Which of the following molecules has the shortest hydrogen-to-carbon bond?
A
C2H4
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B
C2H6
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C
C2H2
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D
all are same
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Solution
The correct option is CC2H2 Single bonds adjacent to double and triple bond are progressively shorter and stronger than normal 'single' bond. e.g, alkane. The carbon-carbon bond in ethane
(A) results from the overlap of two sp3 orbital, In alkane. (B) However the carbon-carbon single bond is the result of overlap between sp2 and an sp3 orbital, while in Alkyne (C) the carbon-carbon single bond is the result of overlap between sp and a sp3 orbital. These all are a single bond, but the bond in molecule Cis the shorter and stronger than the one in A.
An sp orbital is composed of one orbital and one p orbital thus it has 50% s charachter and 50% p character. sp2 orbital in comparison have 33% s character and 67% p charachter., while sp3 orbital have 25% s character and 75% p character. because of there spherical shape 2s orbitals are smaller, and hold electrons closer and tighter to the nucleus. compared to 2p orbitals. consequently bonds involving sp - sp3 overlap (as in alkyne C) are shorter stronger than bonds sp - sp3involving overlap (as in alkene B). Bonds involving sp - sp3 (as in alkane A) are the longest and weakest of the group, because of the 75% 'p' character of hybrids.