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Which substance exhibits the most hydrogen bonding?

by Bipolarity
Tags: bonding, exhibits, hydrogen, substance
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Mar13-12, 08:50 PM
P: 783
1. The problem statement, all variables and given/known data

Which of the following substances exhibits significant hydrogen bonding in the liquid state?

A) [itex] CH_{2}F_{2} [/itex]
B) [itex] N_{2}H_{4} [/itex]
C) [itex] CH_{3}OCH_{3} [/itex]
D) [itex] C_{2}H_{4} [/itex]
E) [itex] C_{2}H_{2}[/itex]

2. Relevant equations

3. The attempt at a solution

I know that hydrogen bonding generally only works with hydrogen being attracted to a nonbonding pair on a very electronegative atom (N,F,O and Cl). So only A,B, and C can be the answer. The answer turns out to be B, but I really thought it would be A since flourine is the most electronegative.

I also don't understand whether being in the liquid state has any bearing on the problem.

Advice? Thanks for your time!

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Mar13-12, 10:11 PM
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Sci Advisor
P: 1,394
In a hydrogen bond, you must have a hydrogen bond donor and a hydrogen bond acceptor. The donor requires a hydrogen covalently bound to either a fluorine, nitrogen or oxygen. The hydrogen bond acceptor requires a lone pair on a fluorine, nitrogen or oxygen.

Compound A is capable of acting as a hydrogen bond acceptor, but because the hydrogens are bound to the carbon, it is incapable of acting as a hydrogen bond donor.

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