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Bis-(3-phthalyl anhydride) ether

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Name

Bis-(3-phthalyl anhydride) ether

EINECS 412-830-4
CAS No. 1823-59-2 Density 1.665 g/cm3
PSA 95.97000 LogP 2.10010
Solubility N/A Melting Point 225-229 °C(lit.)
Formula C16H6O7 Boiling Point 577.7 °C at 760 mmHg
Molecular Weight 310.219 Flash Point 260.7 °C
Transport Information N/A Appearance off-white to white powder
Safety 61 Risk Codes 52/53
Molecular Structure Molecular Structure of 1823-59-2 (Bis-(3-phthalyl anhydride) ether) Hazard Symbols R52/53:;
Synonyms

Phthalicanhydride, 4,4'-oxydi- (7CI,8CI);3,3',4,4'-Diphenyl ether tetracarboxylic aciddianhydride;3,3',4,4'-Diphenyl oxidetetracarboxylic dianhydride;3,3',4,4'-Tetracarboxydiphenyl ether dianhydride;4,4'-Oxydiphthalicacid dianhydride;4,4'-Oxydiphthalic dianhydride;ODPA-M;

Article Data 22

Bis-(3-phthalyl anhydride) ether Synthetic route

118-45-6

4-chlorophthalic anhydride

C8H3O4(1-)*Na(1+)

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
In N,N-dimethyl-formamide; toluene at 110℃; for 6h;98.1%
28418-89-5

4-iodophthalic anhydride

C8H3O4(1-)*Na(1+)

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
In toluene; acetonitrile at 130℃; for 8h;97.9%
319-03-9

4-fluorophthalic anhydride

C8H3O4(1-)*K(1+)

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene; dimethyl sulfoxide at 120℃; for 8h;97.8%
7717-76-2

4,4'-oxydiphthalic acid

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In propyl cyanide for 12h; Reflux;90%
In water at 120℃; Purification / work up;
In 1,2-dichloro-benzene at 200℃; Product distribution / selectivity; Heating / reflux;
at 120 - 220℃; for 24h;
at 210 - 230℃;
118-45-6

4-chlorophthalic anhydride

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate; hexaethylguanidinium chloride In water; 1,2-dichloro-benzene for 3.5h; Heating / reflux;85%
With potassium carbonate; sodium nitrite In N,N-dimethyl acetamide; toluene at 162 - 170℃; for 5h;85%
Stage #1: 4-chlorophthalic anhydride With monopotassium carbonate; tetraphenylphosphonium bromide; potassium hydrogencarbonate In 2,4-dichlorotoluene for 7.5h; Heating / reflux; Nitrogen atmosphere;
Stage #2: Conversion of starting material; Heating / reflux;
82%
101-02-0

triphenyl phosphite

118-45-6

4-chlorophthalic anhydride

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate71.5%
118-45-6

4-chlorophthalic anhydride

4-(3-nitrobenzoyl)oxyphthalic anhydride

2751-90-8

tetraphenylphosphonium bromide

120-82-1

1,2,4-Trichlorobenzene

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate61%
118-45-6

4-chlorophthalic anhydride

4-benzoyloxyphthalic anhydride

2751-90-8

tetraphenylphosphonium bromide

120-82-1

1,2,4-Trichlorobenzene

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate56%
5466-84-2

4-nitrophthalic anhydride

80965-30-6

4-(4-methyl-1-piperidinyl)pyridine

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
51%
118-45-6

4-chlorophthalic anhydride

4-(4-methylbenzoyl)oxyphthalic anhydride

2751-90-8

tetraphenylphosphonium bromide

120-82-1

1,2,4-Trichlorobenzene

1823-59-2

4,4'-oxydiphthalic dianhydride

Conditions
ConditionsYield
With potassium carbonate24%

Bis-(3-phthalyl anhydride) ether Chemical Properties

The Molecular Structure of 1,3-Isobenzofurandione, 5,5'-oxybis- (CAS NO.1823-59-2):

Empirical Formula: C16H6O7
Molecular Weight: 310.2146 
IUPAC: 5-[(1,3-dioxo-2-benzofuran-5-yl)oxy]-2-benzofuran-1,3-dione
Product Categories: Industrial/Fine Chemicals;Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research);Diphenyl Ethers (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research;Anhydride Monomers;Monomers;Polymer Science
Appearance: off-white to white powder
Nominal Mass: 310 Da
Average Mass: 310.2146 Da
Monoisotopic Mass: 310.011353 Da 
Index of Refraction: 1.694
Molar Refractivity: 71.55 cm3
Molar Volume: 186.2 cm3
Surface Tension: 77.8 dyne/cm
Density: 1.665 g/cm3
Flash Point: 260.7 °C
Enthalpy of Vaporization: 86.47 kJ/mol
Boiling Point: 577.7 °C at 760 mmHg
Vapour Pressure: 2.41E-13 mmHg at 25°C 
InChI
InChI=1/C16H6O7/c17-13-9-3-1-7(5-11(9)15(19)22-13)21-8-2-4-10-12(6-8)16(20)23-14(10)18/h1-6H
Smiles
O=C1OC(=O)c2ccc(cc12)Oc1cc2c(cc1)C(=O)OC2=O

Bis-(3-phthalyl anhydride) ether Uses

 1,3-Isobenzofurandione, 5,5'-oxybis- (CAS NO.1823-59-2) is used as composite materials, foam, adhesives, molded parts, films,and also used for producing polyimide resin.

Bis-(3-phthalyl anhydride) ether Safety Profile

Risk Statements: 52/53 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 61 
S61: Avoid release to the environment.
WGK Germany: 2

Bis-(3-phthalyl anhydride) ether Specification

 1,3-Isobenzofurandione, 5,5'-oxybis- (CAS NO.1823-59-2) is also called as 4,4'-Oxydiphthalic dianhydride ; 5,5’-Oxybis-3-isobenzofurandione ; Oxydiphthalicanhydride ; 4-4'-Oxydiphthalic acid anhydride ; 4,4'-Oxydiphthalic anhydride ; Bis-(3-phthalyl anhydride) ether ; Odpa;4,4'-Oxydiphthalic Acid .

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