Rotation around carbon-carbon single bond of ethane is not completely free. Justify the statement.
Ethane contains carbon-carbon sigma (σ) bond. Electron distribution of the sigma molecular orbital is symmetrical around the intemuclear axis of the C – C bond which is not disturbed due to rotation about its axis. This permits free rotation around aC-C single bond. However, rotation around a C – C single bond is not completely free. It is hindered by a small energy barrier due to weak repulsive interaction between the adjacent bonds. Such a type of repulsive interaction is called torsional strain. Of all the conformations of ethane, the staggered form has the least torsional strain and the eclipsed form has the maximum torsional strain. The energy difference between the two extreme forms is of the order of 12.5 kJ mol-1, which is very small. It has not been possible to separate and isolate different conformational isomers of ethane.
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.
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.
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’.
Why do alkenes prefer to undergo electrophilic addition reaction while arenes prefer electrophilic substitution reaction? Explain.
(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
Write the IUPAC names of the following compounds.
(i) (CH3)CCH2C(CH3)3 (ii) (CH3)2C(C2H5)2
Explain the term aromaticity. What are the necessary conditions for any compound to show aromaticity?
Arrange the following alkyl halides in decreasing order of the rate of β -elimination reaction with alcoholic KOH.
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
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’.
Out of benzene, m-dinitrobenzene and toluene which will undergo nitration most easily and why?
Classify the following compounds into (i) alkanes (ii) alkenes (iii) alkynes (iv) arenes. (a) C6H6 (b) C4H8 (C) C8H8 (d) C5H8 (e) C6H14
Write chemical equations for the combustion reaction of the following hydrocarbons, (i) Butane (ii) Pentene (iii) Hexyne (iv) Toluene
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.
(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.
How will you demonstrate that double bonds of benzene are somewhat different from that of olefins?
Draw Newman and Sawhorse projections for the eclipsed and staggered conformations of ethane. Which of these conformations is more stable and why? .
The intermediate carbocation formed in the reactions of HI, HBr and HC1 with propene is the same and the bond energy of HCl, HBr and HI is 430.5 kJ mol-1,363.7 kJ mol–1 and 296.8 kJ mol-1 What will be the other of reactivity of these halogen acids?
Propanal and pentan-3-ene are the ozonolysis products of an alkene. What is the structural formula of the alkene?
Write down the products ofozonolysis ofl, 2-dimethylbenzene (o-xylene). How does the result support Kekule structure of benzene?
Arrange benzene, n-hexane and ethyne in decreasing order of acidic behaviour. Also give reason for this behaviour.
