3,3',4,4'-benzophenonetetracarboxylic acid
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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 |
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
In water | 100% |
1,3-di(aminomethyl)benzene
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
In water for 0.5h; | 100% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 3h; | 99% |
3,3'-bis(N-aminophthalimide)
4,4'-oxydiphenylene diamine
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
Conditions | Yield |
---|---|
With 4-chloro-phenol; benzoic acid at 100 - 190℃; | 98% |
[(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one; chlorobenzene at 20 - 190℃; for 20h; | 98% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 3h; | 98% |
1,1,1,3,3,3-hexamethyl-disilazane
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
at 130 - 140℃; | 97% |
1,4-bis(3-aminopropyl)piperazine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
With acetic acid at 130℃; for 12h; | 94.2% |
4-amino-phenol
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
N,N′-bis(4-hydroxyphenyl)benzophenone-3,3′,4,4′-tetracarboxylic diimide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 12h; Reflux; | 94% |
In N,N-dimethyl-formamide for 5h; Reflux; | 94% |
In N,N-dimethyl-formamide Reflux; |
2,5-Dimethyl-1,4-phenylenediamine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
Stage #1: 2,5-Dimethyl-1,4-phenylenediamine; dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid In 1-methyl-pyrrolidin-2-one at 20℃; for 12h; Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 180℃; for 9h; Inert atmosphere; | 92.7% |
Conditions | Yield |
---|---|
With sulfuric acid at 120℃; | 92.45% |
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
3-2,2'-(1,2-phenylene)-bis(5-aminobenzimidazole)
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one In toluene at 140 - 190℃; for 7h; | 92% |
3,3'-bis(N-aminophthalimide)
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
polymer, Mn/Mw = 1.1, Mn = 21000 g/mol, Mw = 22180 g/mol, inherent viscosity = 0.19 dL/g; monomer(s): 3,3\-bis(N-aminophthalimide); 3,3\44,4\-benzophenonetetracarboxylic acid dianhydride
Conditions | Yield |
---|---|
With 4-chloro-phenol; benzoic acid at 100 - 190℃; | 92% |
1,4-pyrazine
water
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
With Na2CO3 In water High Pressure; under hydrothermal conditions; mixt. of Co salt, Na2CO3, benzophenone dianhydride and pyrazine (molar ratio 2:2:1:2) in H2O introduced into Parrstainless steel vessel; sealed; heated to 160°C for 3 d; cooled (0.5°C/min); crystals collected; elem. anal.; | 92% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 91% |
glycine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
[5-(2-Carboxymethyl-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl)-1,3-dioxo-1,3-dihydro-isoindol-2-yl]-acetic acid
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 7h; | 90% |
ethanol
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
3,3',4,4'-benzophenonetetracarboxylic acid ethylester
Conditions | Yield |
---|---|
With sulfuric acid at 150℃; | 90% |
Heating; |
meta-aminobenzoic acid
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
C31H16N2O9
Conditions | Yield |
---|---|
With acetic acid Reflux; | 90% |
m-Hydroxyaniline
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
N,N′-bis(3-hydroxyphenyl)benzophenone-3,3′,4,4′-tetracarboxylic diimide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 90% |
In N,N-dimethyl-formamide Reflux; |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 90% |
Conditions | Yield |
---|---|
With dmap In N,N-dimethyl-formamide at 140℃; for 0.166667h; Sealed tube; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 89% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Reflux; | 89% |
(Benzocyclobutenyl)methylamine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
Conditions | Yield |
---|---|
Stage #1: (Benzocyclobutenyl)methylamine; dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid In N,N-dimethyl-formamide at 20℃; for 6h; Inert atmosphere; Stage #2: With tributyl-amine; acetic anhydride In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere; | 89% |
L-valine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
(S)-2-{5-[2-((S)-1-Carboxy-2-methyl-propyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-1,3-dioxo-1,3-dihydro-isoindol-2-yl}-3-methyl-butyric acid
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 12.5h; Reflux; | 85.6% |
With acetic acid at 120℃; for 7h; | 84% |
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
3-amino propanoic acid
3-{5-[2-(2-Carboxy-ethyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-1,3-dioxo-1,3-dihydro-isoindol-2-yl}-propionic acid
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 7h; | 84% |
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
3,3',4,4'-benzophenonetetracarboxylic acid diimide
Conditions | Yield |
---|---|
With formamide for 0.0416667h; microwave irradiation; | 84% |
With urea In N,N-dimethyl-formamide at 110℃; for 3h; |
L-leucine
dianhydride of benzophenone-3,4,3',4'-tetracarboxy acid
(S)-2-{5-[2-((S)-1-Carboxy-3-methyl-butyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carbonyl]-1,3-dioxo-1,3-dihydro-isoindol-2-yl}-4-methyl-pentanoic acid
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 7h; | 80% |
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
Hazard Codes: Xi
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
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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