Conditions | Yield |
---|---|
With acetic anhydride for 3h; Reflux; | 97% |
With 2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In propyl cyanide for 12h; Reflux; | 90% |
2,6-bis[(2,2,6,6-tetramethylpiperidin-1-yl)methyl]phenylboronic acid In butryonitrile for 12h; Reflux; | 90% |
Conditions | Yield |
---|---|
at 450 - 565℃; Leiten im Gemisch mit Luft ueber Vanadium(V)-oxid; | |
With oxygen at 398℃; Gas phase; |
1,4-diethyl-2,5-dimethyl-benzene
Pyromellitic dianhydride
Conditions | Yield |
---|---|
at 450 - 565℃; Leiten im Gemisch mit Luft ueber Vanadium(V)-oxid; |
Conditions | Yield |
---|---|
durch trockne Destillation; |
4,5-dimethylphthalic anhydride
A
phthalic anhydride
B
4-methylphthalic anhydride
C
3-methylphthalic acid anhydride
D
Pyromellitic dianhydride
Conditions | Yield |
---|---|
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation; |
2,5-dimethylterephthalic acid
A
maleic anhydride
B
Pyromellitic dianhydride
C
1,2,4-benzene tricarboxylic acid
D
trimellitic Anhydride
Conditions | Yield |
---|---|
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation; |
2,4-dimethylisophthalic acid
A
Pyromellitic dianhydride
B
1,2,4-benzene tricarboxylic acid
C
trimellitic Anhydride
Conditions | Yield |
---|---|
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation of methyl-substituted carboxylic acids and anhydrides; |
Pyromellitic dianhydride
Conditions | Yield |
---|---|
at 270 - 300℃; |
Conditions | Yield |
---|---|
at 270 - 300℃; |
Conditions | Yield |
---|---|
bei der trocknen Destillation; |
1,2,4,5-tetramethylbenzene
A
1,2,4,5-benzenetetracarboxylic acid
B
Pyromellitic dianhydride
Conditions | Yield |
---|---|
Stage #1: 1,2,4,5-tetramethylbenzene With oxygen; acetic acid; cobalt(II) acetate; manganese(II) acetate; 2,6-dihydroxypyrrolo[3,4-f]isoindolo-1,3,5,7(2H,6H)tetrone In water at 120℃; under 30003 Torr; for 2h; Stage #2: With acetic anhydride In water at 120 - 150℃; under 3750.38 - 30003 Torr; for 4h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aluminium chloride / 50 - 70 °C 2: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 3: 290 °C / 13 Torr View Scheme | |
Multi-step reaction with 8 steps 1: phosphorus pentoxide / 190 °C 3: 130 - 140 °C 4: amalgamated zinc; hydrochloric acid 5: phosphorus pentachloride / nachfolgend Destillation im Vakuum 6: amalgamated zinc; concentrated hydrochloric acid 7: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 8: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: nickel catalyst; tetralin / 200 - 220 °C / Hydrogenation 2: aluminium chloride / 80 °C 3: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 4: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nickel catalyst; tetralin / 180 - 200 °C / Hydrogenation 2: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 3: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: amalgamated zinc; concentrated hydrochloric acid 2: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 3: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 2: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aluminium chloride / 80 °C 2: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 3: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 2: 130 - 140 °C 3: amalgamated zinc; hydrochloric acid 4: phosphorus pentachloride / nachfolgend Destillation im Vakuum 5: amalgamated zinc; concentrated hydrochloric acid 6: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 7: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: phosphorus pentachloride / nachfolgend Destillation im Vakuum 2: amalgamated zinc; concentrated hydrochloric acid 3: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 4: 290 °C / 13 Torr View Scheme |
[2-oxo-2-(5,6,7,8-tetrahydro-[2]naphthyl)-ethyl]-malonic acid
Pyromellitic dianhydride
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 130 - 140 °C 2: amalgamated zinc; hydrochloric acid 3: phosphorus pentachloride / nachfolgend Destillation im Vakuum 4: amalgamated zinc; concentrated hydrochloric acid 5: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 6: 290 °C / 13 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: amalgamated zinc; hydrochloric acid 2: phosphorus pentachloride / nachfolgend Destillation im Vakuum 3: amalgamated zinc; concentrated hydrochloric acid 4: bei aufeinanderfolgender Oxydation mit sodaalkalischer und mit schwefelsaurer Permanganat-Loesung 5: 290 °C / 13 Torr View Scheme |
1,2,4,5-benzenetetracarboxylic acid
5-methyl-1,2,4-benzenetricarboxylic acid
1,2,4-benzene tricarboxylic acid
benzene-1,2-dicarboxylic acid
B
Pyromellitic dianhydride
C
3,3',4,4'-benzophenonetetracarboxylic acid
D
pyromellitic acid monoanhydride
Conditions | Yield |
---|---|
Stage #1: 1,2,4,5-benzenetetracarboxylic acid; 5-methyl-1,2,4-benzenetricarboxylic acid; 1,2,4-benzene tricarboxylic acid; benzene-1,2-dicarboxylic acid at 235 - 250℃; for 7.5 - 30h; Stage #2: With acetic anhydride In acetic acid at 120 - 170℃; under 750.075 - 4500.45 Torr; Product distribution / selectivity; |
2,4,5-tris(ethoxycarbonyl)benzoic acid
A
diethyl 1,3-dioxo-1,3-dihydroisobenzofuran-5,6-dicarboxylate
B
Pyromellitic dianhydride
Conditions | Yield |
---|---|
Heating; | A 31.8 g B n/a |
1,2,4,5-benzenetetracarboxylic acid
acetic anhydride
Pyromellitic dianhydride
Conditions | Yield |
---|---|
for 2h; Reflux; |
Pyromellitic dianhydride
Conditions | Yield |
---|---|
at 20 - 180℃; for 4h; |
1,1'-(1,2-ethanediyl)bis-(2,4,5-trimethylbenzene)
Pyromellitic dianhydride
Conditions | Yield |
---|---|
With air; V2O5-TiO2-P2O5 catalyst at 380℃; Temperature; |
Pyromellitic dianhydride
methylamine
N,-N'-Dimethylpyromellitic acid diimide
Conditions | Yield |
---|---|
at 160℃; under 600.048 Torr; Condensation; solid-gas reaction; | 100% |
Conditions | Yield |
---|---|
under 750.06 Torr; Condensation; solid-gas reaction; ring cleavage; | 100% |
[(m-aminophenylamino)-4-aminophenylmethylidene]propanedinitrile
Pyromellitic dianhydride
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one; chlorobenzene at 20 - 190℃; | 100% |
Pyromellitic dianhydride
Conditions | Yield |
---|---|
With calcium fluoride at -266.46℃; Photolysis; | 100% |
Pyromellitic dianhydride
4-hexadecylaniline
zinc diacetate
[Zn(C20H8N4((C4H9)2C6H3)3(C6H4)(C10H2N2O4)(C6H4)(C16H33))]
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide (C20H10N4((C4H9)2C6H3)3(C6H4))NH2, C10H2O6, (C16H33)NH(C6H5) (dry DMF) heated under N2 in dark for 22 h, cooled to 25°C, evapd. to dryness (reduced pressure); chromy., dissolved (CHCl3), added Zn(OAc)2 in CH3OH, heated for 30 min; washed twice (H2O), dried (anhydrous Na2SO4), solvent evapd., chromy., reprecipitated from chloroform-methanol; | 100% |
Pyromellitic dianhydride
orthoformic acid triethyl ester
1,2,4,5-benzenetetracarboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: Pyromellitic dianhydride; orthoformic acid triethyl ester Stage #2: With water | 100% |
In ethanol for 4.5h; Heating; | 99.2% |
Pyromellitic dianhydride
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 25℃; for 2h; | 100% |
Conditions | Yield |
---|---|
Stage #1: Pyromellitic dianhydride In water at 80℃; for 1h; Inert atmosphere; Stage #2: 1,4-phenylenediamine In water at 80℃; for 4h; Inert atmosphere; | 100% |
Pyromellitic dianhydride
trimethyl orthoformate
tetramethyl 1,2,4,5-benzenetetracarboxylate
Conditions | Yield |
---|---|
In methanol for 7.5h; Heating; | 99.9% |
Conditions | Yield |
---|---|
With urea In N,N-dimethyl-formamide for 0.0666667h; microwave irradiation; | 99% |
With choline chloride; urea at 140℃; for 1h; Green chemistry; | 97% |
With formamide for 0.0333333h; microwave irradiation; | 96% |
Conditions | Yield |
---|---|
at 130 - 140℃; | 99% |
Pyromellitic dianhydride
(S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate
Conditions | Yield |
---|---|
Stage #1: Pyromellitic 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; | 98.3% |
Pyromellitic dianhydride
formamide
pyromellitic diimide.formamide
Conditions | Yield |
---|---|
at 210℃; for 0.25h; | 98% |
2-(2,3,4,5,6-pentafluorophenyl)ethan-1-amine
Pyromellitic dianhydride
N,N'-di(2-(perfluorophenyl)ethyl)pyromellitic diimide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 110℃; | 98% |
Conditions | Yield |
---|---|
With pyridine; acetic acid Reflux; | 98% |
With acetic acid Reflux; | |
With acetic acid at 20℃; for 13h; Reflux; |
L-phenylalanine
Pyromellitic dianhydride
N,N’-(pyromellitoyl)-bis-L-phenylalanine diacid
Conditions | Yield |
---|---|
With pyridine; acetic acid Reflux; | 98% |
With dmap In N,N-dimethyl-formamide at 140℃; for 0.166667h; Reagent/catalyst; Solvent; Sealed tube; Microwave irradiation; | 87% |
In acetic acid at 20℃; Reflux; | 86% |
Pyromellitic dianhydride
C18H31N3O
(C5H4NCH2NHCO(CH2)11)2C10H2N2O4
Conditions | Yield |
---|---|
Heating; | 98% |
Conditions | Yield |
---|---|
for 19h; Reflux; | 98% |
Conditions | Yield |
---|---|
With water for 4h; Reflux; | 96.6% |
With water | |
With alkali | |
With water at 80℃; Inert atmosphere; |
ethanol
Pyromellitic dianhydride
1,2,4,5-benzenetetracarboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid Reflux; Molecular sieve; | 96% |
With sulfuric acid at 100℃; for 4h; | 68% |
Stage #1: ethanol; Pyromellitic dianhydride for 2h; Reflux; Stage #2: With sulfuric acid for 18h; Reflux; | 64% |
With sulfuric acid In benzene | |
With sulfuric acid |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20 - 140℃; for 4.5h; | 96% |
In N,N-dimethyl-formamide at 20 - 140℃; | 96% |
4,4'-bis[4-(4-amino-3-methylphenoxy)benzenesulfonyl]biphenyl
Pyromellitic dianhydride
4,4'-bis[4-(3-aminophenoxy)benzenesulfonyl]biphenyl
Conditions | Yield |
---|---|
Stage #1: 4,4'-bis[4-(4-amino-3-methylphenoxy)benzenesulfonyl]biphenyl; Pyromellitic dianhydride; 4,4'-bis[4-(3-aminophenoxy)benzenesulfonyl]biphenyl In N,N-dimethyl acetamide at 20℃; for 20h; Stage #2: at 120 - 250℃; for 1.16667h; Further stages.; | 96% |
Pyromellitic dianhydride
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 25℃; for 2h; | 96% |
In 1-methyl-pyrrolidin-2-one at 25℃; for 2h; | 95% |
Pyromellitic dianhydride
2-hydrazino-3-(p-chlorophenyl)-1,8-naphthyridine
C38H20Cl2N8O4
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide for 0.05h; Microwave irradiation; | 96% |
Pyromellitic dianhydride
3-Amino-3-phenylpropionic acid
2,6-bis(3-hydroxy-3-oxo-1-phenylprop-1-yl)pyrrolo[3,4-f]isoindole-1,3,5,7(2H,6H)-tetraone
Conditions | Yield |
---|---|
In nitrobenzene at 155 - 165℃; for 1h; | 95% |
3-hydrazinyl-oxo-N-(1,3-thiazole-2-yl)-propanamide
Pyromellitic dianhydride
N-{1,3,5,7-tetraoxo-6-[2-(thiazol-2-ylcarbamoyl)acetylamino]-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl}-N'-thiazol-2-yl-malonamide
Conditions | Yield |
---|---|
With acetic acid for 6h; Reflux; | 95% |
Pyromellitic dianhydride
4-fluoro-2-phenethylamine
N,N'-di(2-(4-fluorophenyl)ethyl)pyromellitic diimide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 110℃; | 95% |
Pyromellitic dianhydride
4-amino-phenol
N,N'-(pyromellitoyl)-bis-p-aminophenol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 12h; Reflux; | 95% |
IUPAC Name: Furo[3,4-f][2]benzofuran-1,3,5,7-tetrone
Molecular Formula: C10H2O6
Molecular Weight: 218.119280 g/mol
Appearance: White powder
Melting Point: 283-286 °C(lit.)
Boiling Point: 397-400 °C(lit.)
Flash Point: 380 °C
Density: 1,68 g/cm3
Water Solubility: Decomposes
Sensitive: Moisture Sensitive
Structure of 1,2,4,5-Benzenetetracarboxylic anhydride (CAS NO.89-32-7):
Product Category of 1,2,4,5-Benzenetetracarboxylic anhydride (CAS NO.89-32-7): Intermediates of Dyes and Pigments;Benzene derivates;Functional Materials;Reagent for High-Performance Polymer Research
1,2,4,5-Benzenetetracarboxylic anhydride (CASNO.89-32-7) is used for making polyimide resin, high temperature electrical insulating paint, PVC plasticizers, cross-linking agent of synthetic resin and curing agent of epoxy resin.
1. | orl-rat LD50:2250 mg/kg | GISAAA Gigiena i Sanitariya. 51 (11)(1986),79. | ||
2. | ihl-rat LCLo:150 mg/m3/4H | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,105. | ||
3. | orl-mus LD50:2400 mg/kg | TPKVAL Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 14 (1975),125. | ||
4. | orl-gpg LD50:1595 mg/kg | GISAAA Gigiena i Sanitariya. 51 (11)(1986),79. |
1,2,4,5-Benzenetetracarboxylic anhydride (CAS NO.89-32-7) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65. You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
Poison by inhalation. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: Xn
Risk Statements: 41-42/43
41:Risk of serious damage to eyes
42/43:May cause sensitization by inhalation and skin contact
Safety Statements: 22-24-26-37/39
22:Do not breathe dust
24:Avoid contact with skin
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39:Wear suitable gloves and eye/face protection
1,2,4,5-Benzenetetracarboxylic anhydride , its cas register number is 89-32-7. It also can be called Pyromellitic dianhydride ; Benzene-1,2,4,5-tetracarboxylic dianhydride ; PMDA ; and Pyromellitic acid dianhydride . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately. Notes to physician: Treat supportively and symptomatically.
In addition, 1,2,4,5-Benzenetetracarboxylic anhydride (CAS NO.89-32-7) could be stable under normal temperatures and pressures. It is not exposured to moist air or water, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: carbon monoxide, carbon dioxide.
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