Benzaldehyde, 4-hydroxy-
- Formula: C7H6O2
- Molecular weight: 122.1213
- IUPAC Standard InChIKey: RGHHSNMVTDWUBI-UHFFFAOYSA-N
- CAS Registry Number: 123-08-0
- 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: Benzaldehyde, p-hydroxy-; p-Formylphenol; p-Hydroxybenzaldehyde; p-Oxybenzaldehyde; 4-Formylphenol; 4-Hydroxybenzaldehyde; Parahydroxybenzaldehyde; USAF M-6; 4-Hydroxybenzenecarbonal; NSC 2127
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Phase change data
Go To: Top, Gas Chromatography, 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:
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 24.5 ± 0.1 | kcal/mol | ME | Ribeiro da Silva, Gonçalves, et al., 2010 | Based on data from 324. to 341. K.; AC |
ΔsubH° | 23.8 ± 0.1 | kcal/mol | C | Bernardes and Minas da Piedade, 2008 | AC |
ΔsubH° | 23.5 ± 0.31 | kcal/mol | N/A | Stephenson and Malanowski, 1987 | Based on data from 303. to 336. K. See also Parsons, Rochester, et al., 1971.; AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
17.3 | 409. | A | Stephenson and Malanowski, 1987 | Based on data from 394. to 583. K. See also Stull, 1947.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
394.3 to 583. | 5.31545 | 2851.945 | -46.329 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
24.3 ± 0.1 | 333. | ME | Ribeiro da Silva, Gonçalves, et al., 2010 | Based on data from 324. to 341. K.; AC |
21.8 | 324. | N/A | Aihara, 1960 | Based on data from 312. to 336. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
4.85 | 390.8 | DSC | Bernardes and Minas da Piedade, 2008 | AC |
5.16 | 390.8 | N/A | Temprado, Roux, et al., 2008 | AC |
Gas Chromatography
Go To: Top, Phase change data, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | OV-101 | 140. | 1318.6 | Righezza, Hassani, et al., 1996 | N2, Chromosorb G HP; Column length: 5. m |
Packed | OV-101 | 160. | 1320.8 | Hassani and Meklati, 1992 | N2, Chromosorb G HP; Column length: 5. m |
Capillary | SE-30 | 160. | 1320. | Evans and Haken, 1989 | Column length: 25. m; Column diameter: 0.32 mm |
Capillary | SE-30 | 160. | 1320. | Korhonen and Knuutinen, 1984 | N2; Column length: 25. m; Column diameter: 0.3 mm |
Capillary | SE-30 | 180. | 1318. | Korhonen and Knuutinen, 1984 | N2; Column length: 25. m; Column diameter: 0.3 mm |
Capillary | SE-30 | 200. | 1302. | Korhonen and Knuutinen, 1984 | N2; Column length: 25. m; Column diameter: 0.3 mm |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Packed | SE-30 | 1311. | Staniewski, 1991 | GasChrom Q, 4. K/min; Column length: 2. m; Tstart: 80. C; Tend: 250. C |
Capillary | DB-1 | 1317. | Wu, Kuo, et al., 1991 | 50. m/0.32 mm/1.05 μm, He, 2. K/min, 260. C @ 40. min; Tstart: 40. C |
Capillary | SE-30 | 1324. | Korhonen and Knuutinen, 1984 | N2, 10. K/min; Column length: 25. m; Column diameter: 0.3 mm; Tstart: 100. C |
Capillary | SE-30 | 1308. | Korhonen and Knuutinen, 1984 | N2, 14. K/min; Column length: 25. m; Column diameter: 0.3 mm; Tstart: 100. C |
Capillary | SE-30 | 1318. | Korhonen and Knuutinen, 1984 | N2, 6. K/min; Column length: 25. m; Column diameter: 0.3 mm; Tstart: 100. C |
Van Den Dool and Kratz RI, polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-Innowax | 2958. | Adamiec, Cejpek, et al., 2001 | 30. m/0.25 mm/0.25 μm, N2, 5. K/min; Tstart: 60. C; Tend: 220. C |
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-1 | 1323. | Castel, Fernandez, et al., 2006 | 50. m/0.2 mm/0.5 μm, He, 2. K/min, 250. C @ 120. min; Tstart: 60. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Methyl Silicone | 1320. | Feng, Yue, et al., 2006 | Program: not specified |
References
Go To: Top, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ribeiro da Silva, Gonçalves, et al., 2010
Ribeiro da Silva, Maria D.M.C.; Gonçalves, Mariana V.; Monte, Manuel J.S.,
Thermodynamic study on hydroxybenzaldehyde derivatives: 3- and 4-Hydroxybenzaldehyde isomers and 3,5-di-tert-butyl-2-hydroxybenzaldehyde,
The Journal of Chemical Thermodynamics, 2010, 42, 4, 472-477, https://doi.org/10.1016/j.jct.2009.10.009
. [all data]
Bernardes and Minas da Piedade, 2008
Bernardes, Carlos E.S.; Minas da Piedade, Manuel E.,
Energetics of the O-H Bond and of Intramolecular Hydrogen Bonding in HOC 6 H 4 C(O)Y (Y = H, CH 3 , CH 2 CH«58875»CH 2 , C«58876»CH, CH 2 F, NH 2 , NHCH 3 , NO 2 , OH, OCH 3 , OCN, CN, F, Cl, SH, and SCH 3 ) Compounds,
J. Phys. Chem. A, 2008, 112, 40, 10029-10039, https://doi.org/10.1021/jp804455u
. [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]
Parsons, Rochester, et al., 1971
Parsons, G.H.; Rochester, C.H.; Wood, C.E.C.,
Effect of 4-substitution on the thermodynamics of hydration of phenol and the phenoxide anion,
J. Chem. Soc., B:, 1971, 533, https://doi.org/10.1039/j29710000533
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [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]
Temprado, Roux, et al., 2008
Temprado, M.; Roux, María Victoria; Chickos, J.S.,
Some thermophysical properties of several solid aldehydes,
J Therm Anal Calorim, 2008, 94, 1, 257-262, https://doi.org/10.1007/s10973-007-8883-0
. [all data]
Righezza, Hassani, et al., 1996
Righezza, M.; Hassani, A.; Meklati, B.Y.; Chrétien, J.R.,
Quantitative structure-retention relationships (QSRR) of congeneric aromatics series studied on phenyl OV phases in gas chromatography,
J. Chromatogr. A, 1996, 723, 1, 77-91, https://doi.org/10.1016/0021-9673(95)00816-0
. [all data]
Hassani and Meklati, 1992
Hassani, A.; Meklati, B.Y.,
Gas chromatographic behaviour of monosubstituted benzenes, benzaldehydes and acetophenones on OV polymethylphenyl-silicone stationary phases,
Chromatographia, 1992, 33, 5/6, 267-271, https://doi.org/10.1007/BF02276193
. [all data]
Evans and Haken, 1989
Evans, M.B.; Haken, J.K.,
Dispersion and selectivity indices in gas chromatography. IV. Chlorinated aromatic compounds,
J. Chromatogr., 1989, 468, 373-382, https://doi.org/10.1016/S0021-9673(00)96332-5
. [all data]
Korhonen and Knuutinen, 1984
Korhonen, I.O.O.; Knuutinen, J.,
Gas-liquid chromatographic analyses. XXVII. Separation of chlorinated 4-hydroxybenzaldehydes on a capillary column coated with non-polar SE-30 stationary phase,
J. Chromatogr., 1984, 292, 2, 345-353, https://doi.org/10.1016/S0021-9673(01)83614-1
. [all data]
Staniewski, 1991
Staniewski, J.,
Gas chromatographic analysis of some hydroxyoxime extractants of metals,
Chem. Anal. (Warsaw), 1991, 36, 2, 325-333. [all data]
Wu, Kuo, et al., 1991
Wu, P.; Kuo, M.-C.; Hartman, T.G.; Rosen, R.T.; Ho, C.-T.,
Free and glycosidically bound aroma compounds in pineapple (Ananas comosus L. Merr.),
J. Agric. Food Chem., 1991, 39, 1, 170-172, https://doi.org/10.1021/jf00001a033
. [all data]
Adamiec, Cejpek, et al., 2001
Adamiec, J.; Cejpek, K.; Rossner, J.; Velisek, J.,
Novel Strecker degradation products of tyrosine and dihydroxyphenylalanine,
Czech. J. Food. Sci., 2001, 19, 1, 13-18. [all data]
Castel, Fernandez, et al., 2006
Castel, C.; Fernandez, X.; Lizzani-Cuvelier, L.; Perichet, C.; Lavoine, S.,
Characterization of the Chemical Composition of a Byproduct from Siam Benzoin Gum,
J. Agric. Food Chem., 2006, 54, 23, 8848-8854, https://doi.org/10.1021/jf061193y
. [all data]
Feng, Yue, et al., 2006
Feng, C.-J.; Yue, W.; Li, M.-J.,
Estimation of chromatographic retention index of chlorinated hydroxybenzaldehyde by correlation indexes,
Chem. Ind. Engineering, 2006, 23, 6, 486-490. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
ΔfusH Enthalpy 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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