3319-31-1

Basic information

• Product Name: Trioctyl trimellitate
• Synonyms: TOTM/TRIMELLITATETRIS(2-ETHYLHEXYL)ESTER;TOTM-CA, Tris(2-ethylhexyl) trimellitate;TOTM, Tris(2-ethylhexyl) trimellitate;1,2,4-Benzenetricarboxylic acid tris(2-ethylhexyl);Trimellitic acid tri-2-ethylhexyl ester;Tris(2-ethylhexyl)trimellitate,98%;Trioctyl trimellitat;Trioctyl 1,2,4-BenzenetricarboxylateTOTM
• CAS NO: 3319-31-1
• Molecular Formula: C₃₃H₅₄O₆
• Molecular Weight: 546.78
• EINECS: 222-020-0
• Product Categories: Trimellitate (Plasticizer);Functional Materials;Plasticizer;Analytical/Chromatography;Ion Sensor Materials;Plasticizer for ISE
• Mol File: 3319-31-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 414 °C(lit.)
• Flash Point: 505 °F
• Appearance: viscous yellow liquid
• Density: 0.990 g/mL at 20 °C(lit.)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.485(lit.)
• Storage Temp.: Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: 1.8ng/L at 25℃
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 2683525
• CAS DataBase Reference: Trioctyl trimellitate(CAS DataBase Reference)
• NIST Chemistry Reference: Trioctyl trimellitate(3319-31-1)
• EPA Substance Registry System: Trioctyl trimellitate(3319-31-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 1
• RTECS: DC2080000
• Hazardous Substances Data: 3319-31-1(Hazardous Substances Data)

Usage

Chemical Properties

TRIOCTYL TRIMELLITATE is viscous yellow liquid

Uses

Different sources of media describe the Uses of 3319-31-1 differently. You can refer to the following data:
1. TRIOCTYL TRIMELLITATE is a plasticizer that was evaluated for endocrine disrupting activities through estrogen receptor alpha binding assay.
2. TOTM has been used as reference fluid for viscosity measurements using vibrating wire viscometer, to evaluate its use as a lubricant in the polymer industry.

Production Methods

TOTM is manufactured by acid-catalyzed esterification of trimellitic anhydride and 2-ethylhexanol.

General Description

Yellow oily liquid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

TRIOCTYL TRIMELLITATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

Trioctyl trimellitate is probably combustible.

Flammability and Explosibility

Nonflammable

Safety Profile

Very low toxicity by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors.

InChI:InChI=1/C33H54O6/c1-7-13-16-22(10-4)19-25-26(20-23(11-5)17-14-8-2)29(32(36)37)30(33(38)39)27(28(25)31(34)35)21-24(12-6)18-15-9-3/h22-24H,7-21H2,1-6H3,(H,34,35)(H,36,37)(H,38,39)/p-3

Synthetic route

2-Ethylhexyl alcohol (104-76-7) + 1,2,4-benzene tricarboxylic acid (528-44-9) → Hatcol 200 (3319-31-1)

Conditions	Yield
With triflic acid on silica-encapsulated superparamagnetic iron oxide nanoparticles In neat (no solvent) at 90℃; for 0.416667h; Catalytic behavior; Time; Reagent/catalyst; Flow reactor; Green chemistry;	95%

2-Ethylhexyl alcohol (104-76-7) + trimellitic Anhydride (552-30-7) → Hatcol 200 (3319-31-1)

Conditions	Yield
With methanesulfonic acid In water at 180 - 208℃; for 3h; Reagent/catalyst; Temperature; Inert atmosphere;	93%

2-Ethylhexyl alcohol (104-76-7) + benzene-1,2,4-tricarboxylic acid trimethyl ester (2459-10-1) → Hatcol 200 (3319-31-1)

Conditions	Yield
With titanium(IV) isopropylate at 220℃; under 760.051 Torr; for 2h; Time; Inert atmosphere;
With titanium(IV) isopropylate at 20 - 220℃; for 2.5h; Inert atmosphere;

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 2459-10-1 benzene-1,2,4-tricarboxylic acid trimethyl ester 
• 552-30-7 trimellitic Anhydride 

Relevant articles and documents

PLASTICIZER COMPOSITION AND RESIN COMPOSITION INCLUDING THE SAME

Provided is a plasticizer composition including: a cyclohexane-1,2-diester-based substance of the following Chemical Formula 1; and a citrate-based substance of the following Chemical Formula 2: wherein in Chemical Formula 1 and Chemical Formula 2: R1 and R2 each independently are a C8 to C10 alkyl group; and R3 to R5 each independently are a C5 to C10 alkyl group.

Micro-flow nanocatalysis: synergic effect of TfOH@SPIONs and micro-flow technology as an efficient and robust catalytic system for the synthesis of plasticizers

The combination of continuous flow technology with immobilizing of only 0.13?mol% of triflic acid (TfOH) on silica-encapsulated superparamagnetic iron oxide nanoparticles (SPIONs) under solvent-free conditions successfully provided a powerful, efficient, and eco-friendly route for the synthesis of plasticizers. The turnover frequency value in micro-flow conditions varied in the range of 948.7 to 7384.6 h?1 compared to 403.8 to 3099 h?1 for in-flask. This technique works efficiently, encouraging future applications of micro-flow nano-catalysis in green chemistry.

Method for synthesizing trimellitic triesters

The invention discloses a method for synthesizing trimellitic triesters. The method comprises the following steps: carrying out a methyl esterification reaction on trimellitic anhydride light and heavy components and methanol used as raw materials under the catalysis of a catalyst to generate trimethyl trimellitate, rectifying the trimethyl trimellitate to obtain high-purity and low-color number trimethyl trimellitate, and carrying out ester exchange on trimethyl trimellitate and 2-ethylhexanol, and purifying the obtained ester exchange product to obtain a tri(2-ethylhexyl) trimellitate product. The method has the advantages of effective recycling of the trimellitic anhydride light and heavy components, reduction of generation of pollutants, increase of economic benefits, reduction of the product cost and the environmental protection pressure, low requirements of the content and the color number of the raw material trimellitic anhydride, and realization of high content and low color number of obtained trihexyl ester, and allows the quality of the trihexyl ester to be better than the quality of trihexyl ester obtained through direct esterification of trimellitic anhydride and 2-ethylhexanol.