4-[2-(4-hydroxyphenyl)propan-2-yl]phenol

• ChemBase ID: 4627
• Molecular Formular: C15H16O2
• Molecular Mass: 228.28634
• Monoisotopic Mass: 228.11502975
• SMILES: Oc1ccc(cc1)C(C)(C)c1ccc(cc1)O
• Canonical SMILES: CC(c1ccc(cc1)O)(c1ccc(cc1)O)C
• 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
• InChIKey: IISBACLAFKSPIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(4-hydroxyphenyl)propan-2-yl]phenol
• IUPAC Traditional name: diano
• Synonyms: 4,4'-PROPANE-2,2-DIYLDIPHENOL; 4-[1-(4-Hydroxyphenyl)-1-methylethyl]phenol; Bisphenol A; 2,2-Bis(4-hydroxyphenyl)propane; 2,2-Bis(4-hydroxyphenyl)propane; 4,4′-Isopropylidenediphenol; Bisphenol A; BPA; p,p'-isopropylidenebisphenol; 2,2-bis(4-hydroxyphenyl)propane.; Bisphenol A; 4,4'-(propane-2,2-diyl)diphenol; 4,4'-(1-Methylethylidene)bisphenol; (4,4'-Dihydroxydiphenyl)dimethylmethane; 4,4'-Isopropylidenediphenol; 4,4'-Methylethylidenebisphenol; Dian; Diano; Diphenylolpropane; HT 3082; Parabis; p,p'-Bisphenol A; 2,2-bis[4-Hydroxyphenyl]propane; 4,4'-ISOPROPYLIDENE-DIPHENOL; 4,4′-Isopropylidenediphenol; 4,4′-异亚丙基联苯酚; 双酚 A; 2,2-双(4-羟基苯基)丙烷; 双酚 A; 4,4′-异亚丙基联苯酚

Database IDs

• CAS Number: 80-05-7
• EC Number: 201-245-8
• MDL Number: MFCD00002366
• Beilstein Number: 1107700
• Merck Index: 141297
• PubChem SID: 24848951; 24854386; 99443444; 24848090; 160968059
• PubChem CID: 6623
• CHEBI ID: 33216
• CHEMBL: 418971
• Chemspider ID: 6371
• DrugBank ID: DB06973
• KEGG ID: C13624
• Unique Ingredient Identifier: MLT3645I99
• Wikipedia Title: Bisphenol_A

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.779356
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.044953
• LogD (pH = 7.4): 4.0431747
• Log P: 4.0449753
• Molar Refractivity: 79.2751 cm^3
• Polarizability: 26.588566 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.81
• LOG S: -3.42
• Solubility (Water): 8.65e-02 g/l

PROPERTIES

Physical Property

• Solubility: 120–300 ppm (21.5 °C) in water; DMSO; Methanol
• Apperance: White solid; White Solid
• Melting Point: 150 - 156.7 °C; 153-156 °C; 153-158°C; 153-158°C; 158 - 159°C; 158-159 °C(lit.); 159-160°C
• Boiling Point: 200°C/4mm; 200°C/4mm; 220 °C/4 mmHg(lit.); 220°C (4 mmHg); 250 - 252 °C at 1013 hPa
• Flash Point: 227 °C (closed cup and DIN 51758); 227°C; 227°C (440.6°F); 227°C(440°F)
• Auto Ignition Point: 570 °C; 600°C (1112°F)
• Density: 1.04 g/cm^3 at 20 °C; 1.20 g/cm3
• Vapor Pressure: .27 hPa at 170 °C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: Harmful/Irritant
• RTECS: SL6300000
• European Hazard Symbols: X; Irritant (Xi); Harmful (Xn)
• UN Number: 2430
• German water hazard class: 2
• Risk Statements: 37-41-43-62; 37-41-43-62-52; R:36/37/38-43; R36 R37 R38 R43
• Safety Statements: 26-36/37/39-46-61; 26-36/37-39-46; S:24-26-37; S24 S26 S37
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  0

  3

  0
• GHS Hazard statements: H317-H318-H361; H318-H361-H317-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Pharmacology Properties

• Gene Information: mouse ... Esr1(13982)rat ... Ar(24208)

Product Information

• Purity: ≥95.0% (HPLC); ≥99%; 97%; 97+%
• Grade: analytical standard; purum
• Packaging: ampule of 500 mg
• Linear Formula: (CH3)2C(C6H4OH)2
• Empirical Formula (Hill Notation): C15H16O2

DETAILS

MP Biomedicals - 02155118

(Bisphenol A; 2,2-bis[4-Hydroxyphenyl]propane)

DrugBank - DB06973

Drug information: experimental

Sigma Aldrich - 133027

Packaging
2 kg in poly bottle
500 g in poly bottle

Sigma Aldrich - 239658

Packaging
50, 250 g in poly bottle

Toronto Research Chemicals - B519495

A monomer used for policarbonate and epoxy resins; exhibits estrogenic activity. BPA is also used as a building block in polycarbonate bottles and in the epoxy-resin liners of metal cans.

REFERENCES

• Krishnan, A.V., et al.: Endocrinology, 132, 2279 (1993)
• Steinmetz, R., et al.: Trends Endocrinol. Metab., 9, 124 (1993)
• Petersen, H., et al.: Eur. Food Res. Technol., 216, 355 (1993)