ChemWhiz ReferenceBonding

Average Bond Energies

Average bond energies (kJ/mol), tabulated average lengths, and molecule-specific bond lengths (Å) for single, double, and triple bonds. The length context identifies each value. Estimate a reaction enthalpy from bond energies: ΔH ≈ Σ D(bonds broken) − Σ D(bonds formed).

01Use this when

Estimating ΔH°rxn = Σ (bonds broken) − Σ (bonds formed) when formation data is not handy.

02Conditions

Average values over many compounds, gas phase.

03Watch out

These are averages, so the estimate is approximate; formation enthalpies give a more exact answer.

Average Bond Energies and Bond Lengths

Bond energies are averages. Each length is labelled as a tabulated average or a value for a specific molecule or crystal; numbered references identify the added lengths.

Average Bond Energies and Bond Lengths
H—HSingle4360.74Tabulated average
C—SSingle2601.81Tabulated average
F—ClSingle2551.628ClF, gas; experimental [1]
H—CSingle4151.09Tabulated average
C—ClSingle3301.77Tabulated average
F—BrSingle2351.759BrF, gas; experimental [1]
H—NSingle3901.04Tabulated average
C—BrSingle2751.94Tabulated average
Si—SiSingle2302.35Tabulated average
H—OSingle4640.96Tabulated average
C—ISingle2402.13Tabulated average
Si—PSingle2152.276Phosphanyl triphenylsilane, compound 4; crystal [2]
H—FSingle5690.92Tabulated average
N—NSingle1601.45Tabulated average
Si—SSingle2252.143(H⁠3Si)⁠2S; low-temperature crystal [3]
H—SiSingle3951.48Tabulated average
N=NDouble4181.252trans-HN=NH, gas; experimental [1]
Si—ClSingle3592.03Tabulated average
H—PSingle3201.42Tabulated average
N≡NTriple9461.10Tabulated average
Si—BrSingle2902.183SiBr⁠4, gas; experimental [1]
H—SSingle3401.34Tabulated average
N—OSingle2001.406HNO⁠3, gas; N—OH single bond [1]
Si—ISingle2152.432SiI⁠4, gas at 378 K; electron diffraction [4]
H—ClSingle4321.27Tabulated average
N—FSingle2701.467NO⁠2F, gas; experimental [1]
P—PSingle2152.21Tabulated average
H—BrSingle3701.41Tabulated average
N—PSingle2101.734Diphenylaminophosphine, compound 8; crystal [5]
P—SSingle2302.149[P⁠2S⁠6]⁠2- ring; mean endocyclic bond, crystal [6]
H—ISingle2951.609HI, gas; experimental [1]
N—ClSingle2001.75Tabulated average
P—ClSingle3302.03Tabulated average
C—CSingle3451.54Tabulated average
N—BrSingle2452.14NOBr, gas; electron diffraction [7]
P—BrSingle2702.220PBr⁠3, gas; experimental [1]
C=CDouble6111.33Tabulated average
O—OSingle1401.48Tabulated average
P—ISingle2152.43PI⁠3; tabulated molecular length [8]
C≡CTriple8371.20Tabulated average
O=ODouble4981.21Tabulated average
S—SSingle2152.05Tabulated average
C—NSingle2901.47Tabulated average
O—FSingle1601.405OF⁠2, gas; experimental [1]
S—ClSingle2502.07Tabulated average
C=NDouble6151.38Tabulated average
O—SiSingle3701.66Tabulated average
S—BrSingle2152.24S⁠2Br⁠2, gas; radial-distribution analysis [9]
C≡NTriple8911.16Tabulated average
O—PSingle3501.63Tabulated average
Cl—ClSingle2431.99Tabulated average
C—OSingle3501.43Tabulated average
O—ClSingle2051.697HOCl, gas; experimental [1]
Cl—BrSingle2202.136BrCl, gas; experimental [1]
C=ODouble7411.20Tabulated average
O—ISingle2001.9941HOI, gas; vibrationally averaged length [10]
Cl—ISingle2102.321ICl, gas; experimental [1]
C≡OTriple10801.13Tabulated average
F—FSingle1601.42Tabulated average
Br—BrSingle1902.29Tabulated average
C—FSingle4391.35Tabulated average
F—SiSingle5401.56Tabulated average
Br—ISingle1802.469IBr, gas; experimental [1]
C—SiSingle3601.86Tabulated average
F—PSingle4891.57Tabulated average
I—ISingle1502.66Tabulated average
C—PSingle2651.87Tabulated average
F—SSingle2851.56Tabulated average

Important Notes

  • Bond energies are averages over many compounds, so estimates of ΔH are approximations; enthalpies of formation give more accurate values when available.
  • ΔH ≈ Σ D(bonds broken) − Σ D(bonds formed). Breaking bonds costs energy (positive); forming bonds releases it.
  • For the same pair of atoms, more bonds = stronger and shorter: C—C 345 kJ/mol (1.54 Å) → C=C 611 (1.33 Å) → C≡C 837 (1.20 Å).
  • Length Basis / Context distinguishes tabulated averages from lengths for a named molecule or crystal. Numbered references identify the source of each added length. A molecule-specific length is not a universal average and is not necessarily measured in the same species as the average bond energy.
  • Lengths vary with molecular environment, phase, temperature and measurement convention. For example, the O—I entry is the vibrationally averaged HOI length (1.9941 Å); its inferred equilibrium length is 1.9874 Å. The P—S entry describes the longer ring bonds, not the shorter terminal bonds in the same ion.
  • This table is a general reference; averaged bond energies vary somewhat from one compound to another.

Verification references: OpenStax Chemistry 2e, §7.5 Strengths of Ionic and Covalent Bonds (Tables 7.2 and 7.3); CRC Handbook of Chemistry and Physics, 2007, and Olmsted & Williams, Chemistry, 5th ed. (2011), via Chempendix; [1] NIST CCCBDB, experimental geometries and diatomic lengths (SRD 101); [1] NIST CCCBDB, experimental geometries in the experiment/theory comparison; [1] NIST CCCBDB, experimental geometries in the experiment/theory comparison; [1] NIST CCCBDB, experimental geometry of trans-diazene; [1] NIST CCCBDB, experimental data for silicon tetrabromide; [1] NIST CCCBDB, experimental coordinates of phosphorus tribromide; [2] Synthesis and properties of phosphanyl triphenylsilanes and pentaphenyldisilanes (2025); [3] Mitzel and Losehand, Dimethyl-, Disilyl- and Digermylsulfide (2004); [4] Kolonits and Hargittai, Molecular Structure of Silicon Tetraiodide (1998); [5] Aminophosphine structure study, Dalton Transactions (2015), author manuscript; [6] Rotter, Matching Phosphorus and Chalcogens (2009), chapter II, section 2.1; [7] Ketelaar and Palmer, Electron Diffraction of Nitrosyl Chloride and Bromide (1937), pp. 2629-2633; [8] Andrew R. Barron, Rice University, Halides of Phosphorous, Table 1; [9] Hirota, Electron Diffraction Investigation of Sulfur Monochloride and Monobromide (1958), Table III; [10] Ozeki and Saito, Submillimeter-wave spectra of hypoiodous acid (2004).