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Basic information

  • Name:
  • 1,2,4-Benzenetricarboxylic anhydride

  • CAS No.:
  • 552-30-7

  • Molecular Structure:
  • Formula:
  • C9H4O5
  • Molecular Weight:
  • 192.13
  • 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 Description:
  • 22-26-36/37/39 Details

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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.

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