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.
Electrophiles are reagents that participate in a reaction by accepting an electron pair in order to bond to nucleophiles.
The higher the electron density on a benzene ring, the more reactive is the compound towards an electrophile, E+ (Electrophilic reaction).
(a) The presence of an electron withdrawing group (i.e., NO2- and Cl-) deactivates the aromatic ring by decreasing the electron density.
Since NO2- group is more electron withdrawing (due to resonance effect) than the Cl- group (due to inductive effect), the decreasing order of reactivity is as follows:
Chlorobenzene > p - nitrochlorobenzene > 2, 4 - dinitrochlorobenzene
(b) While CH3- is an electron donating group, NO2- group is electron withdrawing. Hence, toluene will have the maximum electron density and is most easily attacked by E+.
NO2- is an electron withdrawing group. Hence, when the number of NO2- substituents is greater, the order is as follows:
Toluene > p-CH3-C6H4-NO2, p -O2 N-C6H4-NO2
Addition of HBr to propene yields 2-bromopropane, while in the presence of benzoyl peroxide, the same reaction yields 1-bromopropane. Explain and give mechanism.
An alkene 'A' on ozonolysis gives a mixture of ethanal and pentan-3-one. Write structure and IUPAC name of 'A'.
Write IUPAC names of the products obtained by the ozonolysis of the following compounds:
(i) Pent-2-ene
(ii) 3,4-Dimethyl-hept-3-ene
(iii) 2-Ethylbut-1-ene
(iv) 1-Phenylbut-1-ene
How would you convert the following compounds into benzene?
(i) Ethyne (ii) Ethene (iii) Hexane
Why does benzene undergo electrophilic substitution reactions easily and nucleophilic substitutions with difficulty?
Arrange benzene, n-hexane and ethyne in decreasing order of acidic behaviour. Also give reason for this behaviour.
Explain why the following systems are not aromatic?
Why is Wurtz reaction not preferred for the preparation of alkanes containing odd number of carbon atoms? Illustrate your answer by taking one example.
How do you account for the formation of ethane during chlorination of methane?
What are the necessary conditions for any system to be aromatic?
What are hybridisation states of each carbon atom in the following compounds ?
(i) CH2=C=O,
(ii) CH3CH=CH2,
(iii) (CH3)2CO,
(iv) CH2=CHCN,
(v) C6H6
What will be the minimum pressure required to compress 500 dm3 of air at 1 bar to 200 dm3 at 30°C?
What are the common physical and chemical features of alkali metals?
Calculate the molecular mass of the following:
(i) H2O
(ii) CO2
(iii) CH4
Assign oxidation number to the underlined elements in each of the following species:
(a) NaH2PO4
(b) NaHSO4
(c) H4P2O7
(d) K2MnO4
(e) CaO2
(f) NaBH4
(g) H2S2O7
(h) KAl(SO4)2.12 H2O
What is the basic theme of organisation in the periodic table?
Explain the formation of a chemical bond.
Choose the correct answer. A thermodynamic state function is a quantity
(i) used to determine heat changes
(ii) whose value is independent of path
(iii) used to determine pressure volume work
(iv) whose value depends on temperature only.
A liquid is in equilibrium with its vapour in a sealed container at a fixed temperature. The volume of the container is suddenly increased.
a) What is the initial effect of the change on vapour pressure?
b) How do rates of evaporation and condensation change initially?
c) What happens when equilibrium is restored finally and what will be the final vapour pressure?
Justify the position of hydrogen in the periodic table on the basis of its electronic configuration.
A reaction, A + B → C + D + q is found to have a positive entropy change. The reaction will be
(i) possible at high temperature
(ii) possible only at low temperature
(iii) not possible at any temperature
(iv) possible at any temperature
In a process, 701 J of heat is absorbed by a system and 394 J ofwork is done by the system. What is the change in internal energy for the process?
Bromine monochloride, BrCl decomposes into bromine and chlorine and reaches the equilibrium:
2BrCl (g) ↔ Br2 (g) + Cl2 (g) for which Kc= 32 at 500 K.
If initially pure BrCl is present at a concentration of 3.3 × 10–3 mol L–1, what is its molar concentration in the mixture at equilibrium?
Write bond line formulas for : Isopropyl alcohol, 2,3-Dimethyl butanal, Heptan-4- one.
Among the following pairs of orbitals which orbital will experience the larger effective nuclear charge?
(i) 2s and 3s,
(ii) 4d and 4f,
(iii) 3d and 3p
Define the bond length.
Explain the important aspects of resonance with reference to the ion.
Draw the resonance structures for the following compounds. Show the electron shift using curved-arrow notation.
(a) C6H5OH
(b) C6H5NO2
(c) CH3CH=CHCHO
(d) C6H5–CHO
(e) C6 H5 - C+H2
(f) CH3CH = CHC+H2
For the following bond cleavages, use curved-arrows to show the electron flow and classify each as homolysis or heterolysis. Identify reactive intermediate produced as free radical, carbocation and carbanion.
Discuss the principle and method of softening of hard water by synthetic ion-exchange resins.