2-(4-{2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl}phenoxymethyl)oxirane

• ChemBase ID: 153667
• Molecular Formular: C21H24O4
• Molecular Mass: 340.41286
• Monoisotopic Mass: 340.16745925
• SMILES: CC(C)(c1ccc(cc1)OCC1CO1)c1ccc(cc1)OCC1CO1
• Canonical SMILES: CC(c1ccc(cc1)OCC1OC1)(c1ccc(cc1)OCC1OC1)C
• InChI: InChI=1S/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3
• InChIKey: LCFVJGUPQDGYKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-[4-(oxiran-2-ylmethoxy)phenyl]propan-2-yl}phenoxymethyl)oxirane
• IUPAC Traditional name: bisphenol A diglycidyl ether
• Synonyms: 4,4'-(1-Methylethylidene)bisphenol Diglycidyl Ether; 2,2-Bis(4-hydroxyphenyl)propane Diglycidyl Ether; Bisphenol A Diglycidyl Ether; BADGE; D.E.R.™ 332; 2,2-Bis[4-(glycidyloxy)phenyl]propane; 4,4′-Isopropylidenediphenol diglycidyl ether; Bisphenol A diglycidyl ether; Bis(4-glycidyloxyphenyl)propane; 4,4'-Isopropylidenediphenol diglycidyl ether; 2,2-二[4-(氧化缩水甘油)苯基]丙烷; 4,4′-异亚丙基联苯酚二缩水甘油醚; 双酚 A 二缩水甘油醚; 双酚A二缩水甘油醚

Database IDs

• CAS Number: 1675-54-3
• EC Number: 216-823-5
• MDL Number: MFCD00080480
• Beilstein Number: 299026
• PubChem SID: 162247806; 24893755; 24849124
• PubChem CID: 2286

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.0192966
• LogD (pH = 7.4): 4.0192966
• Log P: 4.0192966
• Molar Refractivity: 105.7291 cm^3
• Polarizability: 37.69117 Å^3
• Polar Surface Area: 43.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol
• Apperance: Colorless Oil
• Melting Point: 40-44 °C
• Density: 1.16 g/mL at 25 °C(lit.); 1.17
• Refractive Index: 1.5730

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: TX3800000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/38-43
• Safety Statements: 2-28-37/39; 28-37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319; H315-H319-H317
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0% (HPLC); tech. 80%
• Grade: analytical standard, for food analysis
• Compostion: Epoxide equivalent weight, 172-176
• Empirical Formula (Hill Notation): C21H24O4

DETAILS

Sigma Aldrich - D3415

Biochem/physiol Actions
PPARγ inhibitor that blocks rosiglitazone- and insulin-induced adipogenesis.
Linkage
Epoxy resin often used in conjunction with DER 732 to form blocks of varying strength and hardness.
Packaging
250 g in poly bottle
Legal Information
D.E.R. is a trademark of The Dow Chemical Company or an affiliated company of Dow

Sigma Aldrich - 15138

Other Notes
Standard for determining toxic monomers released from polymers of the inner coating of cans.1,2,3
Legal Information
D.E.R. is a trademark of The Dow Chemical Company or an affiliated company of Dow

Toronto Research Chemicals - B519500

Bisphenol A derivative. A PPARγ antagonist; exhibits estrogenic activity.

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)