3,3',4,4'-Benzophenonetetracarboxylic dianhydride

Base Information

• Chemical Name: 3,3',4,4'-Benzophenonetetracarboxylic dianhydride
• CAS No.: 2421-28-5
• Deprecated CAS: 101505-15-1,160903-84-4,163915-23-9,174612-63-6,55206-66-1,64308-15-2,65929-27-3,68593-66-8,86442-22-0,1156492-00-0,1189096-76-1,1156492-00-0,160903-84-4,163915-23-9,174612-63-6,55206-66-1,64308-15-2,65929-27-3,68593-66-8,86442-22-0
• Molecular Formula: C17H6O7
• Molecular Weight: 322.23
• Hs Code.: 29183000
• European Community (EC) Number: 219-348-1
• NSC Number: 78480
• UNII: Y61GVA8097
• DSSTox Substance ID: DTXSID3029233
• Nikkaji Number: J39.692C
• Wikidata: Q27294296
• ChEMBL ID: CHEMBL3183537
• Mol file: 2421-28-5.mol

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);4,4'-Diphthalic anhydride ketone;5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione;Benzophenone-3,3',4,4'-tetracarboxylic dianhydride;Phthalic anhydride, 4,4'-carbonyldi-;5,5'-CARBONYLBIS(ISOBENZOFURAN-1,3-DIONE);Benzophenonetetracarboxylic anhydride;Benzophenonetetracarboxylic acid anhydride;3,3',4,4'-Benzophenonetetracarboxylic acid dianhydride;NSC 78480;3,3',4,4'-Tetracarboxybenzophenone dianhydride;UNII-Y61GVA8097;5,5'-carbonylbis(2-benzofuran-1,3-dione);DTXSID3029233;Y61GVA8097;EINECS 219-348-1;NSC-78480;3,3',4,4'-BENZOPHENONE TETRACARBOXYLIC DIANHYDRIDE;EC 219-348-1;Benzophenone-3,3':4,4'-tetracarboxylic dianhydride;3,3',4,4'-Benzophenonetetracarboxylic dianhydride(BTDA);3,3,4,4-Benzophenonetetracarboxylic Dianhydride;C17H6O7;1, 5,5'-carbonylbis-;SCHEMBL169521;DTXCID409233;CHEMBL3183537;5-(1,3-dioxoisobenzofuran-5-carbonyl)isobenzofuran-1,3-dione;Phthalic anhydride,4'-carbonyldi-;4,4/'-Carbonyldiphthalic anhydride;NSC78480;Tox21_200475;BBL000526;C17-H6-O7;Carbonyldiphthalic anhydride, 4,4'-;MFCD00005923;STK256923;AKOS003239423;benzophenone tetracarboxylic dianhydride;CS-W009885;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;AM20030433;B0948;B4260;FT-0613990;3,4,4'-Benzophenonetetracarboxylic dianhydride;D71198;5,5'-CARBONYLBIS(1,3-ISOBENZOFURANDIONE);A817151;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-(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%

Chemical Property of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: <0.1 mm Hg ( 0 °C)
• Melting Point: 218-222 °C(lit.)
• Refractive Index: 1.6380 (estimate)
• Boiling Point: 638.8 °C at 760 mmHg
• Flash Point: 286.1 °C
• PSA: 103.81000
• Density: 1.662 g/cm³
• LogP: 1.53880
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: DMF: 0.1 g/mL, clear
• Water Solubility.: REACTS
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 322.01135253
• Heavy Atom Count: 24
• Complexity: 597

Purity/Quality:

98% ^*data from raw suppliers

3,3'',4,4''-BenzophenonetetracraboxylicDianhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37
• Safety Statements: 25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=CC2=C(C=C1C(=O)C3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O
• Description: Benzophenone-3,3',4, 4'-tetracarboxylic dianhydride (BTDA) is used as intermediate and in polycondensation (fiber and powder production) to manufacture plastic products or fine chemicals in the industrial sector. Consumer risk is very unlikely as BTDA is manufactured and handled under closed conditions in industrial settings only. The environmental effects, ecotoxicology and toxicology information available for BTDA is provided based on studies and/or a reliable evaluation of its hazardous properties.
• Uses: BTDA is used as intermediate in the manufacture of plastic products or fine chemicals in the industrial sector. BTDA is important monomer of polyimide, and used for production of polyimide material. Used in the synthesis of polyimides. BTDA polymer fine free-flowing powder suitable for general purposes. BTDA Microfine Micronized powder facilitates mixing in epoxy resins. BTDA ultrapure high-purity, high-assay powder for critical polyimide synthesis.
• Physical properties: BTDA is a tan-colored crystalline powder. The substance has a melting point of 218.67 °C and shows decomposition at 360 °C. The auto-ignition temperature is very high and no flammability is observed. The substance has a density of 1.5452 g/ml and a vapor pressure of 6.53E-011 Pa. The substance is slightly water soluble and has a log Pow of 3.3.

Technology Process of 3,3',4,4'-Benzophenonetetracarboxylic dianhydride

There total 4 articles about 3,3',4,4'-Benzophenonetetracarboxylic dianhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3,3',4,4'-benzophenonetetracarboxylic acid (2479-49-4) → dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid (2421-28-5)

Guidance literature:

With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid; In propyl cyanide; for 12h; Reflux;

DOI:10.1021/ol102926n

Reference yield: 98.0%

→ dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid (2421-28-5)

Guidance literature:

Reference yield:

o-xylene (95-47-6) → dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid (2421-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 3 h / 0 - 2 °C / Inert atmosphere; Industrial scale

1.2: 7 h / 0 - 40 °C / Inert atmosphere; Industrial scale

2.1: potassium permanganate; hydrogenchloride / water / 3 h / 80 °C / Industrial scale

3.1: 2 h / 225 °C / Industrial scale

With hydrogenchloride; potassium permanganate; In water;

upstream raw materials:

3,3',4,4'-benzophenonetetracarboxylic acid

o-xylene

Downstream raw materials:

dimethyl ester of benzophenonetetracyclic acid

3,3',4,4'-benzophenonetetracarboxylic acid ethylester

ZIN⁽⁶³⁹⁾C₀₀₃₇₉

C₃₃H₂₄N₂O₅

Refernces

• 1、 -. "A 3,3 the [...], 4,4 the method for preparing [...] -benzophenone tetracidic dianhydride". Paragraph 0024-0027. . Retrieved 2017/02/09.
• 2、 Sakakura, Akira,Ohkubo, Takuro,Yamashita, Risa,Akakura, Matsujiro,Ishihara, Kazuaki. "Bronsted base-assisted boronic acid catalysis for the dehydrative intramolecular condensation of dicarboxylic acids". supporting information; experimental part. p. 892 - 895. Retrieved 2011/05/02.