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.
Chlorine is prepared in the laboratory by treating manganese dioxide (MnO2) with aqueous hydrochloric acid according to the reaction
4HCl(aq) + MnO2(s) → 2H2O(l) + MnCl2(aq) + Cl2(g)
How many grams of HCl react with 5.0 g of manganese dioxide?
What sorts of informations can you draw from the following reaction ?
(CN)2(g) + 2OH-(aq) → CN-(aq) + CNO-(aq) + H2O(l)
Potassium carbonate cannot be prepared by Solvay process. Why?
Discuss the general characteristics and gradation in properties of alkaline earth metals.
How do you count for the following observations?
(a) Though alkaline potassium permanganate and acidic potassium permanganate both are used as oxidants, yet in the manufacture of benzoic acid from toluene we use alcoholic potassium permanganate as an oxidant. Why? Write a balanced redox equation for the reaction.
(b) When concentrated sulphuric acid is added to an inorganic mixture containing chloride, we get colourless pungent smelling gas HCl, but if the mixture contains bromide then we get red vapour of bromine. Why?
Pressure is determined as force per unit area of the surface. The SI unit of pressure, Pascal is as shown below:
1Pa = 1N m–2
If mass of air at sea level is 1034 g cm–2, calculate the pressure in Pascal.
Consider the reactions:
(a) 6CO2(g) + 6H2O(l) → C6H12O6(aq) + 6O2(g)
(b) O3(g) + H2O2(l) → H2O(l) + 2O2(g)
Why it is more appropriate to write these reactions as:
(a) 6CO2(g) + 12H2O(l) → C6H12O6(aq) + 6H2O(l) + 6O2(g)
(b) O3(g) + H2O2(l) → H2O(l) + O2(g) + O2(g)
Also suggest a technique to investigate the path of the above (a) and (b) redox reactions.
The skeletal structure of CH3COOH as shown below is correct, but some of the bonds are shown incorrectly. Write the correct Lewis structure for acetic acid.
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
How would you explain the fact that the first ionization enthalpy of sodium is lower than that of magnesium but its second ionization enthalpy is higher than that of magnesium?
Why the HCl,HF and HI don't show peroxide effect
Why the HCl,HF and HI don't show peroxide effect