Phenol, 4,4'-(1-methylethylidene)bis-

• Formula: C₁₅H₁₆O₂
• Molecular weight: 228.2863
• IUPAC Standard InChI: InChI=1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3 Copy

  
• IUPAC Standard InChIKey: IISBACLAFKSPIT-UHFFFAOYSA-N Copy
• 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
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• 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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• Information on this page:
  • Condensed phase thermochemistry data
  • Phase change data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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Condensed phase thermochemistry data

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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

Constant pressure heat capacity of solid

Phase change data

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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

Reduced pressure boiling point

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of fusion

Entropy of fusion

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

• Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

• gas

Mass spectrum (electron ionization)

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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

Gas Chromatography

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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

Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Normal alkane RI, non-polar column, temperature ramp

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Lee's RI, non-polar column, custom temperature program

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References

Go To: Top, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, NIST Subscription Links, 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]

Yasuhara, Shiraishi, et al., 1997
Yasuhara, A.; Shiraishi, H.; Nishikawa, M.; Yamamoto, T.; Uehiro, T.; Nakasugi, O.; Okumura, T.; Kenmotsu, K.; Fukui, H.; Nagase, M.; Ono, Y.; Kawagoshi, Y.; Baba, K.; Noma, Y., Determination of organic components in leachates from hazardous waste disposal sites in Japan by gas chromatography-mass spectrometry, J. Chromatogr. A, 1997, 774, 1-2, 321-332, https://doi.org/10.1016/S0021-9673(97)00078-2 . [all data]

Xu, Han, et al., 2012
Xu, L.-L.; Han, T.; Wu, J.-Z.; Zhang, Q.-Y.; Zhang, H.; Huang, B.-K.; Rahman, K., Comparative research of chemical constituents, antifungal and antitumor properties of ether extracts of Panax ginseng and its endophytic fungus, 2012, retrieved from http://www.thefreelibrary.com/Comparative .... [all data]

Xu, Han, et al., 2009
Xu, L.-L.; Han, T.; Wu, J.-Z.; Zhang, Q.-Y.; Zhang, H.; Huang, B.-K.; Rahman, K., Comparative research of chemical constituents, antifungal and antitumor properties of ether extracts of Panax ginseng and its endophytic fungus, Phytomedicine: Int. J. Phytotherapy Phytopharmacology, 2009, 16, 6-7, 609-616, https://doi.org/10.1016/j.phymed.2009.03.014 . [all data]

Eckel, Ross, et al., 1993
Eckel, W.P.; Ross, B.; Isensee, R.K., Pentobarbital found in ground water, Ground Water, 1993, 31, 5, 801-804, https://doi.org/10.1111/j.1745-6584.1993.tb00853.x . [all data]

Notes

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• 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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