Resorcinol

Formula: C₆H₆O₂
Molecular weight: 110.1106
IUPAC Standard InChI: InChI=1S/C6H6O2/c7-5-2-1-3-6(8)4-5/h1-4,7-8H
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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Gas phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-284.7 ± 1.2	kJ/mol	Ccr	Sabbah and Buluku, 1991	ΔHfusion =15.25±0.52 kJ/mol; ALS
Δ_fH°_gas	-275.	kJ/mol	Ccb	Desai, Wilhoit, et al., 1968	ALS
Δ_fH°_gas	-265.2	kJ/mol	N/A	Pushin, 1954	Value computed using Δ_fH_solid° value of -351.2 kj/mol from Pushin, 1954 and Δ_subH° value of 86.0 kj/mol from Sabbah and Buluku, 1991.; DRB

Constant pressure heat capacity of gas

C_p,gas (J/mol*K)	Temperature (K)	Reference	Comment
34.69	50.	Kudchadker S.A., 1979	GT
47.46	100.
65.81	150.
85.45	200.
114.24	273.15
123.75	298.15
124.44	300.
158.69	400.
185.86	500.
206.73	600.
222.95	700.
235.90	800.
246.52	900.
255.42	1000.
262.97	1100.
269.45	1200.
275.04	1300.
279.88	1400.
284.11	1500.

Condensed phase thermochemistry data

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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	-370.7 ± 1.1	kJ/mol	Ccr	Sabbah and Buluku, 1991	ΔHfusion =15.25±0.52 kJ/mol; ALS
Δ_fH°_solid	-368.0 ± 0.50	kJ/mol	Ccb	Desai, Wilhoit, et al., 1968	crystal phase; ALS
Δ_fH°_solid	-351.2	kJ/mol	Ccb	Pushin, 1954	Author's hf298_condensed=-85.6 kcal/mol; ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-2847.9 ± 1.1	kJ/mol	Ccr	Sabbah and Buluku, 1991	ΔHfusion =15.25±0.52 kJ/mol; Corresponding Δ_fHº_solid = -370.7 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-2850.6 ± 0.42	kJ/mol	Ccb	Desai, Wilhoit, et al., 1968	crystal phase; Corresponding Δ_fHº_solid = -368.0 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-2867.	kJ/mol	Ccb	Pushin, 1954	Author's hf298_condensed=-85.6 kcal/mol; Corresponding Δ_fHº_solid = -351. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-2861.	kJ/mol	Ccb	Barker, 1925	Author was aware that data differs from previously reported values; Corresponding Δ_fHº_solid = -357. kJ/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of solid

C_p,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

Reaction thermochemistry data

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Data compiled by: John E. Bartmess

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Individual Reactions

C₆H₅O₂^- + = Resorcinol

By formula: C₆H₅O₂^- + H⁺ = C₆H₆O₂

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1450. ± 8.8	kJ/mol	G+TS	Fujio, McIver, et al., 1981	gas phase; value altered from reference due to change in acidity scale
Δ_rH°	1444. ± 11.	kJ/mol	G+TS	Kebarle and McMahon, 1977	gas phase
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	1422. ± 8.4	kJ/mol	IMRE	Fujio, McIver, et al., 1981	gas phase; value altered from reference due to change in acidity scale
Δ_rG°	1415. ± 8.4	kJ/mol	IMRE	Kebarle and McMahon, 1977	gas phase

Henry's Law data

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Data compiled by: Rolf Sander

Henry's Law constant (water solution)

k_H(T) = k°_H exp(d(ln(k_H))/d(1/T) ((1/T) - 1/(298.15 K)))
k°_H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(k_H))/d(1/T) = Temperature dependence constant (K)

k°_H (mol/(kg*bar))	d(ln(k_H))/d(1/T) (K)	Method	Reference
8.2×10⁺⁶	6300.	X	N/A

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Notes

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]

Kudchadker S.A., 1979
Kudchadker S.A., Ideal gas thermodynamic properties of benzene diols: pyrocatechol, resorcinol, and hydroquinone, Thermochim. Acta, 1979, 30, 319-326. [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]

Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W., Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities, J. Am. Chem. Soc., 1981, 103, 4017. [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [all data]

Notes

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Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
C_p,solid	Constant pressure heat capacity of solid
d(ln(k_H))/d(1/T)	Temperature dependence parameter for Henry's Law constant
k°_H	Henry's Law constant at 298.15K
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
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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