1,1':3',1''-Terphenyl, 5'-phenyl-

Formula: C₂₄H₁₈
Molecular weight: 306.3997
IUPAC Standard InChI: InChI=1S/C24H18/c1-4-10-19(11-5-1)22-16-23(20-12-6-2-7-13-20)18-24(17-22)21-14-8-3-9-15-21/h1-18H
IUPAC Standard InChIKey: SXWIAEOZZQADEY-UHFFFAOYSA-N
CAS Registry Number: 612-71-5
Chemical structure:
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Other names: m-Terphenyl, 5'-phenyl-; Benzene, 1,3,5-triphenyl-; 1,1'-Biphenyl, 3,5-diphenyl-; 1,3,5-Triphenylbenzene; s-Triphenylbenzene; Triphenylbenzene; 5'-Phenyl-m-terphenyl; Symmetrical triphenylbenzene; 5'-Phenyl-1,1':3',1''-terphenyl; NSC 17358
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Gas phase thermochemistry data

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Data compiled by: Donald R. Burgess, Jr.

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	371.8 ± 3.8	kJ/mol	Review	Roux, Temprado, et al., 2008	There are sufficient literature values to make a qualified recommendation where the suggested value is in good agreement with values predicted using thermochemical cycles or from reliable estimates. In general, the evaluated uncertainty limits are on the order of (2 to 4) kJ/mol.

Condensed phase thermochemistry data

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Data compiled as indicated in comments:
DRB - Donald R. Burgess, Jr.
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	222. ± 3.4	kJ/mol	Review	Roux, Temprado, et al., 2008	There are sufficient literature values to make a qualified recommendation where the suggested value is in good agreement with values predicted using thermochemical cycles or from reliable estimates. In general, the evaluated uncertainty limits are on the order of (2 to 4) kJ/mol.; DRB
Δ_fH°_solid	224.6 ± 5.4	kJ/mol	Ccb	Richardson and Parks, 1939	Reanalyzed by Cox and Pilcher, 1970, Original value = 221.4 kJ/mol; see Richardson, 1939; ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-12241.3 ± 5.3	kJ/mol	Ccb	Richardson and Parks, 1939	Reanalyzed by Cox and Pilcher, 1970, Original value = -12236.1 kJ/mol; see Richardson, 1939; Corresponding Δ_fHº_solid = 224.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
S°_{solid,1 bar}	375.5	J/mol*K	N/A	Lebedev, Bykova, et al., 1982	DH
S°_{solid,1 bar}	367.4	J/mol*K	N/A	Parks, Todd, et al., 1936	Extrapolation below 90 K, 114.64 J/mol*K.; DH

Constant pressure heat capacity of solid

C_p,solid (J/mol*K)	Temperature (K)	Reference	Comment
361.0	298.15	Lebedev, Bykova, et al., 1982	T = 13.8 to 480 K.; DH
358.32	298.1	Parks, Todd, et al., 1936	T = 90 to 300 K.; DH

References

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Roux, Temprado, et al., 2008
Roux, M.V.; Temprado, M.; Chickos, J.S.; Nagano, Y., Critically Evaluated Thermochemical Properties of Polycyclic Aromatic Hydrocarbons, J. Phys. Chem. Ref. Data, 2008, 37, 4, 1855-1996. [all data]

Richardson and Parks, 1939
Richardson, J.W.; Parks, G.S., Thermal data on organic compounds. XIX. Modern combustion data for some non-volatile compounds containing carbon, hydrogen and oxygen, J. Am. Chem. Soc., 1939, 61, 3543-3546. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Richardson, 1939
Richardson, J.W., Precise determination of the heats of combustion of some representative organic compounds, Ph.D. Thesis for Standford University, 1939, 1-122. [all data]

Lebedev, Bykova, et al., 1982
Lebedev, B.V.; Bykova, T.A.; Smirnova, N.N.; Kulagina, T.G., Thermodynmics of phenylacetylene, its cyclotrimerization, and the resulting 1,3,5-triphenylbenzene at 0-480 K, Zhur. Obshch. Khim., 1982, 52, 2630-2636. [all data]

Parks, Todd, et al., 1936
Parks, G.S.; Todd, S.S.; Moore, W.A., Thermal data on organic compounds. XVI. Some heat capacity, entropy and free energy data for typical benzene derivatives and heterocyclic compounds, J. Am. Chem. Soc., 1936, 58, 398-401. [all data]

Notes

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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°_gas	Enthalpy of formation of gas 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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