Trimellitic anhydride

Base Information

• Chemical Name: Trimellitic anhydride
• CAS No.: 552-30-7
• Deprecated CAS: 28605-64-3,68864-89-1,70425-46-6,928770-37-0,2088100-85-8,68864-89-1,70425-46-6,928770-37-0
• Molecular Formula: C9H4O5
• Molecular Weight: 192.128
• Hs Code.: 29173980
• European Community (EC) Number: 209-008-0
• ICSC Number: 0345
• NSC Number: 60252
• UNII: 80T61EUU7H
• DSSTox Substance ID: DTXSID7026235
• Nikkaji Number: J6.720B
• Wikipedia: Trimellitic_anhydride
• Wikidata: Q1675143
• Metabolomics Workbench ID: 58518
• ChEMBL ID: CHEMBL2137687
• Mol file: 552-30-7.mol

Synonyms:tri-mellitic anhydride;trimellitic anhydride

Chemical Property of Trimellitic anhydride

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: <0.01 mm Hg ( 20 °C)
• Melting Point: 163-166 °C(lit.)
• Refractive Index: 1.662
• Boiling Point: 470.6 °C at 760 mmHg
• PKA: 3.11±0.20(Predicted)
• Flash Point: 201.3 °C
• PSA: 80.67000
• Density: 1.669 g/cm³
• LogP: 0.69540
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: 24.4g/l (decomposition)
• Water Solubility.: DECOMPOSES
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 192.00587322
• Heavy Atom Count: 14
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

Trimellitic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 37-41-42/43
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Acid Anhydrides, Cyclic
• Canonical SMILES: C1=CC2=C(C=C1C(=O)O)C(=O)OC2=O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is severely irritating to the eyes. The substance is irritating to the skin and respiratory tract. Inhalation of dust may cause asthma-like reactions.
• Effects of Long Term Exposure: Repeated or prolonged inhalation may cause asthma. The substance may cause allergic reactions with flu-like symptoms and 'pulmonary disease-anaemia syndrome'.
• Uses: Trimellitic 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 . Trimellitic 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.

Technology Process of Trimellitic anhydride

There total 11 articles about Trimellitic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1,2,4-Trimethylbenzene (95-63-6) → trimellitic Anhydride (552-30-7,145253-53-8)

Guidance literature:

Multi-step reaction with 5 steps

2: sulfuric acid

3: aqueous-methanolic KOH-solution

5: 200 °C

With potassium hydroxide; sulfuric acid;

Reference yield:

1,2,4-benzene tricarboxylic acid (528-44-9) → trimellitic Anhydride (552-30-7,145253-53-8)

Guidance literature:

Reference yield:

benzene-1,2,4-tricarboxylic acid trimethyl ester (2459-10-1) → trimellitic Anhydride (552-30-7,145253-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aqueous-methanolic KOH-solution

3: 200 °C

With potassium hydroxide;

upstream raw materials:

1,2,4-benzene tricarboxylic acid

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

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

2,5-dimethylterephthalic acid

Downstream raw materials:

2-(3-Hydroxy-quinolin-2-yl)-1,3-dioxo-indan-5-carboxylic acid

N-trimellitylimido-L-leucine

(S)-2-(1-carboxy-2-(4-hydroxyphenyl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

4-hydroxycarbonyl-N-(4-hydroxycarbonylphenyl)phthalimide

Refernces

• 1、 -. "METHOD FOR PRODUCING CARBOXYLIC ACID ANHYDRIDE, METHOD FOR PRODUCING CARBOXYLIC IMIDE, AND METHOD FOR MANUFACTURING ELECTROPHOTOGRAPHIC PHOTOSENSITIVE MEMBER". Paragraph 0119. . Retrieved 2017/01/19.
• 2、 Sharipov, A. Kh.,Masagutov, R. M.,Rafikov, S. R.. "EFFECT OF THE STRUCTURE OF METHYL-SUBSTITUTED CARBOXYLIC ACIDS AND ANHYDRIDES ON THEIR ACTIVITY IN GAS-PHASE OXIDATION". . p. 817 - 820. Retrieved 2007/10/02.