Bisphenol A
Structural Formula Vector Image
Title: Bisphenol A
CAS Registry Number: 80-05-7
CAS Name: 4,4¢-(1-Methylethylidene)bisphenol
Additional Names: 4,4¢-isopropylidenediphenol; 2,2-bis(4-hydroxyphenyl)propane
Molecular Formula: C15H16O2
Molecular Weight: 228.29
Percent Composition: C 78.92%, H 7.06%, O 14.02%
Literature References: Monomer used for polycarbonate and epoxy resins; exhibits estrogenic activity. Manuf from phenol and acetone: Jansen, US 2468982 (1949); Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 149-152. Identification as xenoestrogen released from polycarbonate: A. V. Krishnan et al., Endocrinology 132, 2279 (1993). HPLC determn in serum: K. Inoue et al., J. Chromatogr. B 749, 17 (2000); in food: H. Petersen et al., Eur. Food Res. Technol. 216, 355 (2003). Review of bioactivity and uses: N. Ben-Jonathan, R. Steinmetz, Trends Endocrinol. Metab. 9, 124-128 (1998); of properties and environmental fate: C. A. Staples et al., Chemosphere 36, 2149-2173 (1998).
Properties: Crystals or flakes. Mild phenolic odor. mp 150-155° (solidification range). bp4 220°. Dec above 8 mm pressure when heated above 220°. Log P (n-octanol/water): 3.40. Soly in water: 120-300 mg/l. Sol in aq alkaline solns, alcohol, acetone. Slightly sol in carbon tetrachloride. LC50 (96 hr) in fathead minnow, rainbow trout: 4600, 3000-3500 mg/l (Staples).
Melting point: mp 150-155° (solidification range)
Boiling point: bp4 220°
Log P: Log P (n-octanol/water): 3.40
Toxicity data: LC50 (96 hr) in fathead minnow, rainbow trout: 4600, 3000-3500 mg/l (Staples)
Derivative Type: Diglycidyl ether
CAS Registry Number: 1675-54-3
Additional Names: BADGE
Molecular Formula: C21H24O4
Molecular Weight: 340.41
Percent Composition: C 74.09%, H 7.11%, O 18.80%
Properties: Monohydrate as white solid, mp 40°. uv max (acetonitrile/water): 226.5, 277.1 nm.
Melting point: mp 40°
Absorption maximum: uv max (acetonitrile/water): 226.5, 277.1 nm
Use: In the manuf of epoxy resins and polycarbonates for food packaging.

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