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CHEMICAL BONDING Notes

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HYDROGEN BONDING

1. Hydrogen bonding is a type of dipole-dipole


attraction between a hydrogen atom which is
covalently bonded to a very highly electronegative
atom (N, O, F) and another atom that is also very
highly electronegative atom such as (N, O, F).
2. Example: H2O, NH3 HF

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Hydrogen bonds are stronger than Van der
Waals forces. It is about one tenth as strong as
covalent bonds. But weaker than covalent bond

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HYDROGEN BONDING
1. To form a hydrogen bond, we need a hydrogen
atom and a lone pair of electrons.
2. For hydrogen flouride molecule, it can take part
in two hydrogen bonds formation but forms an
average of one hydrogen bond per molecule.
Hydrogen bond
Covalent bond

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HYDROGEN BONDING
1. To form a hydrogen bond, we need a hydrogen
atom and a lone pair of electrons.
2. Each water molecule can form an average of two
hydrogen bonds

Covalent bond
Hydrogen bond

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HYDROGEN BONDING
1. To form a hydrogen bond, we need a hydrogen
atom and a lone pair of electrons.
2. Each ammonia molecule can form an average of
one hydrogen bond.
Covalent bond

Hydrogen bond

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EXERCISE

1. HF has exceptionally high boiling point compare to


HCl, HBr and HI. Why
H-F ; strong hydrogen bond exist

2. Boiling point of HF is higher than NH3, Explain.


 F atom is more electronegative than N atom
 Hydrogen bonding in HF molecules is stronger than
hydrogen bond in NH3

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3. Boiling point of water is higher than the
boiling point of HF. Explain.
o Each oxygen atom in water molecules is able
to form 2 hydrogen bonds with two other
molecules.
o Where as each fluorine atom in the HF
molecule can form only one hydrogen bond.

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HYDROGEN BONDING
EFFECT OF HYDROGEN BONDING ON PHYSICAL
PROPERTIES OF SUBSTANCES
A. Boiling point
B. Solubility of Covalent Compound in
Water
C. The molar mass of Carboxylic acid in vapour
phase
D. The density of solid water/ice

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HYDROGEN BONDING
1. BOILING POINT

i. NH3, H2O and HF have an abnormally higher boiling point in


respective groups. Explain.
ii. NH3 has the lowest B.P compared to HF and H2O. Explain
iii. B.P of water is higher than HF although fluorine is more
electronegative than oxygen. Explain
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HYDROGEN BONDING
2. SOLUBILITY OF COVALENT COMPOUND IN WATER
In general, covalent compounds are not soluble in
water.
Some covalent compounds are soluble in water
because of
a) reaction with water molecules or hydrogen bonding
with water molecules.

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Hydrogen bonding between ethanol, CH3CH2OH
and water molecules.

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Hydrogen bonding between ethanoic acid,
CH3COOH and water molecules

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Hydrogen bonding between methyl amine
CH3NH2 and water molecules

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HYDROGEN BONDING
3. THE MOLAR MASS OF CARBOXYLIC ACIDS IN THE VAPOUR
PHASE

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Ethanoic acid and benzoic acid exist as dimers in
organic solvent.
Dimers are stable because two two molecules of
carboxylic are linked together through two hydrogen
bond. 15
HYDROGEN BONDING
4. THE DENSITY OF SOLID WATER/ICE – Ice is less dense than
water
a) Each water molecule in ice is hydrogen bonded to four other
water molecules in a tetrahedral arrangement. This
arrangement creates a very open three dimensional
structure where the molecules are less closely packed than
in the liquid state.

Empty
space

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HYDROGEN BONDING
b) When ice melts some of the hydrogen bonds break
and the open structure of ice collapses.
c) Hence the H2O molecules become more closely
packed, thus giving water a greater density than ice.

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HYDROGEN BONDING
INTERMOLECULAR AND INTRAMOLECULAR HYDROGEN
BONDING
a) Intermolecular hydrogen bonds - Hydrogen bonds that
occur between two different molecules (HF, NH3, H2O
and CH3COOH)
b) 4-nitrophenol is held by intermolecular hydrogen
bonds. Its boiling point (279°C) is higher than 2-
nitrophenol (216°C). The hydroxyl group of 4-
nitrophenol is not close enough to the oxygen atom in
the nitro group to form bond with them.

4-nitrophenol
2-nitrophenol
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HYDROGEN BONDING
INTERMOLECULAR AND INTRAMOLECULAR HYDROGEN
BONDING
b) Intramolecular hydrogen bonds – hydrogen bonds
that occur within the same molecule.

2-nitrophenol b.p(216°C) 4-nitrophenol(b.p 279°C)

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