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552-30-7

Basic Information
CAS No.: 552-30-7
Name: 1,2,4-Benzenetricarboxylic anhydride
Article Data: 17
Cas Database
Molecular Structure:
Molecular Structure of 552-30-7 (1,2,4-Benzenetricarboxylic anhydride)
Formula: C9H4O5
Molecular Weight: 192.128
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;
EINECS: 209-008-0
Density: 1.669 g/cm3
Melting Point: 163-166 °C(lit.)
Boiling Point: 470.6 °C at 760 mmHg
Flash Point: 201.3 °C
Solubility: decomposes in water
Appearance: white crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 37-41-42/43
Safety: 22-26-36/37/39
Transport Information: N/A
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
ConditionsYield
at 200℃;
13912-71-5

benzene-1,2,4-tricarboxylic acid-1-methyl ester

552-30-7

trimellitic Anhydride

Conditions
ConditionsYield
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
ConditionsYield
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation;
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
ConditionsYield
With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation of methyl-substituted carboxylic acids and anhydrides;
95-63-6

1,2,4-Trimethylbenzene

552-30-7

trimellitic Anhydride

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NaOH
2: 180 °C / 0.5 Torr
View Scheme
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  • 1,2,4-Benzenetricarboxylic anhydride CAS NO. 552-30-7

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    Trimellitic Anhydride Chemical Properties Melting point 163-166 °C (lit.) Boiling point 390 °C density 1.54 vapor density 6.6 (vs air) vapor pressure <0.01 mm Hg ( 20 °C) refractive index 1.4717 (estimate) Fp

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Chemistry

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

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.

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.

Toxicity Data With Reference

1.    

orl-mus LD50:1900 mg/kg

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

Consensus Reports

Reported in EPA TSCA Inventory.

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: HarmfulXn
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

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

Analytical Methods

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

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.