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Electronegativity, symbolized as '' χ'', is the tendency for an
atom Every atom is composed of a nucleus and one or more electrons bound to the nucleus. The nucleus is made of one or more protons and a number of neutrons. Only the most common variety of hydrogen has no neutrons. Every solid, liquid, gas, a ...
of a given
chemical element A chemical element is a species of atoms that have a given number of protons in their atomic nucleus, nuclei, including the pure Chemical substance, substance consisting only of that species. Unlike chemical compounds, chemical elements canno ...
to attract shared
electron The electron ( or ) is a subatomic particle with a negative one elementary electric charge. Electrons belong to the first generation of the lepton particle family, and are generally thought to be elementary particles because they have n ...
s (or
electron density In quantum chemistry, electron density or electronic density is the measure of the probability of an electron being present at an infinitesimal element of space surrounding any given point. It is a scalar quantity depending upon three spatial va ...
) when forming a chemical bond. An atom's electronegativity is affected by both its
atomic number The atomic number or nuclear charge number (symbol ''Z'') of a chemical element is the charge number of an atomic nucleus. For ordinary nuclei, this is equal to the proton number (''n''p) or the number of protons found in the nucleus of ever ...
and the distance at which its valence electrons reside from the charged nucleus. The higher the associated electronegativity, the more an atom or a substituent group attracts electrons. Electronegativity serves as a simple way to quantitatively estimate the
bond energy In chemistry, bond energy (''BE''), also called the mean bond enthalpy or average bond enthalpy is the measure of bond strength in a chemical bond. IUPAC defines bond energy as the average value of the gas-phase bond-dissociation energy (usually ...
, and the sign and magnitude of a bond's
chemical polarity In chemistry, polarity is a separation of electric charge leading to a molecule or its chemical groups having an electric dipole moment, with a negatively charged end and a positively charged end. Polar molecules must contain one or more polar ...
, which characterizes a bond along the continuous scale from
covalent A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs. The stable balance of attractive and repulsive forces between atom ...
to ionic bonding. The loosely defined term electropositivity is the opposite of electronegativity: it characterizes an element's tendency to donate valence electrons. On the most basic level, electronegativity is determined by factors like the nuclear charge (the more
protons A proton is a stable subatomic particle, symbol , H+, or 1H+ with a positive electric charge of +1 ''e'' elementary charge. Its mass is slightly less than that of a neutron and 1,836 times the mass of an electron (the proton–electron m ...
an atom has, the more "pull" it will have on electrons) and the number and location of other electrons in the atomic shells (the more electrons an atom has, the farther from the
nucleus Nucleus ( : nuclei) is a Latin word for the seed inside a fruit. It most often refers to: * Atomic nucleus, the very dense central region of an atom *Cell nucleus, a central organelle of a eukaryotic cell, containing most of the cell's DNA Nucl ...
the valence electrons will be, and as a result, the less positive charge they will experience—both because of their increased distance from the nucleus and because the other electrons in the lower energy core orbitals will act to
shield A shield is a piece of personal armour held in the hand, which may or may not be strapped to the wrist or forearm. Shields are used to intercept specific attacks, whether from close-ranged weaponry or projectiles such as arrows, by means of ...
the valence electrons from the positively charged nucleus). The term "electronegativity" was introduced by
Jöns Jacob Berzelius Baron Jöns Jacob Berzelius (; by himself and his contemporaries named only Jacob Berzelius, 20 August 1779 – 7 August 1848) was a Swedish chemist. Berzelius is considered, along with Robert Boyle, John Dalton, and Antoine Lavoisier, to be o ...
in 1811, though the concept was known before that and was studied by many chemists including Avogadro. In spite of its long history, an accurate scale of electronegativity was not developed until 1932, when
Linus Pauling Linus Carl Pauling (; February 28, 1901August 19, 1994) was an American chemist, biochemist, chemical engineer, peace activist, author, and educator. He published more than 1,200 papers and books, of which about 850 dealt with scientific topi ...
proposed an electronegativity scale which depends on bond energies, as a development of
valence bond theory In chemistry, valence bond (VB) theory is one of the two basic theories, along with molecular orbital (MO) theory, that were developed to use the methods of quantum mechanics to explain chemical bonding. It focuses on how the atomic orbitals of ...
. It has been shown to correlate with a number of other chemical properties. Electronegativity cannot be directly measured and must be calculated from other atomic or molecular properties. Several methods of calculation have been proposed, and although there may be small differences in the numerical values of the electronegativity, all methods show the same periodic trends between elements. The most commonly used method of calculation is that originally proposed by Linus Pauling. This gives a
dimensionless quantity A dimensionless quantity (also known as a bare quantity, pure quantity, or scalar quantity as well as quantity of dimension one) is a quantity to which no physical dimension is assigned, with a corresponding SI unit of measurement of one (or 1 ...
, commonly referred to as the Pauling scale (''χ''r), on a relative scale running from 0.79 to 3.98 (
hydrogen Hydrogen is the chemical element with the symbol H and atomic number 1. Hydrogen is the lightest element. At standard conditions hydrogen is a gas of diatomic molecules having the formula . It is colorless, odorless, tasteless, non-to ...
 = 2.20). When other methods of calculation are used, it is conventional (although not obligatory) to quote the results on a scale that covers the same range of numerical values: this is known as an electronegativity in ''Pauling units''. As it is usually calculated, electronegativity is not a property of an atom alone, but rather a property of an atom in a
molecule A molecule is a group of two or more atoms held together by attractive forces known as chemical bonds; depending on context, the term may or may not include ions which satisfy this criterion. In quantum physics, organic chemistry, and b ...
. Even so, the electronegativity of an atom is strongly correlated with the first ionization energy, and negatively correlated with the electron affinity. It is to be expected that the electronegativity of an element will vary with its chemical environment, but it is usually considered to be a transferable property, that is to say that similar values will be valid in a variety of situations.
Caesium Caesium (IUPAC spelling) (or cesium in American English) is a chemical element with the symbol Cs and atomic number 55. It is a soft, silvery-golden alkali metal with a melting point of , which makes it one of only five elemental metals that a ...
is the least electronegative element (0.79);
fluorine Fluorine is a chemical element with the symbol F and atomic number 9. It is the lightest halogen and exists at standard conditions as a highly toxic, pale yellow diatomic gas. As the most electronegative reactive element, it is extremely reactiv ...
is the most (3.98).


Methods of calculation


Pauling electronegativity

Pauling first proposed the concept of electronegativity in 1932 to explain why the
covalent bond A covalent bond is a chemical bond that involves the sharing of electrons to form electron pairs between atoms. These electron pairs are known as shared pairs or bonding pairs. The stable balance of attractive and repulsive forces between ato ...
between two different atoms (A–B) is stronger than the average of the A–A and the B–B bonds. According to
valence bond theory In chemistry, valence bond (VB) theory is one of the two basic theories, along with molecular orbital (MO) theory, that were developed to use the methods of quantum mechanics to explain chemical bonding. It focuses on how the atomic orbitals of ...
, of which Pauling was a notable proponent, this "additional stabilization" of the
heteronuclear A heteronuclear molecule is a molecule composed of atoms of more than one chemical element. For example, a molecule of water (H2O) is heteronuclear because it has atoms of two different elements, hydrogen (H) and oxygen (O). Similarly, a heteronu ...
bond is due to the contribution of ionic canonical forms to the bonding. The difference in electronegativity between atoms A and B is given by: , \chi_ - \chi_, = ()^ \sqrt where the dissociation energies, ''E''d, of the A–B, A–A and B–B bonds are expressed in
electronvolt In physics, an electronvolt (symbol eV, also written electron-volt and electron volt) is the measure of an amount of kinetic energy gained by a single electron accelerating from rest through an electric potential difference of one volt in vacu ...
s, the factor (eV) being included to ensure a dimensionless result. Hence, the difference in Pauling electronegativity between hydrogen and
bromine Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table ( halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a simi ...
is 0.73 (dissociation energies: H–Br, 3.79 eV; H–H, 4.52 eV; Br–Br 2.00 eV) As only differences in electronegativity are defined, it is necessary to choose an arbitrary reference point in order to construct a scale. Hydrogen was chosen as the reference, as it forms covalent bonds with a large variety of elements: its electronegativity was fixed first at 2.1, later revised to 2.20. It is also necessary to decide which of the two elements is the more electronegative (equivalent to choosing one of the two possible signs for the square root). This is usually done using "chemical intuition": in the above example,
hydrogen bromide Hydrogen bromide is the inorganic compound with the formula . It is a hydrogen halide consisting of hydrogen and bromine. A colorless gas, it dissolves in water, forming hydrobromic acid, which is saturated at 68.85% HBr by weight at room tem ...
dissolves in water to form H+ and Br ions, so it may be assumed that bromine is more electronegative than hydrogen. However, in principle, since the same electronegativities should be obtained for any two bonding compounds, the data are in fact overdetermined, and the signs are unique once a reference point has been fixed (usually, for H or F). To calculate Pauling electronegativity for an element, it is necessary to have data on the dissociation energies of at least two types of covalent bonds formed by that element. A. L. Allred updated Pauling's original values in 1961 to take account of the greater availability of thermodynamic data, and it is these "revised Pauling" values of the electronegativity that are most often used. The essential point of Pauling electronegativity is that there is an underlying, quite accurate, semi-empirical formula for dissociation energies, namely: E_() = \frac 2 + (\chi_ - \chi_)^2 or sometimes, a more accurate fit E_() =\sqrt+1.3(\chi_ - \chi_)^2 These are approximate equations but they hold with good accuracy. Pauling obtained the first equation by noting that a bond can be approximately represented as a quantum mechanical superposition of a covalent bond and two ionic bond-states. The covalent energy of a bond is approximate, by quantum mechanical calculations, the
geometric mean In mathematics, the geometric mean is a mean or average which indicates a central tendency of a set of numbers by using the product of their values (as opposed to the arithmetic mean which uses their sum). The geometric mean is defined as the ...
of the two energies of covalent bonds of the same molecules, and there is additional energy that comes from ionic factors, i.e. polar character of the bond. The geometric mean is approximately equal to the
arithmetic mean In mathematics and statistics, the arithmetic mean ( ) or arithmetic average, or just the '' mean'' or the ''average'' (when the context is clear), is the sum of a collection of numbers divided by the count of numbers in the collection. The co ...
—which is applied in the first formula above—when the energies are of a similar value, e.g., except for the highly electropositive elements, where there is a larger difference of two dissociation energies; the geometric mean is more accurate and almost always gives positive excess energy, due to ionic bonding. The square root of this excess energy, Pauling notes, is approximately additive, and hence one can introduce the electronegativity. Thus, it is these semi-empirical formulas for bond energy that underlie the concept of Pauling electronegativity. The formulas are approximate, but this rough approximation is in fact relatively good and gives the right intuition, with the notion of the polarity of the bond and some theoretical grounding in quantum mechanics. The electronegativities are then determined to best fit the data. In more complex compounds, there is an additional error since electronegativity depends on the molecular environment of an atom. Also, the energy estimate can be only used for single, not for multiple bonds. The enthalpy of formation of a molecule containing only single bonds can subsequently be estimated based on an electronegativity table, and it depends on the constituents and the sum of squares of differences of electronegativities of all pairs of bonded atoms. Such a formula for estimating energy typically has a relative error on the order of 10% but can be used to get a rough qualitative idea and understanding of a molecule.


Mulliken electronegativity

Robert S. Mulliken proposed that the
arithmetic mean In mathematics and statistics, the arithmetic mean ( ) or arithmetic average, or just the '' mean'' or the ''average'' (when the context is clear), is the sum of a collection of numbers divided by the count of numbers in the collection. The co ...
of the first
ionization energy Ionization, or Ionisation is the process by which an atom or a molecule acquires a negative or positive charge by gaining or losing electrons, often in conjunction with other chemical changes. The resulting electrically charged atom or molecule ...
(Ei) and the electron affinity (Eea) should be a measure of the tendency of an atom to attract electrons: \chi = \frac 2 As this definition is not dependent on an arbitrary relative scale, it has also been termed absolute electronegativity, with the units of kilojoules per mole or
electronvolt In physics, an electronvolt (symbol eV, also written electron-volt and electron volt) is the measure of an amount of kinetic energy gained by a single electron accelerating from rest through an electric potential difference of one volt in vacu ...
s. However, it is more usual to use a linear transformation to transform these absolute values into values that resemble the more familiar Pauling values. For ionization energies and electron affinities in electronvolts, \chi = 0.187(E_ + E_) + 0.17 \, and for energies in kilojoules per mole, \chi = (1.97\times 10^)(E_ + E_) + 0.19. The Mulliken electronegativity can only be calculated for an element whose electron affinity is known. Measured values are available for 72 elements, while approximate values have been estimated or calculated for the remaining elements. The Mulliken electronegativity of an atom is sometimes said to be the negative of the
chemical potential In thermodynamics, the chemical potential of a species is the energy that can be absorbed or released due to a change of the particle number of the given species, e.g. in a chemical reaction or phase transition. The chemical potential of a speci ...
. By inserting the energetic definitions of the ionization potential and electron affinity into the Mulliken electronegativity, it is possible to show that the Mulliken chemical potential is a finite difference approximation of the electronic energy with respect to the number of electrons., i.e., \mu(\rm Mulliken) = -\chi(\rm Mulliken) = -\frac 2


Allred–Rochow electronegativity

A. Louis Allred and Eugene G. Rochow considered that electronegativity should be related to the charge experienced by an electron on the "surface" of an atom: The higher the charge per unit area of atomic surface the greater the tendency of that atom to attract electrons. The
effective nuclear charge In atomic physics, the effective nuclear charge is the actual amount of positive (nuclear) charge experienced by an electron in a multi-electron atom. The term "effective" is used because the shielding effect of negatively charged electrons prevent ...
, ''Z''eff, experienced by valence electrons can be estimated using Slater's rules, while the surface area of an atom in a molecule can be taken to be proportional to the square of the covalent radius, ''r''cov. When ''r''cov is expressed in
picometre The picometre (international spelling as used by the International Bureau of Weights and Measures; SI symbol: pm) or picometer (American spelling) is a unit of length in the International System of Units (SI), equal to , or one trillionth of ...
s, \chi = 3590 + 0.744


Sanderson electronegativity equalization

R.T. Sanderson has also noted the relationship between Mulliken electronegativity and atomic size, and has proposed a method of calculation based on the reciprocal of the atomic volume. With a knowledge of bond lengths, Sanderson's model allows the estimation of bond energies in a wide range of compounds. Sanderson's model has also been used to calculate molecular geometry, ''s''-electron energy, NMR spin-spin coupling constants and other parameters for organic compounds. This work underlies the concept of electronegativity equalization, which suggests that electrons distribute themselves around a molecule to minimize or to equalize the Mulliken electronegativity. This behavior is analogous to the equalization of chemical potential in macroscopic thermodynamics.


Allen electronegativity

Perhaps the simplest definition of electronegativity is that of Leland C. Allen, who has proposed that it is related to the average energy of the valence electrons in a free atom, \chi = where ''ε''s,p are the one-electron energies of s- and p-electrons in the free atom and ''n''s,p are the number of s- and p-electrons in the valence shell. It is usual to apply a scaling factor, 1.75×10−3 for energies expressed in kilojoules per mole or 0.169 for energies measured in electronvolts, to give values that are numerically similar to Pauling electronegativities. The one-electron energies can be determined directly from spectroscopic data, and so electronegativities calculated by this method are sometimes referred to as spectroscopic electronegativities. The necessary data are available for almost all elements, and this method allows the estimation of electronegativities for elements that cannot be treated by the other methods, e.g.
francium Francium is a chemical element with the symbol Fr and atomic number 87. It is extremely radioactive; its most stable isotope, francium-223 (originally called actinium K after the natural decay chain it appears in), has a half-life of only 22&n ...
, which has an Allen electronegativity of 0.67.The widely quoted Pauling electronegativity of 0.7 for francium is an extrapolated value of uncertain provenance. The Allen electronegativity of caesium is 0.66. However, it is not clear what should be considered to be valence electrons for the d- and f-block elements, which leads to an ambiguity for their electronegativities calculated by the Allen method. On this scale,
neon Neon is a chemical element with the symbol Ne and atomic number 10. It is a noble gas. Neon is a colorless, odorless, inert monatomic gas under standard conditions, with about two-thirds the density of air. It was discovered (along with krypt ...
has the highest electronegativity of all elements, followed by
fluorine Fluorine is a chemical element with the symbol F and atomic number 9. It is the lightest halogen and exists at standard conditions as a highly toxic, pale yellow diatomic gas. As the most electronegative reactive element, it is extremely reactiv ...
,
helium Helium (from el, ἥλιος, helios, lit=sun) is a chemical element with the symbol He and atomic number 2. It is a colorless, odorless, tasteless, non-toxic, inert, monatomic gas and the first in the noble gas group in the periodic ta ...
, and
oxygen Oxygen is the chemical element with the symbol O and atomic number 8. It is a member of the chalcogen group in the periodic table, a highly reactive nonmetal, and an oxidizing agent that readily forms oxides with most elements ...
.


Correlation of electronegativity with other properties

The wide variety of methods of calculation of electronegativities, which all give results that correlate well with one another, is one indication of the number of chemical properties that might be affected by electronegativity. The most obvious application of electronegativities is in the discussion of bond polarity, for which the concept was introduced by Pauling. In general, the greater the difference in electronegativity between two atoms the more polar the bond that will be formed between them, with the atom having the higher electronegativity being at the negative end of the dipole. Pauling proposed an equation to relate the "ionic character" of a bond to the difference in electronegativity of the two atoms, although this has fallen somewhat into disuse. Several correlations have been shown between infrared stretching frequencies of certain bonds and the electronegativities of the atoms involved: however, this is not surprising as such stretching frequencies depend in part on bond strength, which enters into the calculation of Pauling electronegativities. More convincing are the correlations between electronegativity and chemical shifts in
NMR spectroscopy Nuclear magnetic resonance spectroscopy, most commonly known as NMR spectroscopy or magnetic resonance spectroscopy (MRS), is a spectroscopic technique to observe local magnetic fields around atomic nuclei. The sample is placed in a magnetic fi ...
or isomer shifts in
Mössbauer spectroscopy Mössbauer spectroscopy is a spectroscopic technique based on the Mössbauer effect. This effect, discovered by Rudolf Mössbauer (sometimes written "Moessbauer", German: "Mößbauer") in 1958, consists of the nearly recoil-free emission and abs ...
(see figure). Both these measurements depend on the s-electron density at the nucleus, and so are a good indication that the different measures of electronegativity really are describing "the ability of an atom in a molecule to attract electrons to itself".


Trends in electronegativity


Periodic trends

In general, electronegativity increases on passing from left to right along a period and decreases on descending a group. Hence,
fluorine Fluorine is a chemical element with the symbol F and atomic number 9. It is the lightest halogen and exists at standard conditions as a highly toxic, pale yellow diatomic gas. As the most electronegative reactive element, it is extremely reactiv ...
is the most electronegative of the elements (not counting
noble gas The noble gases (historically also the inert gases; sometimes referred to as aerogens) make up a class of chemical elements with similar properties; under standard conditions, they are all odorless, colorless, monatomic gases with very low ch ...
es), whereas
caesium Caesium (IUPAC spelling) (or cesium in American English) is a chemical element with the symbol Cs and atomic number 55. It is a soft, silvery-golden alkali metal with a melting point of , which makes it one of only five elemental metals that a ...
is the least electronegative, at least of those elements for which substantial data is available. This would lead one to believe that
caesium fluoride Caesium fluoride or cesium fluoride is an inorganic compound with the formula CsF and it is a hygroscopic white salt. Caesium fluoride can be used in organic synthesis as a source of the fluoride anion. Caesium also has the highest electropositivi ...
is the compound whose bonding features the most ionic character. There are some exceptions to this general rule.
Gallium Gallium is a chemical element with the Symbol (chemistry), symbol Ga and atomic number 31. Discovered by France, French chemist Paul-Émile Lecoq de Boisbaudran in 1875, Gallium is in boron group, group 13 of the periodic table and is similar to ...
and
germanium Germanium is a chemical element with the symbol Ge and atomic number 32. It is lustrous, hard-brittle, grayish-white and similar in appearance to silicon. It is a metalloid in the carbon group that is chemically similar to its group neighbors ...
have higher electronegativities than
aluminium Aluminium (aluminum in American and Canadian English) is a chemical element with the symbol Al and atomic number 13. Aluminium has a density lower than those of other common metals, at approximately one third that of steel. It ha ...
and
silicon Silicon is a chemical element with the symbol Si and atomic number 14. It is a hard, brittle crystalline solid with a blue-grey metallic luster, and is a tetravalent metalloid and semiconductor. It is a member of group 14 in the periodic ...
, respectively, because of the d-block contraction. Elements of the fourth period immediately after the first row of the transition metals have unusually small atomic radii because the 3d-electrons are not effective at shielding the increased nuclear charge, and smaller atomic size correlates with higher electronegativity (see Allred-Rochow electronegativity and Sanderson electronegativity above). The anomalously high electronegativity of
lead Lead is a chemical element with the symbol Pb (from the Latin ) and atomic number 82. It is a heavy metal that is denser than most common materials. Lead is soft and malleable, and also has a relatively low melting point. When freshly cut, ...
, in particular when compared to
thallium Thallium is a chemical element with the symbol Tl and atomic number 81. It is a gray post-transition metal that is not found free in nature. When isolated, thallium resembles tin, but discolors when exposed to air. Chemists William Crookes an ...
and
bismuth Bismuth is a chemical element with the symbol Bi and atomic number 83. It is a post-transition metal and one of the pnictogens, with chemical properties resembling its lighter group 15 siblings arsenic and antimony. Elemental bismuth occurs ...
, is an artifact of electronegativity varying with oxidation state: its electronegativity conforms better to trends if it is quoted for the +2 state with a Pauling value of 1.87 instead of the +4 state.


Variation of electronegativity with oxidation number

In inorganic chemistry, it is common to consider a single value of electronegativity to be valid for most "normal" situations. While this approach has the advantage of simplicity, it is clear that the electronegativity of an element is ''not'' an invariable atomic property and, in particular, increases with the
oxidation state In chemistry, the oxidation state, or oxidation number, is the hypothetical charge of an atom if all of its bonds to different atoms were fully ionic. It describes the degree of oxidation (loss of electrons) of an atom in a chemical compound. C ...
of the element. Allred used the Pauling method to calculate separate electronegativities for different oxidation states of the handful of elements (including tin and lead) for which sufficient data were available. However, for most elements, there are not enough different covalent compounds for which bond dissociation energies are known to make this approach feasible. This is particularly true of the transition elements, where quoted electronegativity values are usually, of necessity, averages over several different oxidation states and where trends in electronegativity are harder to see as a result. The chemical effects of this increase in electronegativity can be seen both in the structures of oxides and halides and in the acidity of oxides and oxoacids. Hence CrO3 and Mn2O7 are acidic oxides with low
melting point The melting point (or, rarely, liquefaction point) of a substance is the temperature at which it changes state from solid to liquid. At the melting point the solid and liquid phase exist in equilibrium. The melting point of a substance depen ...
s, while Cr2O3 is amphoteric and Mn2O3 is a completely basic oxide. The effect can also be clearly seen in the dissociation constants p''K''a of the oxoacids of
chlorine Chlorine is a chemical element with the symbol Cl and atomic number 17. The second-lightest of the halogens, it appears between fluorine and bromine in the periodic table and its properties are mostly intermediate between them. Chlorine i ...
. The effect is much larger than could be explained by the negative charge being shared among a larger number of oxygen atoms, which would lead to a difference in p''K''a of log10() = –0.6 between hypochlorous acid and
perchloric acid Perchloric acid is a mineral acid with the formula H Cl O4. Usually found as an aqueous solution, this colorless compound is a stronger acid than sulfuric acid, nitric acid and hydrochloric acid. It is a powerful oxidizer when hot, but aqueo ...
. As the oxidation state of the central chlorine atom increases, more electron density is drawn from the oxygen atoms onto the chlorine, diminishing the partial negative charge of individual oxygen atoms. At the same time, the positive partial charge on the hydrogen increases with a higher oxidation state. This explains the observed increased acidity with an increasing oxidation state in the oxoacids of chlorine.


Electronegativity and hybridization scheme

The electronegativity of an atom changes depending on the hybridization of the orbital employed in bonding. Electrons in s orbitals are held more tightly than electrons in p orbitals. Hence, a bond to an atom that employs an sp''x'' hybrid orbital for bonding will be more heavily polarized to that atom when the hybrid orbital has more s character. That is, when electronegativities are compared for different hybridization schemes of a given element, the order holds (the trend should apply to non-integer hybridization indices as well). While this holds true in principle for any main-group element, values for the hybridization-specific electronegativity are most frequently cited for carbon. In organic chemistry, these electronegativities are frequently invoked to predict or rationalize bond polarities in organic compounds containing double and triple bonds to carbon.


Group electronegativity

In organic chemistry, electronegativity is associated more with different functional groups than with individual atoms. The terms group electronegativity and substituent electronegativity are used synonymously. However, it is common to distinguish between the inductive effect and the
resonance effect In chemistry, resonance, also called mesomerism, is a way of describing bonding in certain molecules or polyatomic ions by the combination of several contributing structures (or ''forms'', also variously known as ''resonance structures'' or ' ...
, which might be described as σ- and π-electronegativities, respectively. There are a number of linear free-energy relationships that have been used to quantify these effects, of which the Hammett equation is the best known.
Kabachnik parameter Kabachnik is a Russian occupational surname literally meaning "innkeeper Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway ...
s are group electronegativities for use in organophosphorus chemistry.


Electropositivity

Electropositivity is a measure of an element's ability to donate
electrons The electron ( or ) is a subatomic particle with a negative one elementary electric charge. Electrons belong to the first generation of the lepton particle family, and are generally thought to be elementary particles because they have n ...
, and therefore form positive
ions An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by conven ...
; thus, it is antipode to electronegativity. Mainly, this is an attribute of
metals A metal (from Greek μέταλλον ''métallon'', "mine, quarry, metal") is a material that, when freshly prepared, polished, or fractured, shows a lustrous appearance, and conducts electricity and heat relatively well. Metals are typical ...
, meaning that, in general, the greater the metallic character of an element the greater the electropositivity. Therefore, the alkali metals are the most electropositive of all. This is because they have a single electron in their outer shell and, as this is relatively far from the nucleus of the atom, it is easily lost; in other words, these metals have low
ionization energies Ionization, or Ionisation is the process by which an atom or a molecule acquires a negative or positive charge by gaining or losing electrons, often in conjunction with other chemical changes. The resulting electrically charged atom or molecul ...
.Electropositivity
" Microsoft Encarta Online Encyclopedia 2009. (Archived 2009-10-31).
While electronegativity increases along periods in the
periodic table The periodic table, also known as the periodic table of the (chemical) elements, is a rows and columns arrangement of the chemical elements. It is widely used in chemistry, physics, and other sciences, and is generally seen as an icon of ch ...
, and decreases down
groups A group is a number of persons or things that are located, gathered, or classed together. Groups of people * Cultural group, a group whose members share the same cultural identity * Ethnic group, a group whose members share the same ethnic ide ...
, electropositivity ''decreases'' along periods (from left to right) and ''increases'' down groups. This means that elements in the upper right of the periodic table of elements (oxygen, sulfur, chlorine, etc.) will have the greatest electronegativity, and those in the lower-left (rubidium, caesium, and francium) the greatest electropositivity.


See also

*
Chemical polarity In chemistry, polarity is a separation of electric charge leading to a molecule or its chemical groups having an electric dipole moment, with a negatively charged end and a positively charged end. Polar molecules must contain one or more polar ...
* Electron affinity * Electronegativities of the elements (data page) *
Ionization energy Ionization, or Ionisation is the process by which an atom or a molecule acquires a negative or positive charge by gaining or losing electrons, often in conjunction with other chemical changes. The resulting electrically charged atom or molecule ...
*
Metallic bonding Metallic bonding is a type of chemical bonding that arises from the electrostatic attractive force between conduction electrons (in the form of an electron cloud of delocalized electrons) and positively charged metal ions. It may be des ...
* Miedema's model *
Orbital hybridization In chemistry, orbital hybridisation (or hybridization) is the concept of mixing atomic orbitals to form new ''hybrid orbitals'' (with different energies, shapes, etc., than the component atomic orbitals) suitable for the pairing of electrons to ...
*
Oxidation state In chemistry, the oxidation state, or oxidation number, is the hypothetical charge of an atom if all of its bonds to different atoms were fully ionic. It describes the degree of oxidation (loss of electrons) of an atom in a chemical compound. C ...
*
Periodic table The periodic table, also known as the periodic table of the (chemical) elements, is a rows and columns arrangement of the chemical elements. It is widely used in chemistry, physics, and other sciences, and is generally seen as an icon of ch ...


References


Bibliography

* *


External links

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WebElements
lists values of electronegativities by a number of different methods of calculation
Video explaining electronegativityElectronegativity Chart
a summary listing of the electronegativity of each element along with an interactive periodic table {{Authority control Chemical properties Chemical bonding Dimensionless numbers of chemistry