o-Hydroxybiphenyl
- Formula: C12H10O
- Molecular weight: 170.2072
- IUPAC Standard InChIKey: LLEMOWNGBBNAJR-UHFFFAOYSA-N
- CAS Registry Number: 90-43-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: [1,1'-Biphenyl]-2-ol; 2-Biphenylol; o-Biphenylol; o-Diphenylol; o-Hydroxydiphenyl; o-Phenylphenol; o-Xenol; Biphenyl-2-ol; Dowicide 1; Phenol, o-phenyl-; 2-Phenylphenol; Preventol O extra; Remol TRF; 2-Hydroxybiphenyl; 2-Hydroxydiphenyl; o-Phenylphenol, cosmetic grade; Biphenyl, 2-hydroxy-; NCI-C50351; Torsite; Tumescal OPE; USAF EK-2219; 1-Hydroxy-2-phenylbenzene; 2-Hydroxybifenyl; Dowicide 1 antimicrobial; 2-Fenylfenol; Kiwi lustr 277; OPP; Orthohydroxydiphenyl; Orthophenylphenol; Orthoxenol; Tetrosin OE; Nectryl; Anthrapole 73; 2-Hydroxy-1,1'-biphenyl; Invalon OP; Tetrosin OE-N; (1,1-Biphenyl)-2-ol; Hydroxy-2-phenylbenzene; Nipacide OPP; Phenylphenol; Phenylphenol (ortho-); NSC 1548; Preventol 3041
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Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 555.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 548. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 331.20 | K | N/A | Donnelly, Drewes, et al., 1990 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 329. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tfus | 330. | K | N/A | Gilman and Esmay, 1953 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 330.6 | K | N/A | Geidarov, Karasharli, et al., 1977 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 88.5 ± 0.9 | kJ/mol | GS | Verevkin, 1998 | AC |
ΔsubH° | 104.3 | kJ/mol | C | Bertholon, Giray, et al., 1971 | ALS |
ΔsubH° | 105.0 | kJ/mol | N/A | Bertholon, Giray, et al., 1971 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
418.2 | 0.019 | Weast and Grasselli, 1989 | BS |
418. | 0.019 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
94.2 | 449. | A | Stephenson and Malanowski, 1987 | Based on data from 434. to 547. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
435.1 to 548. | 2.11107 | 540.999 | -297.156 | von Terres, Gebert, et al., 1955 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
87.6 ± 0.9 | 314. | GS | Verevkin, 1998 | Based on data from 301. to 328. K.; AC |
82.9 | 303. | N/A | Stephenson and Malanowski, 1987 | Based on data from 292. to 314. K. See also Aihara, 1960.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
16.213 | 330.6 | N/A | Geidarov, Dzhafarov, et al., 1973 | DH |
16.213 | 330.60 | N/A | Geidarov, Karasharli, et al., 1977, 2 | DH |
15.48 | 333.7 | DSC | Verevkin, 1998 | AC |
16.21 | 330.6 | N/A | Geidarov, Dzhafarov, et al., 1973 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
49.04 | 330.6 | Geidarov, Dzhafarov, et al., 1973 | DH |
49.04 | 330.60 | Geidarov, Karasharli, et al., 1977, 2 | DH |
49.03 | 330.6 | Geidarov, Dzhafarov, et al., 1973 | CAL |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]
Donnelly, Drewes, et al., 1990
Donnelly, J.R.; Drewes, L.A.; Johnson, R.L.; Munslow, W.D.; Knapp, K.K.; Sovocool, G.W.,
Purity and heat of fusion data for environmental standards as determined by differential scanning calorimetry,
Thermochim. Acta, 1990, 167, 2, 155, https://doi.org/10.1016/0040-6031(90)80476-F
. [all data]
Gilman and Esmay, 1953
Gilman, H.; Esmay, E.L.,
The Cleavage of Heterocycles with Raney Nickel and with Lithium,
J. Am. Chem. Soc., 1953, 75, 2947. [all data]
Geidarov, Karasharli, et al., 1977
Geidarov, K.I.; Karasharli, K.A.; Dzhafarov, O.I.,
Analysis of the results of the thermodynamic investigation of diphenyl devivatives,
Azerb. Khim. Zh., 1977, 1977, 112-5. [all data]
Verevkin, 1998
Verevkin, Sergey P.,
Thermochemistry of phenols: experimental standard molar enthalpies of formation of 2-phenylphenol, 4-phenylphenol, 2,6-diphenylphenol, and 2,2´- and 4,4´-dihydroxybiphenyl,
The Journal of Chemical Thermodynamics, 1998, 30, 3, 389-396, https://doi.org/10.1006/jcht.1997.0316
. [all data]
Bertholon, Giray, et al., 1971
Bertholon, G.; Giray, M.; Perrin, R.; Vincent-Falquet-Berny, M.F.,
No. 532. - Etude physicochimique des phenols. OX. - Ethanlpies de combustion et energies de resonance des alcoyl et aryphenols,
Bull. Soc. Chim. France, 1971, 3180-3187. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
von Terres, Gebert, et al., 1955
von Terres, E.; Gebert, F.; Hulsemann, H.; Petereit, H.; Toepsch, H.; Ruppert, W.,
Zur Kenntnis der physikalisch-chemischen Grundlagen der Gewinnung und Zerlegung der Phenolfraktionen von Steinkohlenteer und Braunkohlenschwelteer. IV. Mitteilung Die Dampfdrucke von Phenol und Phenolderivaten,
Brennst.-Chem., 1955, 36, 272-274. [all data]
Aihara, 1960
Aihara, Ariyuki,
Estimation of the Energy of Hydrogen Bonds Formed in Crystals. II. Phenols,
Bull. Chem. Soc. Jpn., 1960, 33, 2, 194-200, https://doi.org/10.1246/bcsj.33.194
. [all data]
Geidarov, Dzhafarov, et al., 1973
Geidarov, Kh.I.; Dzhafarov, O.I.; Karasharli, K.A.; Kostryukov, V.N.,
Thermodynamics of o-hydroxybiphenyl at low temperatures,
Zhur. Fiz. Khim., 1973, 47, 275. [all data]
Geidarov, Karasharli, et al., 1977, 2
Geidarov, Kh.I.; Karasharli, K.A.; Dzhafarov, O.I.,
Analysis of the results of the thermodynamic investigation of diphenyl derivatives,
Azerb. Khim. Zhur., 1977, (5), 112-115. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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