Phenol, 4,4'-(1-methylethylidene)bis-
- Formula: C15H16O2
- Molecular weight: 228.2863
- IUPAC Standard InChIKey: IISBACLAFKSPIT-UHFFFAOYSA-N
- CAS Registry Number: 80-05-7
- 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: Phenol, 4,4'-isopropylidenedi-; p,p'-Isopropylidenebisphenol; p,p'-Isopropylidenediphenol; Biphenol A; Bisphenol A; Dian; Diano; Diphenylolpropane; Parabis A; Phenol, (1-methylethylidene)bis-; Pluracol 245; 2,2-Bis(hydroxyphenyl)propane; 2,2-Bis(p-hydroxyphenyl)propane; 2,2-Bis(4-hydroxyphenyl)propane; 4,4'-Isopropylidenebis[phenol]; 4,4'-Isopropylidenediphenol; Bis(4-hydroxyphenyl) dimethylmethane; p,p'-Dihydroxydiphenyldimethylmethane; 4,4'-Dihydroxydiphenyldimethylmethane; p,p'-Dihydroxydiphenylpropane; 4,4'-Dihydroxydiphenylpropane; 2,2-(4,4'-Dihydroxydiphenyl)propane; 4,4'-Dihydroxy-2,2-diphenylpropane; 4,4'-Dihydroxydiphenyl-2,2-propane; β-di-p-hydroxyphenylpropane; 2,2-Di(4-hydroxyphenyl)propane; Dimethyl bis(p-hydroxyphenyl)methane; Dimethylmethylene-p,p'-diphenol; 2,2-Di(4-phenylol)propane; di-2,2-(4-Hydroxyphenyl)propane; 2,2-di-(4'-Hydroxyphenyl)-propane; β,β'-Bis(p-hydroxyphenyl)propane; p,p'-Bisphenol A; Bis(p-hydroxyphenyl)propane; Bisferol A; Bisphenol; Isopropylidenebis(4-hydroxybenzene); NCI-C50635; Phenol, 4,4'-dimethylmethylenedi-; Propane, 2,2-bis(p-hydroxyphenyl)-; 2,2-Bis-4'-hydroxyfenylpropan; 4,4'-(1-Methylethylidene)bisphenol; 4,4'-Bisphenol A; 4,4-Isopropylidenediphenol; Ipognox 88; Rikabanol; 2,2-(4,4-Dihydroxydiphenyl)propane; 2,2-Bis (4-hydroxyphenol) propane; 2,2-Bis(4,4'-hydroxyphenyl)propane; 4,4'-Dihydroxdiphenylpropane; Parabis; 2,2-Bis(4'-hydroxyphenyl)propane; BPA 157; 4,4-(1-Methylethylidene)-bis-phenol
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Mass spectrum (electron ionization), 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 | -349.4 ± 1.7 | kJ/mol | Ccb | Larina and Novoselova, 1982 | ALS |
ΔfH°solid | -368.6 ± 1.8 | kJ/mol | Ccb | Hubbard, Knowlton, et al., 1948 | Reanalyzed by Cox and Pilcher, 1970, Original value = -369. ± 2. kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -7840.0 ± 1.7 | kJ/mol | Ccb | Larina and Novoselova, 1982 | Corresponding ΔfHºsolid = -349.3 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°solid | -7820.7 ± 1.7 | kJ/mol | Ccb | Hubbard, Knowlton, et al., 1948 | Reanalyzed by Cox and Pilcher, 1970, Original value = -7820. ± 2. kJ/mol; Corresponding ΔfHºsolid = -368.6 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 287.7 | J/mol*K | N/A | Novoselova, Tsvetkova, et al., 1985 | DH |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
287.72 | 298.15 | Novoselova, Tsvetkova, et al., 1985 | T = 14 to 480 K.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Mass spectrum (electron ionization), 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 431. | K | N/A | Vaiser, Ryabov, et al., 1960 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 433. | K | N/A | Novoselova, Tsvetkova, et al., 1985, 2 | Uncertainty assigned by TRC = 1. K; TRC |
Reduced pressure boiling point
Tboil (K) | Pressure (bar) | Reference | Comment |
---|---|---|---|
493.2 | 0.005 | Weast and Grasselli, 1989 | BS |
523. to 525. | 0.017 | Buckingham and Donaghy, 1982 | BS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
102.2 | 481. | A | Stephenson and Malanowski, 1987 | Based on data from 466. to 634. K. See also Stull, 1947.; 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 |
---|---|---|---|---|---|
466. to 633.7 | 7.59699 | 4619.198 | -25.179 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
30.100 | 433. | Novoselova, Tsvetkova, et al., 1985 | DH |
30.1 | 433. | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
69.6 | 433. | Novoselova, Tsvetkova, et al., 1985 | DH |
Mass spectrum (electron ionization)
Go To: Top, Condensed phase thermochemistry data, 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
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center, 1998. |
NIST MS number | 291215 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Larina and Novoselova, 1982
Larina, V.N.; Novoselova, N.V.,
Heat of combustion of polycarbonate and 2,2-bis(4-hydroxyphenyl)propane,
Termodin. Organ. Soedin., 1982, 110-112. [all data]
Hubbard, Knowlton, et al., 1948
Hubbard, W.N.; Knowlton, J.W.; Huffman, H.M.,
The heat of combusion of 2,2'-bis-(4-hydroxyphenyl)-propane,
J. Am. Chem. Soc., 1948, 70, 3259-3261. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Novoselova, Tsvetkova, et al., 1985
Novoselova, N.V.; Tsvetkova, L.Ya.; Rabinovich, I.B.; Moseeva, E.M.; Faminskaya, L.A.,
Specific heat and thermodynamic functions of 4,4'-dihydroxydiphenyl-2,2-propane, 4,4'-dichlorodiphenylsulphone, and polysulphone,
Zhur. Fiz. Khim., 1985, 59, 604-608. [all data]
Vaiser, Ryabov, et al., 1960
Vaiser, V.L.; Ryabov, V.D.; Piryatinskii, B.M.,
Preparation of Vinylphenol by Catalystic Cracking of Certain Dihydrodiaryl- alkanes,
Dokl. Akad. Nauk SSSR, 1960, 132, 349. [all data]
Novoselova, Tsvetkova, et al., 1985, 2
Novoselova, N.V.; Tsvetkova, L.Ya.; Rabinovich, I.B.; Moseeva, E.M.; Faminskaya, L.A.,
Heat Capacity and Thermodynamic Functions of 4,4'-Dihydroxydiphenyl- 2,2-propane, 4,4'-Dichlorodiphenyl sulfone and Polysulfone,
Zh. Fiz. Khim., 1985, 59, 604. [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]
Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M.,
Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 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]
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]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature 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 ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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