Ethanedione, diphenyl-

Formula: C₁₄H₁₀O₂
Molecular weight: 210.2280
IUPAC Standard InChI: InChI=1S/C14H10O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H
IUPAC Standard InChIKey: WURBFLDFSFBTLW-UHFFFAOYSA-N
CAS Registry Number: 134-81-6
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
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Other names: Benzil; Bibenzoyl; Dibenzoyl; Diphenyl-α,β-diketone; Diphenylethanedione; Diphenylglyoxal; 1,2-Diphenylethane-1,2-dione; 1,2-Diphenylethanedione; Glyoxal, diphenyl-; Wy 20910; 1,2-Ethanedione, 1,2-diphenyl-; NSC 220315
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Condensed phase thermochemistry data

Go To: Top, IR Spectrum, References, Notes

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_solid	-154.0	kJ/mol	Ccb	Parks and Mosher, 1962	ALS
Δ_fH°_solid	-179.	kJ/mol	Ccb	Springall and White, 1954	ALS
Δ_fH°_solid	138.	kJ/mol	Ccb	Landrieu, 1906	ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-6784. ± 3.	kJ/mol	Ccb	Parks and Mosher, 1962	Corresponding Δ_fHº_solid = -153.9 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-6760. ± 3.	kJ/mol	Ccb	Springall and White, 1954	Corresponding Δ_fHº_solid = -179. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-6784.8	kJ/mol	Ccb	Barker, 1925	Author was aware that data differs from previously reported values; Corresponding Δ_fHº_solid = -154. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-6828.7	kJ/mol	Ccb	Landrieu, 1906	Corresponding Δ_fHº_solid = -110. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
S°_{solid,1 bar}	292.08	J/mol*K	N/A	Dworkin A., 1983	DH

Constant pressure heat capacity of solid

C_p,solid (J/mol*K)	Temperature (K)	Reference	Comment
245.7	298.15	Dworkin A., 1983	T = 15 to 300 K.; DH

IR Spectrum

Go To: Top, Condensed phase thermochemistry data, References, Notes

Data compiled by: Coblentz Society, Inc.

SOLUTION (10% IN CCl4 FOR 4000-1340 CM^-1, 10% IN CS2 FOR 1340-600 CM^-1); BECKMAN IR-7 (GRATING); DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

gas; HP-GC/MS/IRD

References

Go To: Top, Condensed phase thermochemistry data, IR Spectrum, Notes

Parks and Mosher, 1962
Parks, G.S.; Mosher, H.P., Heats of combustion and formation of seven organic compounds containing oxygen, J. Chem. Phys., 1962, 37, 919-920. [all data]

Springall and White, 1954
Springall, H.D.; White, T.R., Heats of combustion and molecular structure. Part II. The mean bond energy term for the carbonyl system in certain ketones, J. Chem. Soc., 1954, 2765-27. [all data]

Landrieu, 1906
Landrieu, M.Ph., Thermochimie des hydrazones et des osazones, des dicetones-α et des sucres reducteurs, Compt. Rend., 1906, 140, 580-582. [all data]

Barker, 1925
Barker, M.F., Calorific value and constitution, J. Phys. Chem., 1925, 29, 1345-1363. [all data]

Dworkin A., 1983
Dworkin A., Heat capacity, phase transition, and thermodynamic properties of benzil, J. Chem. Thermodyn., 1983, 15, 1029-1035. [all data]

Notes

Go To: Top, Condensed phase thermochemistry data, IR Spectrum, References

Symbols used in this document:

C_p,solid	Constant pressure heat capacity of solid
S°_{solid,1 bar}	Entropy of solid at standard conditions (1 bar)
Δ_cH°_solid	Enthalpy of combustion of solid at standard conditions
Δ_fH°_solid	Enthalpy of formation of solid at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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