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The IUPAC name of the compound CF3CHBrCl is…

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The IUPAC name of the compound CF3CHBrCl is

  • A. 2-chloro-2-bromo-1,1,1-trifluoroethane
  • B. 2-bromo-2-chloro-1,1,1-trifluoroethane
  • C. 1-bromo-1-chloro-2,2,2-trifluoroethane
  • D. 1,1,1-trifluoro-2-bromo-2-chloroethane

QUICK ANSWER…

C

SOLUTION…  

The IUPAC name of the compound CF3CHBrCl is 1-Bromo-1-chloro-2,2,2-trifluoroethane. Let me explain…

To properly tackle this question, let’s sketch the compound and apply 2 rules:

The IUPAC name of the compound CF3CHBrCl is

Rule 1:

In numbering the carbon, we give priority to the carbon that has the atoms with higher mass on it, this is why we numbered the carbon with H, Br, and Cl as the carbon number 1.

Mass of H + Br +Cl = 1 + 80 + 35.5 = 116.5. This should be attached to carbon number 1.

Mass of F + F + F = 19 + 19 + 19 = 57. This should be attached to carbon number 2

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Rule 2:

In naming organic compounds with multiple atoms attached to the chain, we must do so in alphabetic order.

This means Bromine comes before Chlorine and then Fluorine.

Our organic compound becomes:

1-bromo-1-chloro-2,2,2-trifluoroethane

Now for the right answer to the above question:

  1. Option A is incorrect. ‘bromo’ should come before ‘chloro’
  2. Option B is incorrect. the carbon atom with bromine and chlorine has more mass, and so should be given more priority.
  3. C is correct.
  4. D is not the correct answer. ‘fluoro’ should have come last if we follow alphabetical order.

KEY-POINTS…

You may please note these/this:

  • Alphabetic priority exists in naming organic compounds, don’t forget this.
  • Mass priority also exists in choosing the order of carbon.

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/culled from 2019 JAMB-UTME Chemistry question 7/

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