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Hydrocarbons Test - 59

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Hydrocarbons Test - 59
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  • Question 1
    1 / -0
    $$CH_4+Cl_2\xrightarrow{hv} CH_3Cl+HCl$$
    To obtain high yields of $$CH_3Cl,$$ the ratio of $$CH_4$$ to $$Cl_2$$ must be:
    Solution
    $$CH_4+Cl_2 \xrightarrow [] {hv} CH_3Cl+HCl$$
    To obtain high yields of $$CH_3Cl$$, the ratio of $$CH_4$$ to $$Cl_2$$ must be high, otherwise if we take low ratio of $$CH_4$$ to $$Cl_2$$ i.e. excess $$Cl_2$$ has been used then there will be formation of more than mono substituted products i.e. $$CH_2Cl_2, CHCl_3, CCl_4$$
  • Question 2
    1 / -0
    Arrange the following alkanes in decreasing order of their heats of combustion.
    (i) $$\underset{(Neo-pentane) \, }{CH_3-\overset{CH_3}{\overset{|}{\underset{CH_3}{\underset{|}{C}}}}-CH_3}$$

    (ii) $$\underset{(Iso-pentane)}{CH_3-\underset{CH_3}{\underset{|}{CH}}-CH_2-CH_3}$$

    (iii)$$\underset{(n-pentane)}{CH_3-CH_2-CH_2-CH_2-CH_3}$$
    Solution
                $$CH_3$$
    $$H_3C-\underset {|}{\overset {|}{C}}-CH_3$$          $$CH_3-\underset {|}{CH}-CH_2-CH_3$$          $$CH_3CH_2CH_2CH_2-CH_3$$
                $$CH_3$$                                 $$CH_3$$
      $$Neopentane (i)$$              $$Iso-pentane (ii)$$                         $$n-pentane (iii)$$

    We know that alkanes that are more branched, have less heat of combustion than a less branch one. Thus here heat of combustion order will be:
    $$n-pentane(iii) > isopentane (ii) > Neopentane (i)$$.

    Because here $$Neopentane$$ is more branched than $$isopentane$$ which is again more branched than $$n-pentane$$.
  • Question 3
    1 / -0
    $$CH_3-{\overset{CH_3}{\overset{|}C}}=CH_2 \, + \, (CH_3)_2CHCH_3 \, \xrightarrow[273K]{HF} \, C_8H_{18} \, (A)$$
    Unknown $$(A)$$ in the above reaction is:
    Solution

    The product is $$2,2,4-trimethyl$$ $$pentane$$

    $$\rightarrow$$ First alkane attacks on acid and takes proton.

    $$\rightarrow$$ $$F^{\circleddash}$$ abstract proton from alkane and form carbanion.

  • Question 4
    1 / -0
    Halogenation is a substitution reaction, where halogen replaces one or more hydrogens of hydrocarbon.
    Chlorine free radical make $$1^{\circ} ,2^{\circ} ,3^{\circ}$$ radicals with almost equal ease, whereas bromine free radicals have a clear preference for the formation of tertiary free radicals. So , bromine is less reactive, and more selective whereas chlorine is less selective and more effective.
    The relative rate of abstraction of hydrogen by Br is
    $$\underset{(1600)}{3^\circ} \, > \, \underset{(82)}{2^\circ} \, > \, \underset{(1)}{1^\circ}$$
    The relative rate of abstraction of hydrogen by Cl is 
    $$\underset{(5)}{3^\circ} \, > \, \underset{(3.8)}{2^\circ} \, > \, \underset{(1)}{1^\circ}$$
    B.Above product will obtained in better yield if X is 

    Solution
    For the reaction $$R-H+X_2\overset {h\nu}{\longrightarrow} R-X+HX$$ to be obtained in better yeild, $$X$$ must be Bromine, This is because $$R$$ is a $$3^o$$ radical, hence we know relative rate of Bromination is very high.
  • Question 5
    1 / -0
    On halogenation, an alkane gives only one monohalogenated product. The alkane may be:
    Solution
    A contains $$4$$ different $$H$$ atoms that's why A gives $$4$$ different mono halogenated product. But B and C have all equivalent $$H-$$atoms giving only one chlorinated (monosubstituted) product.

  • Question 6
    1 / -0
    In the reaction,
    $$C_6H_6+CO+HCl \xrightarrow[AlCl_3]{anhyd.}X+HCl$$ 
    The compound $$X$$ is:
  • Question 7
    1 / -0
    In the preparation of alkanes, a concentrated aqueous solution of sodium or potassium salts of saturated carboxylic acid are subjected to:
    Solution
    Carboxylic acids are electrolysed to form alkyl radical which combines to form alkane.
    $$R-COO^- \rightarrow R-\overset{\overset{O}{||}}{C}-\dot{O}\rightarrow \dot{R}+CO_2$$
    $$\dot{R}+\dot{R} \rightarrow R_2$$
  • Question 8
    1 / -0
    How many ionizable hydrogen's are there in the following compound?

    Solution
    Ionizable hyd are those where carbocation is stable:

  • Question 9
    1 / -0
    The barrier for rotation about the indicated bond is only $$14\ kcal/mol$$. This barrier is much lower than the barrier for rotation about $$C=C$$ bond in ethylene. The smaller barrier in this compound is due to:

  • Question 10
    1 / -0
    The arrangement of $${ \left( { CH }_{ 3 } \right)  }_{ 3 }C-,{ \left( { CH }_{ 3 } \right)  }_{ 2 }CH-,{ CH }_{ 3 }{ CH }_{ 2 }-$$ when attached to benzene or unsaturated group in increasing order of activating effect is:
    Solution
    The order of increasing activation order is 
    $${ \left( { CH }_{ 3 } \right)  }_{ 3 }C-\quad <\quad { \left( { CH }_{ 3 } \right)  }_{ 2 }CH-\quad <\quad { CH }_{ 3 }{ CH }_{ 2 }-$$
    The greater the number of alkyl groups attached to a positive carbon atom, hyper conjugation increases and thus stability the cation.
    As $${ \left( { CH }_{ 3 } \right)  }_{ 3 }C-$$ has more alkyl groups attached it is more stable.
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