7147-34-4

Basic information

• Product Name: TRIS(2-ETHYLHEXYL)CITRATE
• Synonyms: NSC25386;CITRICACID,TRIS(2-ETHYLHEXYL)ESTER;2-Hydroxy-1,2,3-propanetricarboxylic acid tris(2-ethylhexyl) ester;tris(2-Ethylhexyl)2-hydroxypropane-1,2,3-tricarboxylate;1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tris(2-ethylhexyl) ester
• CAS NO: 7147-34-4
• Molecular Formula: C₃₀H₅₆O₇
• Molecular Weight: 525.73762
• EINECS: 230-457-3
• Mol File: 7147-34-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 537.1°C at 760 mmHg
• Flash Point: 151.8°C
• Appearance: /
• Density: 0.992g/cm³
• Vapor Pressure: 8.86E-14mmHg at 25°C
• Refractive Index: 1.466
• PKA: 11.26±0.29(Predicted)
• CAS DataBase Reference: TRIS(2-ETHYLHEXYL)CITRATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(2-ETHYLHEXYL)CITRATE(7147-34-4)
• EPA Substance Registry System: TRIS(2-ETHYLHEXYL)CITRATE(7147-34-4)

Safety Data

• Hazardous Substances Data: 7147-34-4(Hazardous Substances Data)

Usage

General Description

TRIS(2-ETHYLHEXYL)CITRATE, also known as citric acid, 2-ethylhexyl ester, is a commonly used plasticizer and additive in a variety of consumer and industrial products. This chemical is derived from citric acid and is typically used to increase the flexibility and durability of plastics, including polyvinyl chloride (PVC) and other polymers. TRIS(2-ETHYLHEXYL)CITRATE is also used in the production of food packaging materials, medical devices, and personal care products. It is considered to be a safe and environmentally friendly alternative to traditional plasticizers, as it is biodegradable and non-toxic. Additionally, this chemical has low volatility and high thermal stability, making it suitable for use in high-temperature applications.

InChI:InChI=1/C30H56O7/c1-7-13-16-24(10-4)21-35-27(31)19-30(34,29(33)37-23-26(12-6)18-15-9-3)20-28(32)36-22-25(11-5)17-14-8-2/h24-26,34H,7-23H2,1-6H3

Synthetic route

2-Ethylhexyl alcohol (104-76-7) + citric acid (77-92-9) → tris(2-ethylhexyl)propane-1,2,3-tricarboxylate (7147-34-4)

Conditions	Yield
With aluminum sulfate In water; Petroleum ether at 97 - 122℃; for 2.08333h; Temperature;	99.3%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 75℃; for 4h;	87%

rac-3-octanol (589-98-0) + citric acid (77-92-9) → tris(2-ethylhexyl)propane-1,2,3-tricarboxylate (7147-34-4)

Conditions	Yield
With tetrabutoxytitanium at 170 - 220℃; for 4.5h; Inert atmosphere; Large scale;	99%

citric acid anhydride (24555-16-6) + 2-Ethylhexyl alcohol (104-76-7) → tris(2-ethylhexyl)propane-1,2,3-tricarboxylate (7147-34-4)

Conditions	Yield
With titanium(IV) isopropylate at 230℃; for 6h; Inert atmosphere; Large scale;	97%

Upstream product

• 24555-16-6 citric acid anhydride 
• 104-76-7 2-Ethylhexyl alcohol 
• 589-98-0 rac-3-octanol 
• 77-92-9 citric acid 

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.

Synthetic method of low-color-number triisooctyl citrate

The invention discloses a synthetic method of low-color-number triisooctyl citrate. The method comprises the steps that citric acid and isooctyl ester are taken as starting materials, aluminum salt serves as a catalyst, alkane serves as a water-carrying agent, and under the action of the catalyst and the water-carrying agent, esterification reaction is conducted on the citric acid and the isooctyl ester; after the reaction is completed, the water-carrying agent is distilled to be used with isooctyl alcohol in a matched mode, the catalyst is filtered out through depressurizing, and the low-color-number triisooctyl citrate of which the color number is below 30 is obtained by conducting water washing, weak base washing and steam distillation on the product. The synthetic method of the low-color-number triisooctyl citrate is simple in technology and environmentally friendly, and the triisooctyl citrate with the color number smaller than 30 can be well synthesized.