. x = 3+ y = 5 = 8
17. The aromatic ring will not get hydrogenated.
18. CH 2 = CH − CH 2CH = CH 2 (W )
19. Cubane is C8H8
open chain saturated hydrocarbon is C8H18
18 − 8
degree of unsaturation = =5
2
20. The aromatic ring will not get hydrogenated.
21. 1 methyl, 2 methyl and 3 methyl chloro-cyclohexanes can have optical
isomerism.
22. Grignard reagent + active Hydrogen gives hydrocarbon.
H H H
Na/liq. NH 3
H
CH3 C C CH3 anti
CH3 C=C H
OH OH H H OH CH3
23. R S R S

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 H OH H
Na/liq. NH 3
H
CH3 C C CH3 anti
CH3 C = C OH
OH H H H H CH3
R S R R
OH H H H CH3
Na/liq. NH 3
H
CH3 C C CH3 anti
CH3 C = C OH
H OH H H
S S S S

Both R, R and S, S on reduction will give on estereoisomer optically active

Total – 3, Optically active- 2, optically inactive - 1
24. Total no. of possible product - 4

14 Cl2 (5000C) 14 *
CH3 CH CH2 CH3 CH CH2
Free radical
addition Cl Cl
(Total -2)

14
Cl2 5000C 14 Cl2
CH2 CH CH2 Cl CH2 CH CH2
Free radical subs.
+
14
14 CH2 CH CH2 Cl
CH2 CH CH2
(Total - 2)

25. Total 3 chiral centre without symmetry so total product m = 23 =

8.
All optically active.
26. 5
Br CH3 CH3 Br CH3

H3 C H3C *
* CH3 CH3 CH3
Br
CH3 CH3 CH3
27. 8

28. are possible

29. Hydration leads to rearrangement.
HBO gives anti markonikov’s product
Oxymercuration and dmercuration gives markonikov’s product
30. SOL: Butane, hexane, pentane; ethane, propane, ethene, propene (by-
products)
31. Conceptual

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32. SOL: (a) CuCl/NH3 (b) AgNO3/NH3 (c) Na metal
33. Sol:
CH3 CH3
CH3 CH3
CH3 CH3
CH3 CH3
Br

(cis & trans) (cis & trans)

34. Sol: conceptual
35. Sol:
Br
CH2 CH2
Br

(d + l)
36. 2
37. Fact
38. Fact
39.

40.

A= B= Products =
41.

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42. 1-bromo hexane (1); 2-bromo hexane (2); 3-bromohexane (2).
43.

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