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Hydrocarbons question

2023 · 6 Apr · Shift 1 · Q14
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Hydrocarbons question

2023 · 6 Apr · Shift 1 · Q14

JEE MainChemistryHydrocarbonsNumerical+4 / −1
Number of bromo derivatives obtained on treating ethane with excess of Br2\mathrm{Br}_{2}Br2​ in diffused sunlight is ‾\underline{\hspace{2cm}}​
Numerical answer
View written solutionFree

Correct answer: 9

  1. What happens in diffused sunlight?
    Ethane undergoes free-radical substitution with excess Br2\mathrm{Br_2}Br2​, so one or more H atoms can be replaced by Br.

  2. Count all distinct brominated products of ethane
    Ethane is C2H6\mathrm{C_2H_6}C2​H6​. Since the two carbon atoms are equivalent, distinct products arise only from different distributions of Br atoms on the two carbons.

    Let the product be C2H6−nBrn\mathrm{C_2H_{6-n}Br_n}C2​H6−n​Brn​, where n=1n=1n=1 to 666.

    We count distinct structural arrangements for each nnn:

    For n=1n=1n=1: Monobromoethane

    Only one product: CH3CH2Br\mathrm{CH_3CH_2Br}CH3​CH2​Br Count =1=1=1

    For n=2n=2n=2: Dibromoethanes

    Possible distributions of 2 Br on the two carbons:

    • (2,0)(2,0)(2,0): CH3CHBr2\mathrm{CH_3CHBr_2}CH3​CHBr2​ (1,1-dibromoethane)
    • (1,1)(1,1)(1,1): CH2BrCH2Br\mathrm{CH_2BrCH_2Br}CH2​BrCH2​Br (1,2-dibromoethane) Count =2=2=2

    For n=3n=3n=3: Tribromoethanes

    Possible distributions:

    • (3,0)(3,0)(3,0): CH3CBr3\mathrm{CH_3CBr_3}CH3​CBr3​ (1,1,1-tribromoethane)
    • (2,1)(2,1)(2,1): CH2BrCHBr2\mathrm{CH_2BrCHBr_2}CH2​BrCHBr2​ (1,1,2-tribromoethane) Count =2=2=2

    For n=4n=4n=4: Tetrabromoethanes

    Possible distributions:

    • (3,1)(3,1)(3,1): CH2BrCBr3\mathrm{CH_2BrCBr_3}CH2​BrCBr3​ (1,1,1,2-tetrabromoethane)
    • (2,2)(2,2)(2,2): CHBr2CHBr2\mathrm{CHBr_2CHBr_2}CHBr2​CHBr2​ (1,1,2,2-tetrabromoethane) Count =2=2=2

    For n=5n=5n=5: Pentabromoethane

    Possible distribution:

    • (3,2)(3,2)(3,2): CHBr2CBr3\mathrm{CHBr_2CBr_3}CHBr2​CBr3​ Count =1=1=1

    For n=6n=6n=6: Hexabromoethane

    Only one product: CBr3CBr3\mathrm{CBr_3CBr_3}CBr3​CBr3​ Count =1=1=1

  3. Total number of bromo derivatives 1+2+2+2+1+1=91+2+2+2+1+1 = 91+2+2+2+1+1=9

  4. Conclusion Therefore, the number of bromo derivatives formed is: 9\boxed{9}9​

  5. Comparison with stored answer
    Stored correct answer =9=9=9, which matches the derived result.

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