Trimesic acid

Trimesic acid Basic information
Product Name:Trimesic acid
Synonyms:5-Carboxyisophthalic acid;Trimesitinic acid;trimesitinicacid;Trimesinic acid;TRIMESIC ACID;BENZENE-1,3,5-TRICARBOXYLIC ACID (TRIMESIC ACID);Product: 1.3.5-Benzenetricarboxylic Acid;BENZENETRICARBOXYLIC ACID-(1 3 5)
CAS:554-95-0
MF:C9H6O6
MW:210.14
EINECS:209-077-7
Product Categories:Pyridines;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;addictives;bc0001
Mol File:554-95-0.mol
Trimesic acid Structure
Trimesic acid Chemical Properties
Melting point >300 °C(lit.)
Boiling point 309.65°C (rough estimate)
density 1.4844 (rough estimate)
vapor pressure 0Pa at 20℃
refractive index 1.6000 (estimate)
Fp 328°C
storage temp. Store below +30°C.
solubility 26.3g/l
form Powder
pkapK1: 2.12;pK2: 4.10;pK3: 5.18 (25°C)
color white
Water Solubility Soluble in water, ethanol and methanol.
BRN 2053080
Stability:Stable, but may be light sensitive.
InChIKeyQMKYBPDZANOJGF-UHFFFAOYSA-N
LogP1.35 at 21.41℃
CAS DataBase Reference554-95-0(CAS DataBase Reference)
NIST Chemistry Reference1,3,5-Benzenetricarboxylic acid(554-95-0)
EPA Substance Registry System1,3,5-Benzenetricarboxylic acid (554-95-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39-37/39
WGK Germany 3
Autoignition Temperature590 °C
TSCA Yes
HS Code 29173980
ToxicityLD50 orally in Rabbit: 16000 mg/kg
MSDS Information
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Trimesic acid English
SigmaAldrich English
ACROS English
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Trimesic acid Usage And Synthesis
Chemical Propertiesoff-white powder
UsesTrimesic acid is mainly used in the industry of poxy curing agent ,Adhesives and coating material ,Engineering plastic ,Synthetic fiber ,Cross-linking agent for alkyd resin ,Plasticizer ,Pharmaceutical intermediates, Desalination membrane etc.
UsesTrimesinic Acid is used for multifunctional therapeutics. It shows inhibitory activity against Torpedo Californica acetylcholinesterase and prevented amyloid-β peptide aggregate formation.
DefinitionChEBI: Trimesic acid is a tricarboxylic acid that consists of benzene substituted by carboxy groups at positions 1, 3 and 5. It is a tricarboxylic acid and a member of benzoic acids. It is a conjugate acid of a benzene-1,3,5-tricarboxylate(1-).
General DescriptionTrimesic acid (TMA), also known as 1,3,5-benzenetricarboxylic acid, has a self-organized 2D molecular network structure formed by intermolecular hydrogen bonds between the carboxylic acid residues in bulk crystals. TMA can be used in the synthesis of metal-organic frameworks (MOFs), which can be used as organic linkers potentially utilized in sensors.
Flammability and ExplosibilityNotclassified
SynthesisTrimesic acid can be produced by Friedel – Crafts methylation of toluene or xylene with chloromethane in the presence of aluminum chloride.It is also formed by liquid-phase disproportionation of xylene in the presence of aluminum chloride.These reactions can be carried out in the gas phase at high temperature on aluminum silicate catalysts.
Purification MethodsCrystallise the acid from water. The trimethyl ester has m 144o (from MeOH or MeOH/H2O). [Beilstein 9 H 978, 9 IV 3747.]
1,3,5-BENZENETRICARBOXYLIC ACID DIMETHYL ESTER Tris-succinimidyl-1,3,5-benzenetricarboxylate BENZENEPENTACARBOXYLIC ACID Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid MELLITIC TRIANHYDRIDE MELLITIC ACID RARECHEM AL BO 1710 RARECHEM AL BF 1185 2,4,6-TRICARBOXYBENZOTRIFLUORIDE TRIS-[11-PENTAKIS-(4'-ETHYLPHENYLETHYNYL)PHENOXYUNDECYL]TRIMESATE 1,3,5-BENZENE-2,4,6-D3-TRICARBOXYLIC ACID BENZENE-1,3,5-TRICARBOXCYLIC ACID TRIS-[4-[6-(4-PROPYL-PHENYLETHYNYL)NAPHTHALENE-2-YLOXY]BUTYL] ESTER TRIMESIC ACID TRIALLYL ESTER BENZENEHEXACARBOXYLIC ACID HEXAMETHYL ESTER TRIS-[11-PENTAKIS-(4'-PROPYLPHENYLETHYNYL)PHENOXYUNDECYL]TRIMESATE DIETHYL 1,3,5-BENZENETRICARBOXYLATE 4,4'-(2-ACETYL-1,3-GLYCEROL) BISANHYDRO MELLITATE

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