Why does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?
Due to the presence of an electron cloud containing 6 n-electrons above and below the plane of the ring, benzene is a rich source of electrons. Consequently, it attracts the electrophiles (electron-deficient) reagents towards it and repels nucleophiles (electron- rich) reagents. As a result, benzene undergoes electrophilic substitution reactions easily and nucleophilic substitutions with difficulty.
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.
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.
Explain the term aromaticity. What are the necessary conditions for any compound to show aromaticity?
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
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)
Write the IUPAC names of the following compounds.
(i) (CH3)CCH2C(CH3)3 (ii) (CH3)2C(C2H5)2
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
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.
Arrange the following: HCl, HBr, HI, HF in order of decreasing reactivity towards alkenes.
Arrange the following carbanions in order of their decreasing stability.
(A) H3C-C ≡ C–
(B) H-C ≡ C–
(C) H3C – CH–2
(a) A>B>C
(b) B>A>C
(c) C>B>A
(d) C>A>B
Why does the presence of a nitro group-make the benzene ring less reactive in comparison to the unsubstituted benzene ring? Explain.
How will you demonstrate that double bonds of benzene are somewhat different from that of olefins?
What happens when benzene is treated with excess of Cl2 in presence of sunlight? Give chemical reaction.
Out of benzene, m-dinitrobenzene and toluene which will undergo nitration most easily and why?
Suggest the name of another Lewis acid instead of anhydrous aluminium chloride which can be used during ethylation of benzene.
(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.
Write down the products ofozonolysis ofl, 2-dimethylbenzene (o-xylene). How does the result support Kekule structure of benzene?
Why does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?
(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
Which are the correct IUPAC names of the following compound
(a) 5-(2′,2′-Dimethylpropyl)decane
(b) 4-Butyl-2,2-dimethylnonane
(c) 2,2-Dimethyl-4-pentyloctane
(d) 5-neo-Pentyldecane
Arrange benzene, n-hexane and ethyne in decreasing order of acidic behaviour. Also give reason for this behaviour.
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.
Classify the following compounds into (i) alkanes (ii) alkenes (iii) alkynes (iv) arenes. (a) C6H6 (b) C4H8 (C) C8H8 (d) C5H8 (e) C6H14
Draw Newman and Sawhorse projections for the eclipsed and staggered conformations of ethane. Which of these conformations is more stable and why? .
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’.
Draw the cis- and trans-structures for hex-2-ene. Which iosmer will have higher b.p. and why?
