Bis-(3-phthalyl anhydride) ether supplier

Name
Bis-(3-phthalyl anhydride) ether
EINECS 412-830-4
CAS No. 1823-59-2
Article Data22
CAS DataBase
Density 1.665 g/cm³
Solubility
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
Appearance off-white to white powder
Safety 61
Risk Codes 52/53
Molecular Structure
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;
PSA 95.97000
LogP 2.10010

Synthetic route

: 118-45-6
4-chlorophthalic anhydride

: C8H3O4(1-)*Na(1+)

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With potassium carbonate	71.5%

: 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

Conditions	Yield
With potassium carbonate	61%

...Expand

: 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

Conditions	Yield
With potassium carbonate	56%

...Expand

: 5466-84-2
4-nitrophthalic anhydride

: 80965-30-6
4-(4-methyl-1-piperidinyl)pyridine

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
	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

Conditions	Yield
With potassium carbonate	24%

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 120-82-1
1,2,4-Trichlorobenzene

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate	10%

...Expand

: 118-45-6
4-chlorophthalic anhydride

: oxyphthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 120-82-1
1,2,4-Trichlorobenzene

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate	10%

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 50-30-6
2,6-dichlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 99-94-5
p-Toluic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 118-91-2
ortho-chlorobenzoic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 74-11-3
para-chlorobenzoic acid

: 120-82-1
1,2,4-Trichlorobenzene

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 19398-61-9
2,5-dichlorotoluene

: 2751-90-8
tetraphenylphosphonium bromide

: 74-11-3
para-chlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 95-73-8
2,4-dichlorotoluene

: 2751-90-8
tetraphenylphosphonium bromide

: 74-11-3
para-chlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 74-11-3
para-chlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate In water; benzonitrile
With potassium carbonate
With potassium carbonate
With potassium carbonate In water; nitrobenzene

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 95-50-1
1,2-dichloro-benzene

: 74-11-3
para-chlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 118-45-6
4-chlorophthalic anhydride

: 2751-90-8
tetraphenylphosphonium bromide

: 50-79-3
2,5-dichlorobenzoic acid

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium carbonate

...Expand

: 319-03-9
4-fluorophthalic anhydride

: 138976-01-9
4-(4-chlorobenzoyl)oxyphthalic anhydride

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With potassium fluoride In water; N,N-dimethyl-formamide

: 118-45-6
4-chlorophthalic anhydride

: 582-25-2
Potassium benzoate

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; potassium carbonate

: 118-45-6
4-chlorophthalic anhydride

: 584-08-7
potassium carbonate

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride In 1,2-dichloro-benzene at 210℃; for 4h; Inert atmosphere;

: 41663-84-7
4-nitro-N-methyl-phthalimide

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium acetate / N,N-dimethyl-formamide / 80 °C 1.2: 0.5 h / Reflux 2.1: water; sodium hydroxide / Reflux 3.1: 24 h / 120 - 220 °C View Scheme

: 86-90-8
4-bromophthalic anhydride

: C8H3O4(1-)*Na(1+)

: 1823-59-2
4,4'-oxydiphthalic dianhydride

Conditions

Conditions	Yield
In tert-butyl methyl ether; toluene at 140℃; for 10h;

: 439385-19-0
[(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile

: 1823-59-2
4,4'-oxydiphthalic dianhydride

polyimide; monomer(s): [(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile; 4,4'-oxydiphthalic anhydride: polyimide; monomer(s): [(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile; 4,4'-oxydiphthalic anhydride

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one; chlorobenzene at 20 - 190℃;	100%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: C22H24N2O5Si2

Conditions

Conditions	Yield
at 130 - 140℃;	98%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 73-22-3
L-Tryptophan

: C27H16N2O8

Conditions

Conditions	Yield
With pyridine; acetic acid at 120℃; for 16h; Reflux;	97%

: 3731-51-9
(2-aminomethylpyridine)

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: N,N′-di(2-picolyl)-4,4′-oxybisphthalimide

Conditions

Conditions	Yield
With acetic acid for 6h; Reflux;	97%

: 916066-54-1
3,3'-bis(N-aminophthalimide)

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 101-80-4
4,4'-oxydiphenylene diamine

polymer, Mn/Mw = 1.1, Mn = 31630 g/mol, Mw = 35040 g/mol, inherent viscosity = 0.36 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-oxy(diphthalic anhydride): polymer, Mn/Mw = 1.1, Mn = 31630 g/mol, Mw = 35040 g/mol, inherent viscosity = 0.36 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-oxy(diphthalic anhydride)

Conditions

Conditions	Yield
With 4-chloro-phenol; benzoic acid at 100 - 190℃;	96%

...Expand

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 65615-90-9
(S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

: C46H46N4O13

Conditions

Conditions	Yield
Stage #1: 4,4'-oxydiphthalic dianhydride; (S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate With N,N-dimethyl acetamide at 20℃; for 22h; Inert atmosphere; Stage #2: With acetic anhydride; triethylamine at 80℃; for 2.5h; Inert atmosphere;	95.2%

: 916066-54-1
3,3'-bis(N-aminophthalimide)

: 1823-59-2
4,4'-oxydiphthalic dianhydride

polymer, Mn/Mw = 1.1, Mn = 20710 g/mol, Mw = 23260 g/mol, inherent viscosity = 0.20 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 3,3\44,4\-oxy(diphthalic anhydride): polymer, Mn/Mw = 1.1, Mn = 20710 g/mol, Mw = 23260 g/mol, inherent viscosity = 0.20 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 3,3\44,4\-oxy(diphthalic anhydride)

Conditions

Conditions	Yield
With 4-chloro-phenol; benzoic acid at 100 - 190℃;	94%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 7717-76-2
4,4'-oxydiphthalic acid

Conditions

Conditions	Yield
With phosphoric acid In 1,2-dichloro-benzene Product distribution / selectivity;	93%
With water; oxalic acid; N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride In 1,2-dichloro-benzene at 100℃; for 3h; Product distribution / selectivity;	82%
With water; citric acid; N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride In 1,2-dichloro-benzene for 1h; Product distribution / selectivity;	82%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 74-89-5
methylamine

: 27507-54-6
oxo-bis-4,4'-(N-methylphthalimide)

Conditions

Conditions	Yield
In water; toluene for 1h; Reflux;	90%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 1005-19-2
(Benzocyclobutenyl)methylamine

: C34H24N2O5

Conditions

Conditions	Yield
Stage #1: 4,4'-oxydiphthalic dianhydride; (Benzocyclobutenyl)methylamine In N,N-dimethyl acetamide at 20℃; for 5h; Inert atmosphere; Stage #2: With acetic anhydride; triethylamine In N,N-dimethyl acetamide at 100℃; for 4h; Inert atmosphere;	85%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 107-11-9
1-amino-2-propene

: 56070-47-4
N,N'-diallyldiamide of 4,4'-oxydiphthalic acid

Conditions

Conditions	Yield
With acetic acid at 20℃; for 11h; Reflux; Inert atmosphere;	84%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 141-43-5
ethanolamine

: 50444-29-6
5,5'-bis[phthalimido-N-2-hydroxy ethyl]ether

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide at 139 - 170℃;	81%
In N,N-dimethyl-formamide for 9h; Reflux;	45%
In N,N-dimethyl-formamide for 9h; Reflux;	45%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane Inert atmosphere; Reflux;
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane Reflux;

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 101-80-4
4,4'-oxydiphenylene diamine

: C40H26N4O7

Conditions

Conditions	Yield
With pyridine In 1-methyl-pyrrolidin-2-one; toluene at 170℃; for 5h; Cooling; Dean-Stark;	81%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 106-50-3
1,4-phenylenediamine

: C28H18N4O5

Conditions

Conditions	Yield
With pyridine In 1-methyl-pyrrolidin-2-one; toluene at 170℃; for 5h; Cooling; Dean-Stark;	80%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 108-45-2
m-phenylenediamine

: C28H18N4O5

Conditions

Conditions	Yield
With pyridine In 1-methyl-pyrrolidin-2-one; toluene at 170℃; for 5h; Cooling; Dean-Stark;	78%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 5452-35-7
cycloheptanamine

: C30H32N2O5

Conditions

Conditions	Yield
With acetic acid at 120℃; for 8h;	77%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 156-87-6
propan-1-ol-3-amine

: C22H20N2O7

Conditions

Conditions	Yield
With acetic acid at 120℃; for 8h;	75%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 56-12-2
4-amino-n-butyric acid

: 1134083-69-4
C24H20N2O9

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	74%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 60-32-2
6-aminohexanoic acid

: 1230103-67-9
C28H28N2O9

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	73%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: nickel(II) nitrate hexahydrate

: 7732-18-5
water

: 213008-55-0
N,N'-bis(pyrid-4-yl)piperazine

: 2C14H16N4*2H2O*2Ni(2+)*C16H6O9(4-)

Conditions

Conditions	Yield
With lithium hydroxide at 160℃; for 72h; Sonication;	71%

...Expand

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 1003-03-8
Cyclopentamine

: 4,4'-oxybis(N-cyclopentylphthalimide)

Conditions

Conditions	Yield
With acetic acid at 120℃; for 8h;	70%

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: 2-[5-methyl-5-(4-aminophenyl)-1,3-dioxooctahydroisoindol-2-yl]-3-methylbutanoic acid

: (S)-2-(5-(4-(5-(2-(4-(2-((S)-1-carboxy-3-methylbutyl)-5-methyl-1,3-dioxooctahydro-1H-isoindol-5-yl)phenyl)-1,3-dioxoisoindolin-5-yloxy)-1,3-dioxoisoindolin-2-yl)phenyl)-5-methyl-1,3-dioxo-1H-isoindol-2(3H,3aH,4H,5H,6H,7H,7aH)-yl)-3-methylbutanoic acid

Conditions

Conditions	Yield
With pyridine; acetic acid for 4h; Reflux;	69%

: 107-10-8
propylamine

: 1823-59-2
4,4'-oxydiphthalic dianhydride

: C24H24N2O5

Conditions

Conditions	Yield
With acetic acid at 120℃; for 8h;	68%

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 .

Product Name

Bis-(3-phthalyl anhydride) ether

Synthetic route

Bis-(3-phthalyl anhydride) ether Chemical Properties

Bis-(3-phthalyl anhydride) ether Uses

Bis-(3-phthalyl anhydride) ether Safety Profile

Bis-(3-phthalyl anhydride) ether Specification

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