Chemistry

Hydrocarbons

Question:

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

Answer:

The hybridization state of carbon in these three compounds is:
ncert-solutions-class-11th-chemistry-chapter-13-hydrocarbons-30
Since s-electrons are closer to the nucleus, therefore, as the s-character of the orbital making the C—H bond increases, the electrons of C—H bond lie closer and closer to the carbon atom. In other words, the partial +ve charge on the H-atom and hence the acidic character increases as the s-character of the orbital increases. Thus, the acidic character decreases in the order: Ethyne > Benzene > Hexane.

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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.

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

Q 3.

Convert ethylene to ethane.

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.
ncert-exemplar-problems-class-11-chemistry-chapter-13-hydrocarbons-46

Q 5.

What happens when ethanol is heated with cone. H2SO4?

Q 6.

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

Q 7.

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 8.

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

Q 9.

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 10.

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 11.

What are conformations?

Q 12.

Which is more acidic: ethene or ethyne and why?

Q 13.

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 14.

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 15.

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

Q 16.

How will you distinguish between propene and propane?

Q 17.

What are Arenes ?

Q 18.

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

Q 19.

What is polymerization? Give an example.

Q 20.

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

Q 21.

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

Q 22.

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

Q 23.

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

Q 24.

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

Q 25.

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

Q 26.

How will you distinguish between acetylene and ethylene?

Q 27.

Define resonance energy. What is resonance energy of benzene?

Q 28.

Discuss the shape of methane and ethane.

Q 29.

What is decarboxylation ? Give an example.

Q 30.

What do you mean by pyrolysis?

Q 31.

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

Q 32.

What is Lindlar’s catalyst? Give its use.

Q 33.

Why is benzene extra-ordinarily stable though it contains three double bonds?

Q 34.

Why does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?

Q 35.

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

Q 36.

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

Q 37.

ncert-solutions-class-11th-chemistry-chapter-13-hydrocarbons-34

Q 38.

(a) Why are alkenes called unsaturated hydrocarbons?
(b) How will you test the presence of double bond in an alkene?
(c) Name the products formed when propene is subjected to ozonolysis.

Q 39.

How will you separate propene from propyne?

Q 40.

Which are the correct IUPAC names of the following compound
ncert-exemplar-problems-class-11-chemistry-chapter-13-hydrocarbons-20

(a) 5-(2′,2′-Dimethylpropyl)decane
(b) 4-Butyl-2,2-dimethylnonane
(c) 2,2-Dimethyl-4-pentyloctane
(d) 5-neo-Pentyldecane

Q 41.

Arrange the following set of compounds in order of their decreasing relative reactivity with an electrophile, E+.
(a) Chlorobenzene, 2, 4-dinitrochlorobenzene, p-nitrochlorobenzene
(b) Toluene,p—H3C—C6H4—NO2, p—O2N—C6H4—NO2.

Q 42.

What is electrophile in sulphonation?

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.

Why are alkanes called paraffins?

Q 46.

What is Huckel rule?

Q 47.

(a) What effect the branching of an alkane has on its melting point?
(b) Which of the following has highest boiling point?
(i) 2-methyl pentane
(ii) 2, 3-diethyl butane
(iii) 2, 2-dimethyl butane

Q 48.

How will you convert benzene into
(i) p-nitrobromobenzene (ii) m-nitrobromobenzene
 

Q 49.

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

Q 50.

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