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| CAS No.: | 552-30-7 |
|---|---|
| Name: | Trimellitic Anhydride |
| Article Data: | 17 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xn
|
| Risk Codes: | 37-41-42/43 |
| Safety: | 22-26-36/37/39 |
| PSA: | 80.67000 |
| LogP: | 0.69540 |
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- 13940-95-9
benzene-1,2,4-tricarboxylic acid-2-methyl ester
- 552-30-7
trimellitic Anhydride
| Conditions | Yield |
|---|---|
| at 200℃; |
- 13912-71-5
benzene-1,2,4-tricarboxylic acid-1-methyl ester
- 552-30-7
trimellitic Anhydride
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With vanadia at 400℃; Product distribution; effect of temperature on gas-phase oxidation of methyl-substituted carboxylic acids and anhydrides; |
| 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 | Yield |
|---|---|
| Multi-step reaction with 2 steps 2: 200 °C View Scheme | |
| Multi-step reaction with 2 steps 2: 200 °C View Scheme |
| 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 | 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 | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: aqueous NaOH 2: 180 °C / 0.5 Torr View Scheme |
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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: 
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
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.