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NCERT Exemplar · Q4

Q.Electronegativity of carbon atoms depends upon their state of hybridisation. In which of the following compounds, the carbon marked with asterisk is most electronegative?

(i) CH3–CH2–*CH2–CH3
(ii) CH3–*CH=CH–CH3
(iii) CH3–CH2–C≡*CH
(iv) CH3–CH2–CH=*CH2
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The electronegativity of carbon increases with increasing s-character in its hybrid orbital. The *C in option (iii) is sp-hybridized (50% s-character), making it the most electronegative.

The key idea is that electronegativity is not a fixed property of carbon — it changes with the hybridisation state. The more s-character a hybrid orbital has, the closer its electrons are held to the nucleus, because an s-orbital is closer to the nucleus than a p-orbital. This makes the carbon atom more electron-withdrawing, i.e., more electronegative.

The s-character order for common hybridisations is:

Hybridisations-character
spsp50%
sp2sp^233.3%
sp3sp^325%

So the most electronegative carbon will be the one with the highest s-character — that is, an spsp-hybridised carbon.

Now let’s examine each compound.

  1. Option (i): CH3_3–CH2_2–*CH2_2–CH3_3

    The starred carbon is bonded to four atoms via single bonds — it is sp3sp^3-hybridised (25% s-character). This is the least electronegative among the options.

  2. Option (ii): CH3_3–*CH=CH–CH3_3

    The starred carbon is part of a double bond, so it is sp2sp^2-hybridised (33.3% s-character). More electronegative than (i), but not the highest.

  3. Option (iii): CH3_3–CH2_2–C≡*CH

    The starred carbon is the terminal carbon of a triple bond. It is spsp-hybridised (50% s-character). This gives it the highest electronegativity among all the choices.

  4. Option (iv): CH3_3–CH2_2–CH=*CH2_2 …

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