Resorcinol
- Formula: C6H6O2
- Molecular weight: 110.1106
- IUPAC Standard InChIKey: GHMLBKRAJCXXBS-UHFFFAOYSA-N
- CAS Registry Number: 108-46-3
- 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: 1,3-Benzenediol; α-Resorcinol; m-Benzenediol; m-Dihydroxybenzene; m-Dioxybenzene; m-Hydroquinone; m-Hydroxyphenol; Benzene, 1,3-dihydroxy-; C.I. Developer 4; C.I. Oxidation Base 31; C.I. 76505; Developer O; Developer R; Developer RS; Durafur Developer G; Fouramine RS; Fourrine EW; Fourrine 79; Nako TGG; Pelagol Grey RS; Pelagol RS; Resorcin; 1,3-Dihydroxybenzene; 3-Hydroxyphenol; Benzene, m-dihydroxy-; Phenol, m-hydroxy-; NCI-C05970; Rcra waste number U201; Resorcine; UN 2876; NSC 1571; Rodol RS; 1,3-Dihydroxybenzene (resorcinol)
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Condensed phase thermochemistry data
Go To: Top, Phase change data, IR Spectrum, UV/Visible spectrum, References, Notes
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:
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 |
---|---|---|---|---|---|
ΔfH°solid | -370.7 ± 1.1 | kJ/mol | Ccr | Sabbah and Buluku, 1991 | ΔHfusion =15.25±0.52 kJ/mol; ALS |
ΔfH°solid | -368.0 ± 0.50 | kJ/mol | Ccb | Desai, Wilhoit, et al., 1968 | crystal phase; ALS |
ΔfH°solid | -351.2 | kJ/mol | Ccb | Pushin, 1954 | Author's hf298_condensed=-85.6 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -2847.9 ± 1.1 | kJ/mol | Ccr | Sabbah and Buluku, 1991 | ΔHfusion =15.25±0.52 kJ/mol; Corresponding ΔfHºsolid = -370.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -2850.6 ± 0.42 | kJ/mol | Ccb | Desai, Wilhoit, et al., 1968 | crystal phase; Corresponding ΔfHºsolid = -368.0 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -2867. | kJ/mol | Ccb | Pushin, 1954 | Author's hf298_condensed=-85.6 kcal/mol; Corresponding ΔfHºsolid = -351. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -2861. | kJ/mol | Ccb | Barker, 1925 | Author was aware that data differs from previously reported values; Corresponding ΔfHºsolid = -357. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
135.53 | 298.15 | Bret-Dibat and Lichanot, 1989 | T = 200 to 500 K. Cp(c) = 126.876 + 0.3316t + 5.6228x10-4t2 + 9.5321x10-6t3 J/mol*K (t/°C). Cp value caluclated from equation.; DH |
139.3 | 298.15 | Ueberreiter and Orthmann, 1950 | T = 293 to 368 K. Equation only.; DH |
151.0 | 323. | Satoh and Sogabe, 1941 | T = 0 to 100°C. Mean value.; DH |
131.0 | 298. | Andrews, Lynn, et al., 1926 | T = 22 to 200°C.; DH |
131.4 | 297.9 | Andrews, 1926 | T = 110 to 344 K. Value is unsmoothed experimental datum.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, UV/Visible spectrum, References, Notes
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 | 550. | K | N/A | Buckingham and Donaghy, 1982 | BS |
Tboil | 549.1 | K | N/A | Krupatkin and Rozhentsova, 1971 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tboil | 554.55 | K | N/A | Lecat, 1943 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 384. ± 5. | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 383.54 | K | N/A | Sabbah and Buluku, 1991, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.02 K; TRC |
Ttriple | 382.7 | K | N/A | Ebisuzaki, Askari, et al., 1987 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Ttriple | 382.8 | K | N/A | Andrews, Lynn, et al., 1926, 2 | Uncertainty assigned by TRC = 0.25 K; obtained from cooling curve in absence of air; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 78.4 ± 1.3 | kJ/mol | N/A | Verevkin and Kozlova, 2008 | AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 86.00 ± 0.52 | kJ/mol | C | Sabbah and Buluku, 1991 | ΔHfusion =15.25±0.52 kJ/mol; ALS |
ΔsubH° | 86.0 | kJ/mol | N/A | Sabbah and Buluku, 1991 | DRB |
ΔsubH° | 87.5 ± 0.5 | kJ/mol | C | Sabbah and Buluku, 1991 | AC |
ΔsubH° | 93.0 | kJ/mol | N/A | Desai, Wilhoit, et al., 1968 | DRB |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
451.2 | 0.021 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
74.3 | 434. | A | Stephenson and Malanowski, 1987 | Based on data from 419. to 550. K.; AC |
74.3 | 407. | GC | Stephenson and Malanowski, 1987 | Based on data from 392. to 463. K. See also Kundel, Lille, et al., 1975.; 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 |
---|---|---|---|---|---|
424.7 to 549.7 | 5.52248 | 2687.152 | -62.164 | 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 |
---|---|---|---|---|
85.3 ± 0.5 | 334. | C | Sabbah and Buluku, 1991 | AC |
92.3 | 353. | GS | Bender, Bieling, et al., 1983 | Based on data from 328. to 379. K.; AC |
93. ± 21. | 324. to 335. | N/A | Desai, Wilhoit, et al., 1968 | AC |
93.4 | 303. | N/A | Hoyer and Peperle, 1958 | Based on data from 283. to 323. K.; AC |
95. ± 1. | 329. | V | Wolf and Weghofer, 1938 | ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
20.500 | 381. | N/A | Viikna, Gambino, et al., 1982 | DH |
18.9 | 382.6 | N/A | Bret-Dibat and Lichanot, 1989 | AC |
21.300 | 382.8 | N/A | Andrews, Lynn, et al., 1926 | DH |
21.3 | 382.9 | C | Andrews, Lynn, et al., 1926 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
53.8 | 381. | Viikna, Gambino, et al., 1982 | DH |
55.6 | 382.8 | Andrews, Lynn, et al., 1926 | DH |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
3.27 | 366.8 | Bret-Dibat and Lichanot, 1989, 2 | CAL |
49.41 | 382.6 |
Enthalpy of phase transition
ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.370 | 369. | crystaline, II | crystaline, I | Ebisuzaki, Askari, et al., 1987, 2 | DH |
20.890 | 382.7 | crystaline, I | liquid | Ebisuzaki, Askari, et al., 1987, 2 | DH |
1.200 | 366.75 | crystaline, II | crystaline, I | Bret-Dibat and Lichanot, 1989 | DH |
18.900 | 382.55 | crystaline, I | liquid | Bret-Dibat and Lichanot, 1989 | DH |
Entropy of phase transition
ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
3.71 | 369. | crystaline, II, à | crystaline, I, á phase transition | Ebisuzaki, Askari, et al., 1987, 2 | DH |
54.59 | 382.7 | crystaline, I, Fusion of á | liquid, resorcinol | Ebisuzaki, Askari, et al., 1987, 2 | DH |
3.3 | 366.75 | crystaline, II | crystaline, I | Bret-Dibat and Lichanot, 1989 | DH |
59. | 382.55 | crystaline, I | liquid | Bret-Dibat and Lichanot, 1989 | DH |
IR Spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, UV/Visible spectrum, References, Notes
Data compiled by: Coblentz Society, Inc.
- Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
- SOLID (SPLIT MULL, FLUOROLUBE FOR 3800-1340 AND NUJOL FOR 1340-400 CM -1); DOW KBr FOREPRISM-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
UV/Visible spectrum
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina
Spectrum
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Additional Data
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Source | missing citation |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 8977 |
Instrument | Unicam SP 500 |
Melting point | 111 |
Boiling point | 178(16) |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, UV/Visible spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sabbah and Buluku, 1991
Sabbah, R.; Buluku, E.N.L.E.,
Thermodynamic study of three isomers of dihydroxybenzene,
Can. J. Chem., 1991, 69, 481-488. [all data]
Desai, Wilhoit, et al., 1968
Desai, P.D.; Wilhoit, R.C.; Zwolinski, B.J.,
Heat of combustion of resorcinol and enthalpies of isomerization of dihydroxybenzenes,
J. Chem. Eng. Data, 1968, 13, 334-335. [all data]
Pushin, 1954
Pushin, N.A.,
Heats of combustion and heats of formation of isomeric organic compounds,
Bull. Soc. Chim. Belgrade, 1954, 19, 531-547. [all data]
Barker, 1925
Barker, M.F.,
Calorific value and constitution,
J. Phys. Chem., 1925, 29, 1345-1363. [all data]
Bret-Dibat and Lichanot, 1989
Bret-Dibat, P.; Lichanot, A.,
Thermodynamic properties of positional isomers of disubstituted benzene in condensed phase,
Thermochim. Acta, 1989, 147(2), 261-271. [all data]
Ueberreiter and Orthmann, 1950
Ueberreiter, K.; Orthmann, H.-J.,
Specifische Wärme, spezifisches Volumen, Temperatur- und Wärme-leittähigkeit einiger disubstituierter Benzole und polycyclischer Systeme,
Z. Natursforsch. 5a, 1950, 101-108. [all data]
Satoh and Sogabe, 1941
Satoh, S.; Sogabe, T.,
The heat capacities of some organic compounds containing nitrogen and the atomic heat of nitrogen. (3), Sci.,
Pap. Inst. Phys. Chem. Res. (Tokyo), 1941, 38, 238-245. [all data]
Andrews, Lynn, et al., 1926
Andrews, D.H.; Lynn, G.; Johnston, J.,
The heat capacities and heat of crystallization of some isomeric aromatic compounds,
J. Am. Chem. Soc., 1926, 48, 1274-1287. [all data]
Andrews, 1926
Andrews, D.H.,
The specific heats of some isomers of the type ortho, meta and para C6H4XY from 110 to 340K,
J. Am. Chem. Soc., 1926, 48, 1287-1298. [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]
Krupatkin and Rozhentsova, 1971
Krupatkin, I.L.; Rozhentsova, E.P.,
Some properties of systems with latent liquid immiscibility,
Russ. J. Phys. Chem. (Engl. Transl.), 1971, 45, 1700. [all data]
Lecat, 1943
Lecat, M.,
Azeotropes of Ethyl Urethane and other Azeotropes,
C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]
Sabbah and Buluku, 1991, 2
Sabbah, R.; Buluku, E.N.L.E.,
Thermodynamic stury of the three isomers of dihydroxybenzene,
Can. J. Chem., 1991, 69, 481. [all data]
Ebisuzaki, Askari, et al., 1987
Ebisuzaki, Y.; Askari, L.H.; Bryan, A.M.,
Phase transitions in resorcinol,
J. Chem. Phys., 1987, 87, 6659-64. [all data]
Andrews, Lynn, et al., 1926, 2
Andrews, D.H.; Lynn, G.; Johnston, J.,
The Heat Capacities and Heat of Crystallization of Some Isomeric Aromatic Compounds,
J. Am. Chem. Soc., 1926, 48, 1274. [all data]
Verevkin and Kozlova, 2008
Verevkin, Sergey P.; Kozlova, Svetlana A.,
Di-hydroxybenzenes: Catechol, resorcinol, and hydroquinone,
Thermochimica Acta, 2008, 471, 1-2, 33-42, https://doi.org/10.1016/j.tca.2008.02.016
. [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]
Kundel, Lille, et al., 1975
Kundel, H.; Lille, U.; Kaidas, N.,
Tr. Tallin. Politekh. Inst., 1975, 390, 107. [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]
Bender, Bieling, et al., 1983
Bender, R.; Bieling, V.; Maurer, G.,
The vapour pressures of solids: anthracene, hydroquinone, and resorcinol,
The Journal of Chemical Thermodynamics, 1983, 15, 6, 585-594, https://doi.org/10.1016/0021-9614(83)90058-7
. [all data]
Hoyer and Peperle, 1958
Hoyer, H.; Peperle, W.,
Z. Elektrochem., 1958, 62, 61. [all data]
Wolf and Weghofer, 1938
Wolf, K.L.; Weghofer, H.,
Uber sublimationswarmen,
Z. Phys. Chem., 1938, 39, 194-208. [all data]
Viikna, Gambino, et al., 1982
Viikna, A.; Gambino, M.; Pouzard, G.; Bros, J.P.,
Determination of partial enthalpies of mixing at infinite dilution of orcinol and resorcinol in water, dibutyl ether and diisopropyl ether,
Calorim. Anal. Therm., 1982, 13, III. [all data]
Bret-Dibat and Lichanot, 1989, 2
Bret-Dibat, P.; Lichanot, A.,
Proprietes thermodynamiques des isomeres de position de benzenes disubstitues en phase condensee,
Thermochim. Acta, 1989, 147, 2, 261, https://doi.org/10.1016/0040-6031(89)85181-0
. [all data]
Ebisuzaki, Askari, et al., 1987, 2
Ebisuzaki, Y.; Askari, L.H.; Bryan, A.M.,
Phase transitions in resorcinol,
J. Chem. Phys., 1987, 87, 6659-6664. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, UV/Visible spectrum, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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