Which substance exhibits the most hydrogen bonding?

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SUMMARY

The substance that exhibits significant hydrogen bonding in the liquid state is N2H4 (hydrazine). While CH2F2 (difluoromethane) can act as a hydrogen bond acceptor due to the presence of fluorine, it cannot act as a donor since its hydrogen atoms are bonded to carbon. The discussion clarifies that hydrogen bonding requires a donor (hydrogen attached to N, O, or F) and an acceptor (lone pair on N, O, or F). The state of the substance (liquid) is relevant as it influences the ability to form hydrogen bonds.

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  • Understanding of hydrogen bonding principles
  • Familiarity with molecular structures of organic compounds
  • Knowledge of electronegativity and its role in bonding
  • Basic chemistry concepts related to states of matter
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  • Study the molecular structure of N2H4 and its bonding characteristics
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Homework Statement



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

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

Homework Equations



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!

BiP
 
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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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