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

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Name

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

EINECS 219-348-1
CAS No. 2421-28-5 Density 1.662 g/cm3
PSA 103.81000 LogP 1.53880
Solubility Reacts with water Melting Point 218-222 °C(lit.)
Formula C17H6O7 Boiling Point 638.8 °C at 760 mmHg
Molecular Weight 322.23 Flash Point 286.1 °C
Transport Information N/A Appearance white crystal powder
Safety 25 Risk Codes 36/37
Molecular Structure Molecular Structure of 2421-28-5 (3,3',4,4'-Benzophenonetetracarboxylic dianhydride) Hazard Symbols IrritantXi
Synonyms

Phthalicanhydride, 4,4'-carbonyldi- (8CI);3,3',4,4'-Benzophenonetetracarboxylic aciddianhydride;3,3',4,4'-Benzophenonetetracarboxylic acid-KF 8010 copolymer;3,3',4,4'-Tetracarboxybenzophenone dianhydride;3,4,3',4'-Benzophenonetetracarboxylic acid anhydride;3,4,3',4'-Benzophenonetetracarboxylic dianhydride;4,4'-Carbonylbis(phthalicanhydride);4,4'-Carbonyldiphthalic anhydride;5,5'-Carbonylbis[1,3-isobenzofurandione];BTDA;Benzophenone-3,3',4,4'-tetracarboxylic acid anhydride;Benzophenonetetracarboxylic acid dianhydride;Benzophenonetetracarboxylicdianhydride;NSC 78480;

Article Data 13

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Synthetic route

2479-49-4

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

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

Conditions
ConditionsYield
With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In propyl cyanide for 12h; Reflux;98%
at 225℃; for 2h; Industrial scale;73.56%
In diphenylether at 230℃; for 2h; Dean-Stark; Heating;70%
95-47-6

o-xylene

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

Conditions
ConditionsYield
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
View Scheme
Multi-step reaction with 4 steps
1: aluminum (III) chloride / 0 - 5 °C
2: sodium hydroxide / water / 1 h / Heating
3: potassium permanganate; water / pyridine / 85 °C
4: diphenylether / 2 h / 230 °C / Dean-Stark; Heating
View Scheme

3,3',4,4'-tetramethyldiphenyldichloromethane

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / water / 1 h / Heating
2: potassium permanganate; water / pyridine / 85 °C
3: diphenylether / 2 h / 230 °C / Dean-Stark; Heating
View Scheme
107-15-3

ethylenediamine

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

ethane-1,2-diammonium dihydrogen 3,3',4,4'-benzophenonetetracarboxylate

Conditions
ConditionsYield
In water100%
1477-55-0

1,3-di(aminomethyl)benzene

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

1,3-benzenedimethaneammonium dihydrogen 3,3',4,4'-benzophenonetetracarboxylate

Conditions
ConditionsYield
In water for 0.5h;100%
118-31-0

(naphth-1-yl)methylamine

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

4,4'-carbonylbis(2-(naphthalen-1-ylmethylcarbamoyl)benzoic acid)

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 3h;99%
916066-54-1

3,3'-bis(N-aminophthalimide)

101-80-4

4,4'-oxydiphenylene diamine

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

polymer, Mn/Mw = 1.6, Mn = 51210 g/mol, Mw = 82240 g/mol, inherent viscosity = 0.50 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-biphenyltetracarboxylic acid dianhydride

polymer, Mn/Mw = 1.6, Mn = 51210 g/mol, Mw = 82240 g/mol, inherent viscosity = 0.50 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 4,4\-oxydianiline; 3,3\44,4\-biphenyltetracarboxylic acid dianhydride

Conditions
ConditionsYield
With 4-chloro-phenol; benzoic acid at 100 - 190℃;98%
439385-19-0

[(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

polyimide; monomer(s): [(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile; 3,3',4,4'-benzophenone tetracarboxylic dianhydride

polyimide; monomer(s): [(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile; 3,3',4,4'-benzophenone tetracarboxylic dianhydride

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; chlorobenzene at 20 - 190℃; for 20h;98%
134-32-7

1-amino-naphthalene

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

4,4'-carbonylbis(2-(naphthalen-1-ylcarbamoyl)benzoic acid)

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃; for 3h;98%
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

2421-28-5

dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid

C23H24N2O5Si2

Conditions
ConditionsYield
at 130 - 140℃;97%

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Chemical Properties

The Molecular Structure of 1,3-Isobenzofurandione, 5,5'-carbonylbis- (CAS NO.2421-28-5):

Empirical Formula: C17H6O7
Molecular Weight: 322.2253 
IUPAC: 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione
Product Categories: pharmacetical;Aromatic Tetracarboxylic Dianhydrides (for High-Performance Polymer Research);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
Appearance: white crystall powder
Nominal Mass: 322 Da
Average Mass: 322.2253 Da
Monoisotopic Mass: 322.011353 Da 
Index of Refraction: 1.699
Molar Refractivity: 74.9 cm3
Molar Volume: 193.8 cm3
Surface Tension: 79.2 dyne/cm
Density: 1.662 g/cm3
Flash Point: 286.1 °C
Enthalpy of Vaporization: 94.33 kJ/mol
Boiling Point: 638.8 °C at 760 mmHg
Vapour Pressure: 3.25E-16 mmHg at 25°C 
Water Solubility: REACTS
Sensitive Moisture: Sensitive
Sublimation: 220-230 ºC
InChI
InChI=1/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
Smiles
O=C1OC(=O)c2ccc(C(=O)c3ccc4c(C(=O)OC4=O)c3)cc12

3,3',4,4'-Benzophenonetetracarboxylic dianhydride Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37 
R36/37: Irritating to eyes and respiratory system
Safety Statements: 25 
S25: Avoid contact with eyes
WGK Germany: 1
F 21: Sensitive to humidity
HS Code: 29183000

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

 1,3-Isobenzofurandione, 5,5'-carbonylbis- (CAS NO.2421-28-5) is also called as Benzophenonetetracarboxylic acid dianhydride ; 3,3',4,4'-Benzophenonetetracarboxylic acid dianhydride ; 3,3',4,4'-Benzophenonetetracarboxylic dianhydride ; 3,3',4,4'-Tetracarboxybenzophenone dianhydride ; 4,4'-Carbonylbis(phthalic anhydride) ; 4,4'-Carbonyldiphthalic anhydride ; 4,4'-Diphthalic anhydride ketone ; Benzophenonetetracarboxylic acid anhydride ; Benzophenonetetracarboxylic acid dianhydride ; Benzophenonetetracarboxylic anhydride ; Benzophenonetetracarboxylic dianhydride ; EINECS 219-348-1 ; NSC 78480 ; Benzophenone-3,3':4,4'-tetracarboxylic dianhydride ; Phthalic anhydride, 4,4'-carbonyldi- (8CI) ; Phthalic anhydride, 4,4'-carbonyldi- .

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