Chemistry

Hydrocarbons

Question:

For the following compounds, write structural formulas and IUPAC names for all possible isomers having the number of double or triple bond as indicated:
(a) C4H8 (one double bond) (b) C5H8 (one triple bond)

Answer:

 (a) Isomers of C4H8 having one double bond are:
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Hydrocarbons

Q 1.

In the alkane, CH3CH2—C(CH3)2—CH2—CH(CH3)2, identify 1 °, 2 °, 3 ° carbon atoms and give the number of H-atoms bonded to each one of these.

Q 2.

Convert ethylene to ethane.

Q 3.

What is the hybridisation of central carbon in 1,2-propadiene (CH2=C=CH2)?

Q 4.

Nucleophiles and electrophiles are reaction intermediates having electron rich and electron deficient centres respectively. Hence, they tend to attack electron deficient and electron rich centres respectively. Classify the following species as electrophiles and nucleophiles.
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Q 5.

How will you distinguish between propene and propane?

Q 6.

For the following compounds, write structural formulas and IUPAC names for all possible isomers having the number of double or triple bond as indicated:
(a) C4H8 (one double bond) (b) C5H8 (one triple bond)

Q 7.

Out of benzene, m-dinitrobenzene and toluene which will undergo nitration most easily and why?

Q 8.

What happens when ethanol is heated with cone. H2SO4?

Q 9.

What are conformations?

Q 10.

The relative reactivity of 1 °, 2 ° and 3 ° hydrogens towards chlorination is 1: 3.8 : 5. Calculate the percentages of all monochlorinated products obtained from 2-methylbutane.
 

Q 11.

Arrange the following: HCl, HBr, HI, HF in order of decreasing reactivity towards alkenes.

Q 12.

Which is more acidic: ethene or ethyne and why?

Q 13.

Explain the term aromaticity. What are the necessary conditions for any compound to show aromaticity?

Q 14.

Explain the following with examples:
(i) Wurtz reaction
(ii) Hydrogenation.

Q 15.

What is polymerization? Give an example.

Q 16.

Write the IUPAC names of the following compounds.
(i) (CH3)CCH2C(CH3)3    (ii) (CH3)2C(C2H5)2

Q 17.

Which of the following are correct?
(a) CH3 – O – CH+2 is more stable than CH3 – CH+2
(b) (CH3)2CH+ is less stable than CH3 – CH2 – CH+2
(c) CH2 = CH – CH+2 is more stable than CH3 – CH2 – CH+2
(d) CH2 = CH+ is more stable than CH3 – CH+2
 

Q 18.

The molecules having dipole moment are________ .
(a) 2,2-Dimethylpropane                                            
(b) trans-Pent-2-ene
(c) cw-Hex-3-ene            
(d) 2,2,3,3-Tetramethylbutane

Q 19.

How will you distinguish between acetylene and ethylene?

Q 20.

An alkene ‘A’ contains three C—C, eight C—H, a-bonds, and one C—C n-bond. ‘A’ on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Write the IUPAC name of’A’.

Q 21.

Write down the products ofozonolysis ofl, 2-dimethylbenzene (o-xylene). How does the result support Kekule structure of benzene?

Q 22.

What do you mean by pyrolysis?

Q 23.

Although benzene is highly unsaturated it does not undergo addition reactions. Why?

Q 24.

Write structures of all the alkenes which on hydrogeneration give 2-methylbutane.

Q 25.

Suggest the name of another Lewis acid instead of anhydrous aluminium chloride which can be used during ethylation of benzene.

Q 26.

What is decarboxylation ? Give an example.

Q 27.

Which type of isomerism is exhibited by but-l-yne and but-2-yne?

Q 28.

What is electrophile in sulphonation?

Q 29.

How will you demonstrate that double bonds of benzene are somewhat different from that of olefins?

Q 30.

Arrange benzene, n-hexane and ethyne in decreasing order of acidic behaviour. Also give reason for this behaviour.

Q 31.

What happens when benzene is treated with excess of Cl2 in presence of sunlight? Give chemical reaction.

Q 32.

What are Arenes ?

Q 33.

Discuss the preparation of alkanes by Wurtz reaction. What is the limitaHon of the reaction?

Q 34.

Write the structure of the alkene which on reductive ozonolysis gives butanone and ethanol.

Q 35.

For an electrophilic substitution reaction, the presence of a halogen atom in the benzene ring ;
(a) deactivates the ring by inductive effect
(b) deactivates the ring by resonance
(c) increases the charge density at ortho and para-positions relative to meta-position by resonance
(d) directs the incoming electrophile to meta-position by increasing the
charge density relative to ortho and para-positions. ‘

Q 36.

Alkynes on reduction with sodium in liquid ammonia form trans alkenes. Will butene formed on the reduction of but-2-yne show geometrical isomerism?

Q 37.

Why does the presence of a nitro group-make the benzene ring less reactive in comparison to the unsubstituted benzene ring? Explain.

Q 38.

Draw the cis- and trans-structures for hex-2-ene. Which iosmer will have higher b.p. and why?

Q 39.

What is Lindlar’s catalyst? Give its use.

Q 40.

What is Huckel rule?

Q 41.

What happens when benzene is treated with acetyl chloride in presence of AlCl3?

Q 42.

Define resonance energy. What is resonance energy of benzene?

Q 43.

Classify the following compounds into (i) alkanes (ii) alkenes (iii) alkynes (iv) arenes.  (a) C6H6 (b) C4H8 (C) C8H8 (d) C5H8 (e) C6H14

Q 44.

An alkene ‘A’ contains three C-C, eight C-H σ bonds and one C-C Ï€ bond. ‘A' on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Deduce IUPAC name of’A’.

Q 45.

Arrange the following carbanions in order of their decreasing stability.
(A) H3C-C ≡ C                                                                                
(B) H-C ≡ C
(C) H3C – CH2
(a) A>B>C
(b) B>A>C
(c) C>B>A
(d) C>A>B

Q 46.

Which are the correct IUPAC names of the following compound
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(a) 5-(2′,2′-Dimethylpropyl)decane
(b) 4-Butyl-2,2-dimethylnonane
(c) 2,2-Dimethyl-4-pentyloctane
(d) 5-neo-Pentyldecane

Q 47.

Four structures are given in options (a) to (d). Examine them and select the aromatic structures.

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Q 48.

Rotation around carbon-carbon single bond of ethane is not completely free. Justify the statement.

Q 49.

Draw Newman and Sawhorse projections for the eclipsed and staggered conformations of ethane. Which of these conformations is more stable and why? .

Q 50.

Suggest a route for the preparation of nitrobenzene starting from acetylene.