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.
Addition of HBr to propene is an example of an electrophilic substitution reaction.
Hydrogen bromide provides an electrophile H+. This electrophile attacks the double bond to form 1° and 2° carbocations.
Secondary carbocations are more stable. Hence, the former predominates since it will form at faster rate. Thus, in the next step, Br- attacks the carbocation to form 2 - bromopropane as major product.
This reaction follows Markovnikov's rule where the negative part of the addendum is attached to the carbon atom having a lesser number of hydrogen atoms.
In the presence of benzoyl peroxide, an addition reaction takes place anti to Markovnikov's rule. The reaction follows a free radical chain mechanism as:
Secondary free radicals are more stable than primary radicals. Hence, the former predominates since it forms at a faster rate. Thus, 1 - bromopropane is obtained as the major product.
In the presence of peroxide, Br free radical acts as an electrophile. Hence, two different products are obtained on addition of HBr to propene in the absence and presence of peroxide.
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.
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.
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.
The ionization constant of dimethylamine is 5.4 x 10-4. Calculate its degree of ionization in its 0.02 M solution. What percentage of dimethylamine is ionized if the solution is also 0.1 M in NaOH?
Kp = 0.04 atm at 899 K for the equilibrium shown below. What is the equilibrium concentration of C2H6 when it is placed in a flask at 4.0 atm pressure and allowed to come to equilibrium?
C2H6 (g) ↔ C2H4 (g) + H2 (g)
Consider the reactions:
(a) H3PO2(aq) + 4 AgNO3(aq) + 2 H2O(l) → H3PO4(aq) + 4Ag(s) + 4HNO3(aq)
(b) H3PO2(aq) + 2CuSO4(aq) + 2 H2O(l) → H3PO4(aq) + 2Cu(s) + H2SO4(aq)
(c) C6H5CHO(l) + 2 [Ag (NH3)2]+(aq) + 3OH-(aq) → C6H5COO-(aq) + 2Ag(s) + 4NH3(aq) + 2 H2O(l)
(d) C6H5CHO(l) + 2Cu2+(aq) + 5OH-(aq) → No change observed.
What inference do you draw about the behaviour of Ag+and Cu2+from these reactions?
In the estimation of sulphur by Carius method, 0.468 g of an organic sulphur compound afforded 0.668 g of barium sulphate. Find out the percentage of sulphur in the given compound.
Draw diagrams showing the formation of a double bond and a triple bond between carbon atoms in C2H4 and C2H2 molecules.
(i) Calculate the number of electrons which will together weigh one gram.
(ii) Calculate the mass and charge of one mole of electrons.
In a reaction A + B2 → AB2 Identify the limiting reagent, if any, in the following reaction mixtures.
(i) 300 atoms of A + 200 molecules of B
(ii) 2 mol A + 3 mol B
(iii) 100 atoms of A + 100 molecules of B
(iv) 5 mol A + 2.5 mol B
(v) 2.5 mol A + 5 mol B
Write down the reactions involved during the formation of photochemical smog.
Calculate the volume occupied by 8.8 g of CO2 at 31.1°C and 1 bar pressure.
R = 0.083 bar L K–1 mol–1.
Explain why is there a phenomenal decrease in ionisation enthalpy from carbon to silicon?
Why the HCl,HF and HI don't show peroxide effect
Why the HCl,HF and HI don't show peroxide effect