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3. Chemical Bonding

Characteristics of covalent bonds

Covalent bonds have certain characteristics that depend on the identities of the atoms participating in the bond. Two characteristics are bond length and bond polarity.

Bond length

The covalent bond in the hydrogen molecule (H2) has a certain length (about 7.4 × 10−11 m). Other covalent bonds also have known bond lengths, which are dependent on both the identities of the atoms in the bond and whether the bonds are single, double, or triple bonds. Table 1.1. lists the approximate bond lengths for some single covalent bonds. The exact bond length may vary depending on the identity of the molecule but will be close to the value given in the table.

Table 1.1. Approximate bond lengths of some single bonds

BondLength (× 10−12 m)
H–H74
H–C110
H–N100
H–O97
H–I161
C–C154
C–N147
C–O143
N–N145
O–O145
Table b. compares the lengths of single covalent bonds with those of double and triple bonds between the same atoms. Without exception, as the number of covalent bonds between two atoms increases, the bond length decreases. With more electrons between the two nuclei, the nuclei can get closer together before the internuclear repulsion is strong enough to balance the attraction.

Table b. Comparison of bond lengths for single and multiple bonds

BondLength (× 10−12 m)
C–C154
C=C134
C≡C120
C–N147
C=N128
C≡N116
C–O143
C=O120
C≡O113
N–N145
N=N123
N≡N110
O–O145
O=O121

Electronegativity and bond polarity

image

Polar versus nonpolar covalent bonds. (a) The electrons in the covalent bond are equally shared by both hydrogen atoms. This is a nonpolar covalent bond. (b) The fluorine atom attracts the electrons in the bond more than the hydrogen atom does, leading to an imbalance in the electron distribution. This is a polar covalent bond.

Although we defined covalent bonding as electron sharing, the electrons in a covalent bond are not always shared equally by the two bonded atoms. Unless the bond connects two atoms of the same element, there will always be one atom that attracts the electrons in the bond more strongly than the other atom does,“Polar versus Nonpolar Covalent Bonds”. When such an imbalance occurs, there is a resulting buildup of some negative charge (called a partial negative charge and designated δ−) on one side of the bond and some positive charge (designated δ+) on the other side of the bond. A covalent bond that has an unequal sharing of electrons, as in part (b) of Figure , is called a polar covalent bond. A covalent bond that has an equal sharing of electrons (part (a) is called a nonpolar covalent bond.

Any covalent bond between atoms of different elements is a polar bond, but the degree of polarity varies widely. Some bonds between different elements are only minimally polar, while others are strongly polar. Ionic bonds can be considered the ultimate in polarity, with electrons being transferred rather than shared. To judge the relative polarity of a covalent bond, chemists use electronegativity, which is a relative measure of how strongly an atom attracts electrons when it forms a covalent bond. There are various numerical scales for rating electronegativity. Figure b. “Electronegativities of Various Elements” shows one of the most popular—the Pauling scale. The polarity of a covalent bond can be judged by determining the difference in the electronegativities of the two atoms making the bond. The greater the difference in electronegativities, the greater the imbalance of electron sharing in the bond. Although there are no hard and fast rules, the general rule is if the difference in electronegativities is less than about 0.4, the bond is considered nonpolar; if the difference is greater than 0.4, the bond is considered polar. If the difference in electronegativities is large enough (generally greater than about 1.8), the resulting compound is considered ionic rather than covalent. An electronegativity difference of zero, of course, indicates a nonpolar covalent bond.

When a molecule’s bonds are polar, the substance is usually found to be polar. The polarity of water has an enormous impact on its physical and chemical properties. (For example, the boiling point of water [100°C] is high for such a small molecule and is due to the fact that polar molecules attract each other strongly.)  image

Figure b. Electronegativities of Various Elements. A popular scale for electronegativities has the value for fluorine atoms set at 4.0, the highest value.

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