2,3-Naphthalenediol

Formula: C₁₀H₈O₂
Molecular weight: 160.1693
IUPAC Standard InChI: InChI=1S/C10H8O2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6,11-12H
IUPAC Standard InChIKey: JRNGUTKWMSBIBF-UHFFFAOYSA-N
CAS Registry Number: 92-44-4
Chemical structure:
This structure is also available as a 2d Mol file
Other names: Naphthalene-2,3-diol; 2,3-Dihydroxynapthalene; 2,3-Dihydroxynaphthalene; Naphthalenediol-(2,3)
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- Mass spectrum (electron ionization)
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Gas phase thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-46.08 ± 0.48	kcal/mol	Ccb	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988
Δ_fH°_gas	-49.47 ± 0.38	kcal/mol	Ccb	Colomina, Jimenez, et al., 1979	see Colomina, Roux, et al., 1976

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	-72.28 ± 0.41	kcal/mol	Ccb	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988	ALS
Δ_fH°_solid	-75.62 ± 0.36	kcal/mol	Ccb	Colomina, Jimenez, et al., 1979	see Colomina, Roux, et al., 1976; ALS
Quantity	Value	Units	Method	Reference	Comment
Δ_cH°_solid	-1141.5 ± 0.26	kcal/mol	Ccb	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988	Corresponding Δ_fHº_solid = -72.28 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δ_cH°_solid	-1138.14 ± 0.16	kcal/mol	Ccb	Colomina, Jimenez, et al., 1979	see Colomina, Roux, et al., 1976; Corresponding Δ_fHº_solid = -75.633 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity	Value	Units	Method	Reference	Comment
S°_{solid,1 bar}	45.89	cal/mol*K	N/A	Danilenko, Danilenko, et al., 1974	DH

Phase change 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.
AC - William E. Acree, Jr., James S. Chickos

Quantity	Value	Units	Method	Reference	Comment
Δ_subH°	26.20 ± 0.24	kcal/mol	C	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988	ALS
Δ_subH°	26.20	kcal/mol	N/A	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988	DRB
Δ_subH°	26.20 ± 0.24	kcal/mol	C	Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988	AC
Δ_subH°	26.1 ± 0.1	kcal/mol	V	Colomina, Jimenez, et al., 1979	see Colomina, Roux, et al., 1976; ALS
Δ_subH°	26.15	kcal/mol	N/A	Colomina, Jimenez, et al., 1979	DRB

Enthalpy of sublimation

Δ_subH (kcal/mol)	Temperature (K)	Method	Reference	Comment
26.1 ± 0.1	350.	ME	Colomina, Jimenez, et al., 1979, 2	Based on data from 341. to 359. K.; AC

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes

Ribeiro Da Silva, Ribeiro Da Silva, et al., 1988
Ribeiro Da Silva, M.A.V.; Ribeiro Da Silva, M.D.M.C.; Pilcher, G., Enthalpies of combustion of 1-hydroxynaphthalene, 2-hydroxynaphthalene, and 1,2-, 1,3-, 1,4-, and 2,3-dihydroxynaphthalenes, J. Chem. Thermodyn., 1988, 20, 969-974. [all data]

Colomina, Jimenez, et al., 1979
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C., Thermochemical properties of naphthalene derivatives. V. Formation enthalpies of 2,3-dimethylnaphthalene and 2,3-dihydroxynaphthalene, An. Quim., 1979, 75, 620-624. [all data]

Colomina, Roux, et al., 1976
Colomina, M.; Roux, M.V.; Turrion, C., Thermochemical properties of naphthalene compounds. IV. Enthalpies of combustion and formation of 2-methoxynaphthalene, 2-ethoxynaphthalene, and 2,3- and 2,7-dihydroxynaphthalenes, J. Chem. Thermodyn., 1976, 8, 869-872. [all data]

Danilenko, Danilenko, et al., 1974
Danilenko, V.E.; Danilenko, G.N.; Demidenko, A.F., Thermodynamic properties of β-naphthol and 2,3-dihydroxynaphthalene, Zhur. Fiz. Khim., 1974, 48, 1886. [all data]

Colomina, Jimenez, et al., 1979, 2
Colomina, M.; Jimenez, P.; Roux, M.V.; Turrion, C., An. Quim., 1979, 75, 620. [all data]

Notes

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Symbols used in this document:

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
Δ_subH	Enthalpy of sublimation
Δ_subH°	Enthalpy of sublimation at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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