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HYDROCARBONS
Distribution of Marks
PART- A PART- B PART- C PART- D
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2. What are Alkanes? Why are they called Paraffins? Write the structure
of methane.
Alkanes are saturated hydrocarbons containing carbon-carbon single
bond. They are represented by general formula CnH2n+2.
Alkanes are inert under normal conditions, they do not react
with acids, bases and other reagents. Hence they are called paraffins.
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Nomenclature of Alkanes
8 Neo-pentane 2,2-
Dimethylpropane
CH3-CH2-CH2-CH3
n-Butane Isobutane
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4. How Alkanes are prepared from
a) Alkene
By hydrogenation of alkene: Alkene are prepared by the catalytic
hydrogenation of alkene in the presence of catalyst like Nickel or
palladium or platinum.
Ni
CH2=CH2 + H2 2OOC CH3-CH3
b) Alkyne:
By hydrogenation of alkynes: Alkanes are prepared by catalytic
hydrogenation of alkynes in the presence of finely divided catalyst like
Pt, Pd or Ni.
c) Alkyl halide
Alkanes are prepared by the reduction of alkyl halides with zinc and
dilute hydrochloric acid.
R-X + 2[H] Zn / dilHCl
R-H + HX
CH3-Cl + 2[H] Zn / dilHCl
CH4 + HCl
Methyl chloride Methane
C2H5-Br + 2[H] Zn / dilHCl
C2H6 + HBr
Bromoethane Ethane
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b) Decarboxylation
Sodium salts of carboxylic acids on heating with soda lime give
alkanes containing one carbon atom less than the carboxylic acid.
This process of elimination of carbon dioxide from a carboxylic acid is
known as decarboxylation.
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7. Arrange the following alkanes with decreasing order of their boiling
point
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Methyl radical attacks another chlorine molecule to form
chloromethane and a chlorine free radical.
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Isomerisation: n-Alkanes on heating in the presence of anhydrous
aluminium chloride and hydrogen chloride gas isomerise to branched
chain alkanes.
Example:
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14.Write a short note on conformation of ethane.
Conformations: Infinite number of conformations are possible in
ethane molecule due to free rotation around the carbon- carbon single
bond about its axis.
Eclipsed conformation: The conformation in which hydrogen atoms
attached to two carbons are as closed together as possible is called
eclipsed conformation.
Staggered Conformation: The conformation in which hydrogen atom
attached to two carbons are as far apart as possible is called staggered
conformation.
Eclipsed Staggered
In this projection, the molecule is viewed at the C-C bond head on.
Note: The intermediate conformation between eclipsed and staggered
Conformation is called skew conformation.
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repulsions. Thus the molecule have to possess more energy and lesser
stability.
Order of stability decreases from: Staggered > Skew >Eclipsed
Structure of Ethene:
Nomenclature of Alkenes
For nomenclature of alkenes in IUPAC system, the longest chain of
carbon atoms containing double bond is selected. Numbering of the
chain is done from the end which is nearer to double bond. The suffix
-ene replaces -ane of alkane. The first member of alkene is ethene(C2H4).
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18. What type of structural isomerism is shown by Alkenes?
Alkenes higher than propene possess chain isomerism and also
position isomerism. Alkenes higher than propene have different
structures.
Example: C4H8(i)CH3-CH2-CH=CH2 But-1-ene
(ii)CH3-CH=CH-CH3 But-2-ene
(iii) 2-Methylprop-1-ene
Structure (i) and (iii) are examples of chain isomerism.
Structure (i) and (ii) are examples of position isomerism.
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Cis form of alkene is more polar than the trans form. In the trans-but-
2-ene, the two methyl groups are in opposite directions, Therefore,
dipole moments of C-CH3 bonds cancel, thus making the trans form
non-polar.
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c) Dehalogenation of vicinal dihalides: Dihalides in which two halogen
atoms are attached to two adjacent carbon atoms are known as vicinal
dihalides. Vicinal dihalides on treatment with zinc metal lose a molecule
of ZnX2 to form an alkene. This reaction is known as dehalogenation.
b) CH3-CH=CH2 + Cl2→
d)CH2=CH2 +HBr
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24. State markovnikov’s rule.
The rule states that negative part of the adding molecule gets attached
to the unsaturated carbon atom of the alkene or alkyne containing less
number of hydrogen atoms.
2) Formation of carbocation:
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26.What is peroxide effect or Kharash effect orAntimarkovnikov’s
addition?
In the presence of peroxide, addition of HBr to propene takes place
against to the Markovnikov’s rule. This is called peroxide effect.
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28.Explain a) Addition of Sulphuric acid to ethene and propene
Cold concentrated sulphuric acid adds to alkenes in accordance with
Markovnikov rule to form alkyl hydrogen sulphate by the electrophilic
addition reaction.
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30.How to test unsaturation of alkene ?
1) By bromination reaction, reddish orange colour of bromine
solution in carbon tetrachloride is discharged when it add up to
alkene.
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32. Explain polymerisation of Alkene.
A process in which large number of monomer combine to form
polymer is called polymerisation.
Alkene undergo addition polymerisation at high temperature, under
high pressure and in the presence of catalyst. Ex:
Alkynes
Questions carrying 1 ,2 and 3 marks
33.What are alkynes? Give its general formula.
Alkynes are unsaturated hydrocarbon having carbon – carbon triple
bond. They are represented by general formula CnH2n-2.
Nomenclature of Alkynes
In common system, alkynes are named as derivatives of acetylene. In
IUPAC system, they are named as derivatives of the corresponding
alkanes replacing ‘ane’ by the suffix ‘yne’.
Structure Common name IUPAC
H-C ≡ C-H Acetylene Ethyne
H3C-C ≡ C-H Methyl acetylene Propyne
H3C-CH2-C ≡ CH Ethyl acetylene Butyne
H3C-CH2-CH2-C ≡ CH Propyl acetylene Pentyne
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35.What type of structural Isomerism is shown by Alkynes?
Alkyne shows two types of structural isomerism
1) Position isomerism: Two compounds differ in their structures due
to the position of the triple bond, they are known as position
isomers and the phenomenon known as position isomerism.
Ex: H3C-C ≡ C-CH3 H3C-CH2-C ≡ CH
But-2-yne But-1-yne
2) Chain isomerism: Compounds having same molecular formula but
separate skeletons of carbon refer to as chain isomers and the
phenomenon known as chain isomerism.
H3C-CH2-CH2-C ≡ CH
Pent-1-yne 3-Methyl but-1-yne
36. How alkynes are prepared from a) Calcium carbide
Ethyne is prepared by treating calcium carbide with water.
b) Vicinal dihalides.
Vicinal dihalides on treatment with alcoholic potassium hydroxide
undergo dehydrohalogenation. One molecule of hydrogen halide is
eliminated to form alkenyl halide which on treatment with sodamide
gives alkyne.
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38.Why ethyne is acidic in nature in comparison to ethene and ethane?
Explain.
In ethyne, H atoms are attached to the sp hybridised carbon atoms
whereas they are attached to sp2 hybridised carbon atoms in ethene
and sp3 hybridised carbons in ethane. In sp hybridisation, s character
is 50%,in sp2 33.3% and in sp3 25% s character. Due to large s
character in sp carbon atoms in ethyne molecule have highest
electronegativity. Hence carbon attract the shared electron pair of C-H
bond of ethyne and easily liberates proton.
Ex:
b) H2 to Propyne
c) Br2 to Propyne
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d) HBr to Ethyne
e) HBr to Propyne
40. What happens when Ethyne is passed over red hot iron?
Ethyne on passing through red hot iron tube at 873K undergoes cyclic
polymerization. Three molecules polymerise to form benzene.
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Aromatic Hydrocarbons
Questions carrying 1 ,2 and 3 marks
41. What are Aromatic hydrocarbons? Give examples
Organic compounds containing atleast one benzene ring are called
Aromatic hydrocarbons. They are also called Arenes.
Example: Benzene, Toluene, Naphthalene etc
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Benzene reacts with 3 moles of O3 to form benzene triozonide.
C6H6 + 3O3 Benzene triozonide(C6H6O9)
These reactions suggest that benzene is having 3 double bond.
3) Benzene reacts with a molecule of bromine to form bromobenzene
in presence of ferric bromide.This indicates that all the 6 carbon and
6 hydrogen atoms of benzene are identical.
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44.State Huckel rule.
Huckel rule states that a molecule will be aromatic if it possess
following characteristics.
1) Planarity
2) Complete delocalisation of the π electrons in the ring
3) Presence of (4n + 2)π electrons in the ring where n is an integer
(n= 0, 1, 2, . . .). This is often referred to as Hückel Rule.
45. What is Aromaticity ? Explain whether benzene,
cyclopentadienylanion, cycloheptatrienylcation, naphthalene,
anthracene are aromatic or not.
Aromaticity is a property of cyclic (ring shaped) planar (flat)
structures with a ring of resonance bonds that gives increased stability
compared to other geometric or connective arrangements with the
same set of atoms.
Benzene obey’s Huckel’s rule, Benzene is aromatic
6π electrons
4n+2=6
4n=6-2=4
n=1
4n+2=10
4n=10-2=8
n=2 Naphthalene is aromatic
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4n+2=14
4n=14-2=12
n=3
Anthracene is aromatic.
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49.Explain the mechanism of electrophilic substitution reactions
a) Chlorination of Benzene
Arenes react with halogens in the presence of a Lewis acid like anhydrous
FeCl3, FeBr3 or AlCl3 to yield haloarenes.
Mechanism:
(1)Generation of electrophile:
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Mechanism:
d) Nitration of benzene
A nitro group is introduced into benzene ring when benzene is heated
with a mixture of concentrated nitric acid and concentrated sulphuric acid
(nitrating mixture).
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e) Sulphonation of benzene
Benzene on heating with con H2SO4 gives benzene sulphonic acid,this is
called sulphonation of benzene.
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d)Combustion of benzene
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Meta directing group: (deactivating groups) The groups which direct the
incoming group to meta position are called meta directing groups. Some
examples of meta directing groups are –NO2, –CN, –CHO, –COR, –
COOH, –COOR, –SO3H, etc.
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Question bank
I) One marks questions:
1. Name the catalyst used in Friedel – Crafts reaction. (Feb 2015)
2. In which reaction Lindlar’s catalyst is used. (Feb 2016)
3. Draw the eclipsed conformation of ethane. (May 2016)
4. Why are alkenes reactive in nature? (May 2015)
5. Among staggered form and eclipsed form, which one is more stable? (May 2017)
6. Name the hydrocarbon which contains acidic hydrogen. (May 2014)
7. Name the organic product obtained when sodium benzoate is treated with soda
lime.(May 2015)
𝑟𝑒𝑑ℎ𝑜𝑡
8. Complete the following equation 3CH = C H 𝑖𝑟𝑜𝑛𝑡𝑢𝑏𝑒 873 𝐾 (Feb-2018)
II) Two marks questions
1. Write Newman projections of eclipsed and staggered conformations of ethane.
(Feb 2015,2018)
2. State Markovnikov’s rule. (Feb 2015,2018)
3. Why acetylenic hydrogen is acidic in nature? (Feb 2014)
4. State briefly (a) Dihedral angle(b)Huckel rule for aromaticity (Feb 2014)
5. Draw Cis and Trans isomers of the following compounds.
(a)CHCl=CHCl (b)C2H5CH3C = CCH3C2H5 (Feb 2016)
6. Explain Wurtz reaction with example? (Feb 2014, Feb 2017, May 2017)
7. How methane is obtained from decarboxylation reaction? (Feb 2016)
8. Explain Kolbe’s electrolysis method for preparation of ethane from sodium acetate
with equation. (May 2015,2016)
9. Explain Friedel – Crafts reaction with example. (May 2016)
10. What is pyrolysis? Give example. (May 2015)
11. Mention the conditions for aromaticity. (May 2015)
12. How do you convert acetylene (ethyne) to benzene? Give reason. (May 2017)
13. Explain addition of hydrogen to benzene. (May 2017)
14. How do you convert methane to methanol? (May 2014)
15. Name the monomers present in (a) Polythene (b) Polypropene(May 2014)
16. How is benzene prepared from phenol? (May 2014)
17. Write a note on geometrical isomerism in 2- butene. (Feb 2017)
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