1,2,4-Benzenetricarboxylic anhydride supplier

Name
Trimellitic Anhydride
EINECS 209-008-0
CAS No. 552-30-7
Article Data17
CAS DataBase
Density 1.669 g/cm³
Solubility decomposes in water
Melting Point 163-166 °C(lit.)
Formula C₉H₄O₅
Boiling Point 470.6 °C at 760 mmHg
Molecular Weight 192.128
Flash Point 201.3 °C
Transport Information
Appearance white crystalline powder
Safety 22-26-36/37/39
Risk Codes 37-41-42/43
Molecular Structure
Hazard Symbols Xn
Synonyms Trimellitic acid anhydride;1, 3-Dioxo-5-phthalancarboxylic acid;Epon 9150;1,3-Dihydro-1, 3-dioxo-5-isobenzofurancarboxylic acid;4-Carboxyphthalic anhydride;5-Isobenzofurancarboxylic acid,1,3-dihydro-1,3-dioxo-;Trimellitic acid, cyclic 1,2-anhydride;Anhydrotrimellic acid;Trimellic acid anhydride;Trimellic acid 1, 2-anhydride;5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo-;1,3-dioxoisobenzofuran-5-carboxylic acid;1, 2,4-Benzenetricarboxylic acid 1,2-anhydride;Trimellitic acid 1, 2-anhydride;Trimellitic Anhydride(TMA);benzene-1,2,4-tricarboxylic acid 1,2-anhydride;
PSA 80.67000
LogP 0.69540

Synthetic route

: 528-44-9
1,2,4-benzene tricarboxylic acid

: 552-30-7
trimellitic Anhydride

: 13940-95-9
benzene-1,2,4-tricarboxylic acid-2-methyl ester

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
at 200℃;

: 13912-71-5
benzene-1,2,4-tricarboxylic acid-1-methyl ester

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
at 200℃;

: 6051-66-7
2,5-dimethylterephthalic acid

A: 108-31-6
maleic anhydride

B: 89-32-7
Pyromellitic dianhydride

C: 528-44-9
1,2,4-benzene tricarboxylic acid

D: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation;

...Expand

: 18190-63-1
2,4-dimethylisophthalic acid

A: 89-32-7
Pyromellitic dianhydride

B: 528-44-9
1,2,4-benzene tricarboxylic acid

C: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation of methyl-substituted carboxylic acids and anhydrides;

...Expand

: 95-63-6
1,2,4-Trimethylbenzene

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 2: sulfuric acid 3: aqueous-methanolic KOH-solution 5: 200 °C View Scheme
Multi-step reaction with 5 steps 2: sulfuric acid 3: aqueous-methanolic KOH-solution 5: 200 °C View Scheme
Multi-step reaction with 2 steps 1: KMnO4; water; NaOH-solution / man macht schwefelsauer, behandelt mit SO2, saettigt mit Na2SO4 2: 200 - 220 °C / im Vakuum View Scheme
With 1,1,2,2-tetrabromoethane; cobalt(II) acetate; manganese(II) acetate; acetic acid at 220℃; under 15001.5 - 17251.7 Torr; Reagent/catalyst; Temperature; Pressure; Inert atmosphere; Large scale;	1360 g

: 54699-35-3
1,2-dimethyl 1,2,4-benzenetricarboxylate

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 200 °C View Scheme
Multi-step reaction with 2 steps 2: 200 °C View Scheme

: 2459-10-1
benzene-1,2,4-tricarboxylic acid trimethyl ester

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous-methanolic KOH-solution 3: 200 °C View Scheme
Multi-step reaction with 3 steps 1: aqueous-methanolic KOH-solution 3: 200 °C View Scheme

: 22572-84-5
diethyl 4-aminophthalate

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous HCl; aqueous NaNO2 2: aqueous NaOH 3: 180 °C / 0.5 Torr View Scheme

: 105903-40-0
4-cyano-phthalic acid diethyl ester

: 552-30-7
trimellitic Anhydride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous NaOH 2: 180 °C / 0.5 Torr View Scheme

: 243968-20-9
2-amino-5-aminomethyl-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid tert-butyl ester

: 552-30-7
trimellitic Anhydride

: 330193-56-1
2-(2-amino-3-tert-butoxycarbonyl-4,7-dihydro-5H-thieno[2,3-c]pyran-5-ylmethyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 24h;	100%
In N,N-dimethyl-formamide at 100℃; for 24h;	100%
In N,N-dimethyl-formamide at 100℃; for 24h;	100%

: 83-07-8
4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

: 552-30-7
trimellitic Anhydride

: 292870-53-2
2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With dmap In N,N-dimethyl-formamide at 20℃; for 72h;	100%
With dmap In N,N-dimethyl-formamide at 110℃; for 12h;	46%

: 153-94-6
D-tryptophan

: 552-30-7
trimellitic Anhydride

: (R)-2-(1-carboxy-2-(1H-indol-3-yl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions

Conditions	Yield
In diethylene glycol dimethyl ether at 200℃; for 0.166667h; microwave irradiation;	99%

: 13822-56-5
3-(trimethoxysilyl)propan-1-amine

: 552-30-7
trimellitic Anhydride

: 1204776-58-8
C15H21NO8Si

Conditions

Conditions	Yield
In tetrahydrofuran at -5 - 5℃; for 6h; Inert atmosphere;	99%

: 919-30-2
3-aminopropyltriethoxysilane

: 552-30-7
trimellitic Anhydride

: 1204776-59-9
C18H27NO8Si

Conditions

Conditions	Yield
In tetrahydrofuran at -5 - 5℃; Inert atmosphere;	99%

: 99-31-0
5-aminoisophthalic acid

: 552-30-7
trimellitic Anhydride

: 51222-09-4
C17H9NO8

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 6h; Heating;	98%

: chromium dichloride

: 1707-03-5
diphenyl-phosphinic acid

: 10025-73-7
chromium(III) chloride

: 552-30-7
trimellitic Anhydride

: [Cr(OP(CH3)(C6H5)O)2(OOCC6H3C2O3)]x

Conditions

Conditions	Yield
With trimethylamine In tetrahydrofuran byproducts: (CH3)3NHCl; N2-atmosphere; shaking CrCl3 with trace of CrCl2, refluxing with 2 equiv. of phosphinic acid and 2.5 equiv. NMe3 (1 h), cooling to room temp., addn. of 1 equiv. C9H4O5 and excess NMe3, refluxing (0.5 h); filtration, evapn. to dryness, drying (140°C, several days); elem. anal.;	98%

...Expand

: C53H86N4O15

: 552-30-7
trimellitic Anhydride

: C62H90N4O20

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 20℃; for 12 - 15h;	98%

: 100-01-6
4-nitro-aniline

: 552-30-7
trimellitic Anhydride

: 2-(4-nitrophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 130℃; for 16h; Condensation;	97%
In acetic acid for 20h; Reflux;	95%

: 24313-88-0
3,4,5-Trimethoxyaniline

: 552-30-7
trimellitic Anhydride

: [2-(3,4,5-trimethoxy)phenyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 130℃; for 16h; Condensation;	97%

: 826-81-3
2-methyl-8-quinolinol

: 552-30-7
trimellitic Anhydride

: C19H11NO5

Conditions

Conditions	Yield
In nitrobenzene at 175 - 180℃; for 3h;	97%

: 837-11-6
2-(4'-hydroxyphenyl)-2-(4'-aminophenyl)-propane

: 552-30-7
trimellitic Anhydride

: N-{4-[2-(4-hydroxyphenyl)isopropyl]phenyl}trimellitimide

Conditions

Conditions	Yield
Stage #1: 2-(4'-hydroxyphenyl)-2-(4'-aminophenyl)-propane; trimellitic Anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 6h; Inert atmosphere; Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 120℃; for 10h; Dean-Stark;	97%

α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15: α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15

: 552-30-7
trimellitic Anhydride

Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 42 wt percent: Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 42 wt percent

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one at 70 - 180℃; for 9h; Polymerization;	96%

: 3454-24-8
bis(4-aminophenyl)diphenylsilane

: 552-30-7
trimellitic Anhydride

: 1357585-01-3
2-(4-((4-(5-carboxy-1,3-dioxoisoindolin-2-yl)phenyl)diphenylsilyl)phenyl)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 20℃; for 15h; Reflux;	96%

: O-(4-methoxybenzyl)-hydroxylamine HCl

: 552-30-7
trimellitic Anhydride

: 863990-91-4
2-(4-methoxybenzyloxy)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions

Conditions	Yield
With pyridine at 90℃; for 24h;	95%

: 552-30-7
trimellitic Anhydride

: 42972-13-4
1,4-dihydroxy-phthalazine-6-carboxylic acid

Conditions

Conditions	Yield
Stage #1: trimellitic Anhydride With hydrazine In isopropyl alcohol for 5h; Heating / reflux; Stage #2: With hydrogenchloride; water In isopropyl alcohol at 20℃; for 1h;	95%

: 1374879-15-8
2,6-diamino-4-trifluoromethyl-40-phenoxydiphenyl ether

: 552-30-7
trimellitic Anhydride

: 1374879-16-9
2,6-bis(N-trimellitimido)-4-trifluoromethyl-40-phenoxydiphenyl ether

Conditions

Conditions	Yield
With acetic acid for 15h; Inert atmosphere; Reflux;	95%

: 591-27-5
m-Hydroxyaniline

: 552-30-7
trimellitic Anhydride

: 82811-05-0
N-(3-hydroxyphenyl)trimellitimide

Conditions

Conditions	Yield
Stage #1: m-Hydroxyaniline; trimellitic Anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 6h; Inert atmosphere; Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 120℃; for 10h; Dean-Stark;	95%

: 83-55-6
5-amino-1-naphthol

: 552-30-7
trimellitic Anhydride

: N-(5-hydroxynaphthyl)trimellitimide

Conditions

Conditions	Yield
Stage #1: 5-amino-1-naphthol; trimellitic Anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 6h; Inert atmosphere; Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 120℃; for 10h; Dean-Stark;	95%

: 101-68-8
di(4-isocyanatophenyl)methane

: 552-30-7
trimellitic Anhydride

Poly(4,4\-methylenedi(phenylisocyanate)-trimellitic anhydride): Poly(4,4\-methylenedi(phenylisocyanate)-trimellitic anhydride)

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one at 70 - 180℃; for 9h; Polymerization;	94%

: 38945-21-0
O-allylhydroxylamine hydrochloride

: 552-30-7
trimellitic Anhydride

: 863990-92-5
2-(allyloxy)-1,3-dioxoisoindoline-5-carboxylic acid

Conditions

Conditions	Yield
With pyridine at 90℃; for 24h;	94%

: 123-30-8
4-amino-phenol

: 552-30-7
trimellitic Anhydride

: 22005-25-0
2-(4-hydroxyphenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 4-amino-phenol; trimellitic Anhydride In 1-methyl-pyrrolidin-2-one at 20℃; for 6h; Inert atmosphere; Stage #2: In 1-methyl-pyrrolidin-2-one; toluene at 120℃; for 10h; Dean-Stark;	93%
With acetic acid at 130℃; for 16h; Condensation;	85%

: 104-76-7
2-Ethylhexyl alcohol

: 552-30-7
trimellitic Anhydride

: 3319-31-1
Hatcol 200

Conditions

Conditions	Yield
With methanesulfonic acid In water at 180 - 208℃; for 3h; Reagent/catalyst; Temperature; Inert atmosphere;	93%

α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15: α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15

: 552-30-7
trimellitic Anhydride

Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 94 wt percent: Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 94 wt percent

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one at 70 - 180℃; for 9h; Polymerization;	92%

: 106-47-8
4-chloro-aniline

: 552-30-7
trimellitic Anhydride

: 2-(4-chlorophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 130℃; for 16h; Condensation;	92%
With acetic acid In diethyl ether Reflux;

: 101-54-2
N-phenylphenylene-1,4-diamine

: 552-30-7
trimellitic Anhydride

: 330217-26-0
C21H14N2O4

Conditions

Conditions	Yield
In acetic acid for 10h; Inert atmosphere; Reflux;	92%

: 1,4-(4-amino-2-trifluoromethylphenoxy)-2-(3'-trifluoromethylphenyl)benzene

: 552-30-7
trimellitic Anhydride

: 2,2'-(4,4'-(3'-(trifluoromethyl)biphenyl-2,5-diyl)bis(oxy)bis(3-(trifluoromethyl)-4,1-phenylene))bis(1,3-dioxoisoindoline-5-carboxylic acid)

Conditions

Conditions	Yield
With acetic acid at 120℃; for 13h;	92%

α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15: α,ω-Diisocyanato-polybutadiene, isocyanate group conc. 719 mmol/g, Mw/Mn = 1.3, structure units 1,2- : 1,4-trans : 1,4-cis = 60 : 25 : 15

: 552-30-7
trimellitic Anhydride

Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 16 wt percent: Poly(α,ω-diisocyanato-polybutadiene-co-trimellitic anhydride), LBD-3000 content 16 wt percent

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one at 70 - 180℃; for 9h; Polymerization;	91%

: 108-42-9
3-chloro-aniline

: 552-30-7
trimellitic Anhydride

: 2-(3-chlorophenyl)-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 130℃; for 16h; Condensation;	91%

: 95-76-1
m,p-dichloroaniline

: 552-30-7
trimellitic Anhydride

: [2-(3,4-dichloro)phenyl]-1,3-dioxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

Conditions

Conditions	Yield
With acetic acid at 130℃; for 16h; Condensation;	91%
With acetic acid In diethyl ether Reflux;

1,2,4-Benzenetricarboxylic anhydride Chemical Properties

Molecular Structure of 1,2,4-Benzenetricarboxylic anhydride (CAS NO.552-30-7):

IUPAC Name: 1,3-dioxo-2-benzofuran-5-carboxylic acid
Molecular Formula: C₉H₄O₅
Formula Weight: 192.13
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 69.67 Å²
Index of Refraction: 1.662
Molar Refractivity: 42.61 cm³
Molar Volume: 115 cm³
Surface Tension: 79.4 dyne/cm
Density: 1.669 g/cm³
Flash Point: 201.3 °C
Enthalpy of Vaporization: 77.24 kJ/mol
Boiling Point: 470.6 °C at 760 mmHg
Melting point: 163-166 °C(lit.)
Vapour Pressure: 1.17E-09 mmHg at 25°C
Sensitive: Moisture Sensitive
EINECS: 209-008-0
Merck: 14,9703
BRN: 9394
Stability: Stable. Moisture sensitive.
InChI
InChI=1/C9H4O5/c10-7(11)4-1-2-5-6(3-4)9(13)14-8(5)12/h1-3H,(H,10,11)
Smiles
c12c(C(=O)OC2=O)ccc(c1)C(O)=O
Product Categories: Industrial/Fine Chemicals; Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research

1,2,4-Benzenetricarboxylic anhydride Uses

1,2,4-Benzenetricarboxylic anhydride (CAS NO.552-30-7) is used as an embossing agent for vinyl flooring and as a curing agent for epoxy resins. It is also used as an intermediate for the synthesis of surface coatings chemicals, polymers, dyes printing inks, adhesives, pharmaceuticals . It is mainly used as raw material for polyimide resin, polyester resin, plasticizer TOTM and also be used for producing heatproof & insulating, paint, adhesive,surfactant, synthesize dye materials etc.

1,2,4-Benzenetricarboxylic anhydride Production

1,2,4-trimethylbenzene as raw material, TRIMELLITIC ANHYDRIDE (552-30-7) is synthesized by liquid nitric acid oxidation or cobalt(manganese) catalytic air oxidation.

1,2,4-Benzenetricarboxylic anhydride Toxicity Data With Reference

orl-mus LD50:1900 mg/kg

GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 18 (7)(1974),57.

1,2,4-Benzenetricarboxylic anhydride Consensus Reports

Reported in EPA TSCA Inventory.

1,2,4-Benzenetricarboxylic anhydride Safety Profile

Moderately toxic by ingestion. Has caused pulmonary edema from inhalation. Irritant to lungs and air passages. May be a powerful allergen. Typical attack consists of breathlessness, wheezing, cough, running nose, immunological sensitization, and asthma symptoms. When heated to decomposition it emits acrid smoke and irritating fumes. See also ANHYDRIDES.
Hazard Codes: Harmful Xn
Risk Statements: 37-41-42/43
R37:Irritating to respiratory system
R41:Risk of serious damage to the eyes.
R42/43:May cause sensitization by inhalation and skin contact.
Safety Statements: 22-26-36/37/39
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 1
RTECS: DC2050000
F: 10-21
HS Code: 29173980

1,2,4-Benzenetricarboxylic anhydride Standards and Recommendations

OSHA PEL: TWA 0.005 ppm
ACGIH TLV: TWA CL 0.04 mg/m³
DFG MAK: 0.04 mg/m³
NIOSH REL: (Trimellitic Anhydride): handle as extremely toxic

1,2,4-Benzenetricarboxylic anhydride Analytical Methods

For occupational chemical analysis use NIOSH: Trimethyllitic Anhydride, P&CAM 322.

1,2,4-Benzenetricarboxylic anhydride Specification

1,2,4-Benzenetricarboxylic anhydride , with CAS number of 552-30-7, can be called 1,2, 4-Benzenetricarboxylic acid, cyclic 1,2-anhydride ; 5-Phthalanacarboxylic acid, 1,3-dioxo- ; 5-Isobenzofurancarboxylic acid,1,3-dihydro-1,3-dioxo- ; Trimellitic acid, cyclic 1,2-anhydride ; 5-Isobenzofurancarboxylic acid, 1,3-dihydro-1,3-dioxo- . 1,2,4-Benzenetricarboxylic anhydride (CAS NO.552-30-7) is a needle-shaped crystal. Dissolved in water, 2-butanone, acetone, dimethyl formamide and ethyl acetate, cyclohexanone, and soluble in ethanol reacts slightly soluble in carbon tetrachloride, toluene.

Product Name

Trimellitic Anhydride

Synthetic route

1,2,4-Benzenetricarboxylic anhydride Chemical Properties

1,2,4-Benzenetricarboxylic anhydride Uses

1,2,4-Benzenetricarboxylic anhydride Production

1,2,4-Benzenetricarboxylic anhydride Toxicity Data With Reference

1,2,4-Benzenetricarboxylic anhydride Consensus Reports

1,2,4-Benzenetricarboxylic anhydride Safety Profile

1,2,4-Benzenetricarboxylic anhydride Standards and Recommendations

1,2,4-Benzenetricarboxylic anhydride Analytical Methods

1,2,4-Benzenetricarboxylic anhydride Specification

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