diphenyl-2,5-dihydrofuran-2,5-dione

• ChemBase ID: 151220
• Molecular Formular: C16H10O3
• Molecular Mass: 250.2488
• Monoisotopic Mass: 250.06299418
• SMILES: c1ccc(cc1)C1=C(C(=O)OC1=O)c1ccccc1
• Canonical SMILES: O=C1OC(=O)C(=C1c1ccccc1)c1ccccc1
• InChI: InChI=1S/C16H10O3/c17-15-13(11-7-3-1-4-8-11)14(16(18)19-15)12-9-5-2-6-10-12/h1-10H
• InChIKey: OUJCFCNZIUTYBH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: diphenyl-2,5-dihydrofuran-2,5-dione
• IUPAC Traditional name: diphenylfuran-2,5-dione
• Synonyms: 3,4-Diphenyl-2,5-furandione; 2,3-Diphenylmaleic anhydride; Diphenylmaleic anhydride; 3,4-二苯基-2,5-呋喃二酮; 2,3-二苯基马来酸酐; 2,3-联苯基马来酸酐

Database IDs

• CAS Number: 4808-48-4
• EC Number: 225-370-2
• MDL Number: MFCD00005521
• Beilstein Number: 191180
• PubChem SID: 24857706; 24866956; 162245377
• PubChem CID: 78530

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.8961
• LogD (pH = 7.4): 3.8961
• Log P: 3.8961
• Molar Refractivity: 70.3058 cm^3
• Polarizability: 27.28053 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble
• Melting Point: 155-159 °C; 157-160°C; 159-162 °C(lit.)
• Boiling Point: 236°C/15mm
• Fluorescence: λex 284 nm; λem 506 nm (after derivatization with hexylamine)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C16H10O3

DETAILS

Sigma Aldrich - 43095

Other Notes
Diphenylmaleyl (DPM), a protecting group for amines in carbohydrates and steroids.; DMP derivatives are yellow and fluorescent and can be easily determined1

Sigma Aldrich - 294152

Packaging
5, 25 g in glass bottle

REFERENCES

• Protection of amino groups in carbohydrates and steroids has been described using diphenylmaleic anhydride to form colored diphenylmaleimides. Deprotection is brought about with hydrazine in ethanol: J. Org. Chem., 42, 2819 (1977); Biol. Pharm. Bull., 17, 881 (1994).