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?
Write down the products of ozonolysis of 1,2-dimethylbenzene (o-xylene). How does the result support Kekule structure for benzene?
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.
Whenever a reaction between an oxidising agent and a reducing agent is carried out, a compound of lower oxidation state is formed if the reducing agent is in excess and a compound of higher oxidation state is formed if the oxidising agent is in excess. Justify this statement giving three illustrations.
Calculate the enthalpy change on freezing of 1.0 mol of water at 10.0°C to ice at -10.0°C. ΔfusH = 6.03 kJ mol-1 at 0°C.
Cp[H2O(l)] = 75.3 J mol-1 K-1
Cp[H2O(s)] = 36.8 J mol-1 K-1
For the reaction at 298 K,
2A + B → C
ΔH = 400 kJ mol-1and ΔS = 0.2 kJ K-1mol-1
At what temperature will the reaction become spontaneous considering ΔH and ΔS to be constant over the temperature range?
Write the complete symbol for the atom with the given atomic number (Z) and Atomic mass (A)
(i) Z = 17, A = 35
(ii) Z = 92, A = 233
(iii) Z = 4, A = 9
Do you expect different products in solution when aluminium(III) chloride and potassium chloride treated separately with
(i) normal water
(ii) acidified water, and
(iii) alkaline water?
Write equations wherever necessary.
The bromine atom possesses 35 electrons. It contains 6 electrons in 2p orbital, 6 electrons in 3p orbital and 5 electrons in 4p orbital. Which of these electron experiences the lowest effective nuclear charge?
If the photon of the wavelength 150 pm strikes an atom and one of its inner bound electrons is ejected out with a velocity of 1.5 × 107 ms–1, calculate the energy with which it is bound to the nucleus.
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?
Which of the following pairs of elements would have a more negative electron gain enthalpy?
(i) O or F
(ii) F or Cl
Write down the reactions involved during the formation of photochemical smog.
Why the HCl,HF and HI don't show peroxide effect
Why the HCl,HF and HI don't show peroxide effect