Trimellitic Anhydride

Trimellitic Anhydride Basic information
Product Name:Trimellitic Anhydride
Synonyms:1,2,4-Benzenetricarboxylic acid anhydride;1,2,4-Benzenetricarboxylic acid anhydride-1,2;1,2,4-Benzenetricarboxylic acid, cyclic 1,2-anhydride;1,2,4-benzenetricarboxylicacid,cyclic1,2-anhydride;1,2,4-benzenetricarboxylicacidanhydride;1,3-dihydro-1,3-dixoxo-5-isobenzofurancarboxylic acid;benzene-1,2,4-tricarboxylic acid 1,2-anhydride trimellitic anhydride;BENZENE-1,3,4-TRICARBOXYLICANHYDRIDE
CAS:552-30-7
MF:C9H4O5
MW:192.13
EINECS:209-008-0
Product Categories:fine chemicals;pharmaceutical raw material;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Pyridines;Industrial/Fine Chemicals;addictives;bc0001;552-30-7
Mol File:552-30-7.mol
Trimellitic Anhydride Structure
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 227 °C
storage temp. Store below +30°C.
solubility 24.4g/l (decomposition)
pka3.11±0.20(Predicted)
form Flakes
color White to off-white
PH2 (21g/l, H2O, 20℃)
explosive limit1-7%(V)
Water Solubility DECOMPOSES
Sensitive Moisture Sensitive
Merck 14,9703
BRN 9394
Exposure limitsACGIH: TWA 0.0005 mg/m3; STEL 0.002 mg/m3 (Skin)
NIOSH: TWA 0.005 ppm(0.04 mg/m3)
Stability:Stable. Moisture sensitive.
InChIKeySRPWOOOHEPICQU-UHFFFAOYSA-N
LogP0.06-0.54 at 20℃
CAS DataBase Reference552-30-7(CAS DataBase Reference)
NIST Chemistry ReferenceTrimellitic anhydride(552-30-7)
EPA Substance Registry SystemTrimellitic anhydride (552-30-7)
Safety Information
Hazard Codes Xn
Risk Statements 37-41-42/43
Safety Statements 22-26-36/37/39
WGK Germany 1
RTECS DC2050000
10-21
TSCA Yes
HS Code 29173980
Hazardous Substances Data552-30-7(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 2730 mg/kg LD50 dermal Rabbit 23000 mg/kg
MSDS Information
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Trimellitic Anhydride Usage And Synthesis
Chemical PropertiesTrimellitic anhydride is a white powder or flakes. It is the anhydride of trimellitic acid (1,2,4-benzenetricarboxylic acid). It is soluble in water, ethanol, acetone and other general organic solvents.
UsesTrimellitic Anhydride is mainly used as raw material for polyester resin,polyimide resin,plasticizer TOTM ,and also be used for producing heatproof & insulating,adhesive,surfactant, paint,synthesize dye materials etc. Trimellitic anhydride 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, adhesives, polymers, dyes printing inks, pharmaceuticals .
UsesTrimellitic anhydride is mainly applied to produce good heat-proof, weather-proof and solvent-proof trimellitate plasticizers, among which the most popular product is tri(2-ethylhexyl)trimellitate. It is also used to synthesize polyester resins.TMA can also be applied to curing agent of epoxy resins.
DefinitionChEBI: Trimellitic anhydride is a 2-benzofuran compound having oxo groups at the 1- and 3-positions and a carboxy substituent at the 5-position; the cyclic anhydride formed from the carboxy groups at the 1- and 2-positions of trimellitic acid. It has a role as an epitope, an allergen and a hapten. It is a cyclic dicarboxylic anhydride, a dioxo monocarboxylic acid and a member of 2-benzofurans. It is functionally related to a phthalic anhydride and a trimellitic acid.
General Description1,2,4-Benzenetricarboxylic anhydride(TA) is a hydrophilic monomer with multipurpose usage; as a curing agent for epoxy based resins and as a plasticizer for polyvinyl chloride(PVC).
Air & Water ReactionsSensitive to moisture. Hydrolyzes slowly. Solutions in water or alcohol may be unstable. Insoluble in water.
Reactivity Profile1,2,4-Benzenetricarboxylic anhydride reacts exothermically with water. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Reaction with water is accelerated by acids. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases. Incompatible with strong oxidizing agents, strong acids or strong bases. .
HazardToxic by inhalation. Respiratory sensitization.
Health HazardTrimellitic anhydride (TMAN) causes both respiratory irritation and immunologic respiratory disease.
Safety ProfileModerately 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, immunologcal sensitization, and asthma symptoms. When heated to decomposition it emits acrid smoke and irritating fumes. See also ANHYDRIDES.
Synthesis3-Xylene is carbonylated with carbon monoxide in the presence of boron trifluoride and hydrogen fluoride to form 2,4-dimethylbenzaldehyde. 2,4-Dimethylbenzaldehyde is decomplexed from the acids, purified, and oxidized to trimellitic acid. Trimellitic acid is subjected to normal dehydration and purification steps to obtain high quality trimellitic anhydride.
Potential ExposureTMA is used to produce trimellitate plasticizers, poly (amide-imide) polymers; in paints, enamels, and coatings; polymers, polyesters; as a curing agent for epoxy and other resins; in vinyl plasticizers; agricultural chemicals; dyes and pigments; pharmaceuticals, surface active agents; modifiers, intermediates, and specialty chemicals.
CarcinogenicityThere are no reports of carcinogenicity associated with TMAN exposure. It was not mutagenic in bacterial assays with or without metabolic activation. No teratogenic effects or developmental toxicity was seen in rats or guinea pigs exposed to 500mg/m3 for 6 hours/day during their period of major organogenesis.
IncompatibilitiesDust can cause an explosion. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Reacts slowly with water, forming trimellitic acid. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water and a salt that may be harmful.
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
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