3,3′,4,4′-Benzophenonetetracarboxylic dianhydride CAS#: 2421-28-5; ChemWhat Code: 28100
Identification
| Product Name | 3,3′,4,4′-Benzophenonetetracarboxylic dianhydride |
| IUPAC Name | 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione |
| Molecular Structure |  |
| CAS Registry Number | 2421-28-5 |
| EINECS Number | 219-348-1 |
| MDL Number | MFCD00005923 |
| Synonyms | 2421-28-5 3,3′,4,4′-Benzophenonetetracarboxylic dianhydride 1,3-Isobenzofurandione, 5,5′-carbonylbis- Benzophenonetetracarboxylic dianhydride 4,4′-Carbonyldiphthalic anhydride Benzophenonetetracarboxylic acid dianhydride 4,4′-Carbonylbis(phthalic anhydride) 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Benzophenone-3,3′,4,4′-tetracarboxylic dianhydride 4,4′-Diphthalic anhydride ketone Phthalic anhydride, 4,4′-carbonyldi- Benzophenonetetracarboxylic anhydride Benzophenonetetracarboxylic acid anhydride 5,5′-CARBONYLBIS(ISOBENZOFURAN-1,3-DIONE) 3,3′,4,4′-Benzophenonetetracarboxylic acid dianhydride NSC 78480 3,3′,4,4′-Tetracarboxybenzophenone dianhydride 5,5′-carbonylbis(2-benzofuran-1,3-dione) 3,3′,4,4′-BENZOPHENONE TETRACARBOXYLIC DIANHYDRIDE DTXSID3029233 Y61GVA8097 NSC-78480 3,3′,4,4′-Benzophenonetetracraboxylic Dianhydride 3,3′,4,4′-Benzophenonetetracarboxylic dianhydride(BTDA) 3,3,4,4-Benzophenonetetracarboxylic Dianhydride UNII-Y61GVA8097 EINECS 219-348-1 MFCD00005923 1, 5,5′-carbonylbis- EC 219-348-1 SCHEMBL169521 Benzophenone-3,3′:4,4′-tetracarboxylic dianhydride DTXCID409233 CHEMBL3183537 5-(1,3-dioxoisobenzofuran-5-carbonyl)isobenzofuran-1,3-dione Phthalic anhydride,4′-carbonyldi- NSC78480 Tox21_200475 BBL000526 STK256923 AKOS003239423 benzophenone tetracarboxylic dianhydride CS-W009885 HY-W009169 5,5′-carbonyldiisobenzofuran-1,3-dione NCGC00248646-01 NCGC00258029-01 AC-14698 CAS-2421-28-5 benzophenone tetracarboxylic acid dianhydride 3,4,4′-Tetracarboxybenzophenone dianhydride B0948 B4260 NS00004883 3,4,4′-Benzophenonetetracarboxylic dianhydride D71198 5,5′-CARBONYLBIS(1,3-ISOBENZOFURANDIONE) Benzophenone-3,3′,4,4′-tetracarboxylicdianhydride 3,4,4′-Benzophenonetetracarboxylic acid dianhydride Q-200692 Q27294296 3,3′,4,4′-BENZOPHENONETETRACARBOXYLIC ANHYDRIDE 3,4,3′,4′-BENZOPHENONETETRACARBOXYLIC DIANHYDRIDE Benzophenone-3,3′,4,4′-tetracarboxylic dianhydride, 98% 3,4,3′,4′-BENZOPHENONETETRACARBOXYLIC ACID ANHYDRIDE BENZOPHENONE-3,3′,4,4′-TETRACARBOXYLIC ACID ANHYDRIDE 3,3′,4,4′-Benzophenonetetracarboxylic Dianhydride (purified by sublimation) 5,5-Carbonylbis(1,3-isobenzofurandione);4,4-Carbonyldiphthalic anhydride 5-(1,3-dioxo-1,3-dihydro-2-benzofuran-5-carbonyl)-1,3-dihydro-2-benzofuran-1,3-dione Benzophenone-3,3′,4,4′-tetracarboxylic dianhydride, purified by sublimation, 96% Benzophenone-3,3 inverted exclamation marka,4,4 inverted exclamation marka-tetracarboxylic dianhydride |
| Molecular Formula | C17H6O7 |
| Molecular Weight | 322.22 |
| InChI | InChI=1S/C17H6O7/c18-13(7-1-3-9-11(5-7)16(21)23-14(9)19)8-2-4-10-12(6-8)17(22)24-15(10)20/h1-6H |
| InChI Key | VQVIHDPBMFABCQ-UHFFFAOYSA-N |
| Isomeric SMILES | C1=CC2=C(C=C1C(=O)C3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2024/336599 | PHOTOSENSITIVE POLYAMIC ACID AND DIAZIRINE COMPOSITIONS | 2024 |
| CN111217839 | 2, 6-disubstituted pyrimidine aromatic anhydride as well as synthesis method and application thereof | 2020 |
| CN108503647 | Benzocyclobutene end-capped imide monomer as well as preparation method and curing method thereof | 2018 |
| JP2017/160131 | (METH) ACRYL IMIDE COMPOUND AND INK PREPARED THEREWITH | 2017 |
| CN104058993 | Photosensitive diamine, polyamide acid or the derivatives thereof, the liquid crystal aligning agent, liquid crystal orientation film and liquid crystal display element | 2017 |
| JP2017/202987 | (METH) ACRYL IMIDE COMPOUND AND INK PREPARED THEREWITH | 2017 |
| JP2017/202988 | (METH) ACRYL IMIDE COMPOUND AND INK PREPARED THEREWITH | 2017 |
Physical Data
| Appearance | White crystalline powder |
| Melting Point, °C |
| 228.4 |
| 223 – 224 |
| 220 |
| 308 – 309 |
| 241 |
| 221 |
| 225 |
| Description (Association (MCS)) |
| Spectrum of the complex |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts, Spectrum | 1H | chloroform-d1 | |
| Spectrum | 1H | dimethylsulfoxide-d6 | |
| Chemical shifts, Spectrum | 13C | ||
| Chemical shifts | 1H | dimethylsulfoxide-d6 | 300 |
| Chemical shifts | 1H | chloroform-d1 | 600 |
| Spectrum | 1H | ||
| NMR |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) |
| Bands, Spectrum | |
| Bands, Spectrum | |
| ATR (attenuated total reflectance), Bands, Spectrum | |
| Bands | potassium bromide |
| Bands | KBr |
| IR |
| Description (UV/VIS Spectroscopy) | Solvent (UV/VIS Spectroscopy) | Absorption Maxima (UV/VIS), nm |
| Spectrum | acetonitrile | 300, 580 |
| Spectrum | 297 | |
| Spectrum | ||
| UV/VIS |
Route of Synthesis (ROS)
| Conditions | Yield |
| With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In Butyronitrile for 12h; Reflux; | 98% |
| With polyphosphoric acid In toluene at 100 – 110℃; for 6.5h; Reagent/catalyst; Temperature; Experimental Procedure 1.3; 2.3; 3.3 Step (3): add polyphosphoric acid (32g) and toluene (72g) into a 250mL three-necked flask,The intermediate (II) obtained in the above step is stirred under stirring(18.0g, 0.052mol) was added to the reaction solution,The internal temperature was adjusted to 100 to 110°C and stirred for 6.5 hours.Slowly cool down to 20 ~ 30 , filter,The filter cake was rinsed with toluene (30 g) and dried under vacuum at 80°C for 13 hours.14.9 g of yellow final product was obtained, with a purity of 98.9%,Step (3) Molar yield: 92.1%. The three-step total molar yield: 63.0%. | 92.1% |
| at 220℃; for 1h; Temperature; 1.S3; 1.S2; 1; 2.S3; 3.S3; 4.S3; 5.S3; 6.S3; 7.S3; 8.S3 S3, the 3,3′,4,4′-benzophenone tetracarboxylic acid is placed in a high temperature vacuum sintering furnace and heated to 220°C for melting and dehydration for 1h,get white solid3,3′,4,4′-benzophenone tetracarboxylic dianhydride, the calculated yield was 89.6%, and the purity (high performance liquid chromatography) was 99.2%. | 89.6% |
Safety and Hazards
| Pictogram(s) |  |
| Signal | Warning |
| GHS Hazard Statements | H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] |
| Precautionary Statement Codes | P261, P264+P265, P271, P280, P304+P340, P305+P351+P338, P319, P337+P317, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
Other Data
| Transportation | Under room temperature and away from light |
| HS Code | |
| Storage | Under room temperature and away from light |
| Druglikeness | |
| Lipinski rules component | |
| Molecular Weight | 322.23 |
| logP | 2.578 |
| HBA | 7 |
| HBD | 0 |
| Matching Lipinski Rules | 4 |
| Veber rules component | |
| Polar Surface Area (PSA) | 103.81 |
| Rotatable Bond (RotB) | 2 |
| Matching Veber Rules | 2 |
| Use Pattern |
| Synthesis of ketone anhydride, polyimides, used in foams, paints, films, fibers, composites, BTDA containing polyimides have excellent thermal oxidative stability, strength, solvent resistance, flexibility. As an excellent epoxy curing agent, the resin has a high temperature stability, excellent electrical properties, chemical resistance, solvent resistance with BTDA. In the polyester resin, ester formulations, urethane resin, alkyd resin, polybenzimidazole pyrrolidone and other formulations, one BTDA anhydride can be added excellent high temperature and oxidative stability. |
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