4,4'-Oxydiphthalic anhydride

Base Information

• Chemical Name: 4,4'-Oxydiphthalic anhydride
• CAS No.: 1823-59-2
• Deprecated CAS: 163915-29-5,174612-36-3
• Molecular Formula: C16H6O7
• Molecular Weight: 310.219
• Hs Code.: 29189900
• European Community (EC) Number: 412-830-4,629-094-7
• UNII: G58E17X7VE
• DSSTox Substance ID: DTXSID1044859
• Nikkaji Number: J94.798I
• Wikidata: Q27278784
• ChEMBL ID: CHEMBL1243052
• Mol file: 1823-59-2.mol

Synonyms:1823-59-2;4,4'-Oxydiphthalic anhydride;5,5'-Oxybis(isobenzofuran-1,3-dione);Bis-(3-phthalyl anhydride) ether;1,3-Isobenzofurandione, 5,5'-oxybis-;ODPA;4,4'-Oxydiphthalic dianhydride;4,4-oxydiphthalic anhydride;5,5'-Oxybis(2-benzofuran-1,3-dione);C16H6O7;MFCD00039144;5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione;UNII-G58E17X7VE;G58E17X7VE;DTXSID1044859;4,4'-Oxydiphthalic anhydride (ODPA);EC 412-830-4;Bis-(3-phthalyl anhydride)ether;5-[(1,3-dioxo-1,3-dihydro-2-benzofuran-5-yl)oxy]-1,3-dihydro-2-benzofuran-1,3-dione;4,4'-Oxybisdiphthalic anhydride;5,5'-oxydiisobenzofuran-1,3-dione;4,4'-Oxydiphthalicanhydride;SCHEMBL42261;4,4' oxydiphthalic anhydride;4,4/'-Oxydiphthalic anhydride;AMY468;CHEMBL1243052;DTXCID9024859;QQGYZOYWNCKGEK-UHFFFAOYSA-;4,4'-oxybis(phthalic anhydride);5-(1,3-dioxoisobenzofuran-5-yl)oxyisobenzofuran-1,3-dione;4,4'-oxydiphthalic anhydride ODPA;4,4'-oxydiphthalic acid dianhydride;Tox21_300877;C16-H6-O7;4,4'-Oxydiphthalic anhydride, 97%;AKOS015900620;CS-W013960;NCGC00248199-01;NCGC00254781-01;AC-14699;AS-14555;SY039180;CAS-1823-59-2;FT-0617118;O0237;O0423;F15444;A812691;BIS(3,4-DICARBOXYPHENYL)ETHER DIANHYDRIDE;3,3',4,4'-diphenyl ether tetracarboxylic anhydride;Q-200415;4,4 inverted exclamation mark -Oxydiphthalic Anhydride;Q27278784;3,3',4,4'-DIPHENYLOXYTETRACARBOXYLIC DIANHYDRIDE;4,4'-Oxydiphthalic Anhydride (purified by sublimation);3,3',4,4'-DIPHENYL OXIDE TETRACARBOXYLIC DIANHYDRIDE;3,3',4,4'-DIPHENYL ETHER TETRACARBOXYLIC ACID DIANHYDRIDE;4,4`-Oxydi(phthalic anhydride) Bis-(3-phthalyl anhydride) ether;5,5'-oxybis(isobenzofuran-1,3-dione)4,4'-Oxydiphthalic anhydride;2-[3-acetyl-2-methyl-1-(4-methylphenyl)indol-5-yl]oxyethyl-diethylazanium chloride

Chemical Property of 4,4'-Oxydiphthalic anhydride

Chemical Property:

• Appearance/Colour: off-white to white powder
• Vapor Pressure: 2.41E-13mmHg at 25°C
• Melting Point: 225-229 °C(lit.)
• Refractive Index: 1.694
• Boiling Point: 577.7 °C at 760 mmHg
• Flash Point: 260.7 °C
• PSA: 95.97000
• Density: 1.665 g/cm³
• LogP: 2.10010
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: very slightly in Toluene,Acetone
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 310.01135253
• Heavy Atom Count: 23
• Complexity: 533

Purity/Quality:

99% ^*data from raw suppliers

5,5''-Oxybis(isobenzofuran-1,3-dione) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R52/53:
• Hazard Codes: R52/53:
• Statements: 52/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1OC3=CC4=C(C=C3)C(=O)OC4=O)C(=O)OC2=O
• Description: ODPA is a solid, melts in the range of 225-229 °C and was first introduced in the mid-1980s, offering a greater degree of flexibility than other commercial dianhydrides. It also is somewhat less reactive than BTDA.? ODPA has largely been used in polyimides and much less so in epoxies. It imparts special performance properties in free films and in FCCL production for high-end personal electronic devices.
• Uses: 4,4'-oxydiphthalic anhydride be used for the preparation of a polyimide material.

Technology Process of 4,4'-Oxydiphthalic anhydride

There total 28 articles about 4,4'-Oxydiphthalic anhydride 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: 93.5%

→ 4,4'-oxydiphthalic dianhydride (1823-59-2)

Guidance literature:

Reference yield: 90.0%

4,4'-oxydiphthalic acid (7717-76-2) → 4,4'-oxydiphthalic dianhydride (1823-59-2)

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: 85.0%

4-chlorophthalic anhydride (118-45-6) → 4,4'-oxydiphthalic dianhydride (1823-59-2)

Guidance literature:

With potassium carbonate; hexaethylguanidinium chloride; In water; 1,2-dichloro-benzene; for 3.5h; Heating / reflux;

upstream raw materials:

4-chlorophthalic anhydride

4,4'-oxydiphthalic acid

tetraphenylphosphonium bromide

2,6-dichlorobenzoic acid

Downstream raw materials:

4-chlorophthalic acid

4,4'-oxydiphthalic acid

oligoaniline

Refernces

• 1、 -. "Preparation method of 3, 3 ', 4, 4'-diphenyl ether tetracarboxylic acid dianhydride". Paragraph 0037-0049. . Retrieved 2020/07/12.
• 2、 -. "Preparation method of 3,3 ’, 4,4 ’ - diphenyl ether tetracarboxylic dianhydride (by machine translation)". Paragraph 0027; 0030; 0031; 0033; 0034; 0036; 0037; 0039. . Retrieved 2019/12/25.