4654-26-6

Basic information

• Product Name: dioctyl terephthalate
• Synonyms: DI-N-OCTYLTEREPHTHALATE;Terephthalic acid dioctyl ester;1,4-Benzenedicarboxylic acid, dioctyl ester
• CAS NO: 4654-26-6
• Molecular Formula: C₂₄H₃₈O₄
• Molecular Weight: 390.56
• EINECS: 225-091-6
• Mol File: 4654-26-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 41-42 °C
• Boiling Point: 435.74°C (rough estimate)
• Flash Point: 226.171 °C
• Appearance: /
• Density: 1.0101 (rough estimate)
• Vapor Pressure: 2.27E-07mmHg at 25°C
• Refractive Index: 1.4460 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: dioctyl terephthalate(CAS DataBase Reference)
• NIST Chemistry Reference: dioctyl terephthalate(4654-26-6)
• EPA Substance Registry System: dioctyl terephthalate(4654-26-6)

Safety Data

• Hazardous Substances Data: 4654-26-6(Hazardous Substances Data)

Usage

General Description

Dioctyl terephthalate, also known as DOTP, is a plasticizer used in a variety of applications, including the production of flexible PVC products such as cables, films, and synthetic leather. It is commonly used as a replacement for phthalate-based plasticizers due to its improved environmental and health profile. DOTP is known for its excellent thermal stability, low volatility, and high plasticizing efficiency, making it a popular choice for the production of consumer goods and industrial products. Additionally, it is considered to have low toxicity and is not classified as a carcinogen, making it a safer alternative to other plasticizers. Its chemical structure and properties make it a desirable choice for various industries seeking to enhance the flexibility and durability of their products.

InChI:InChI=1/C24H38O4/c1-3-5-7-9-11-13-19-27-23(25)21-15-17-22(18-16-21)24(26)28-20-14-12-10-8-6-4-2/h15-18H,3-14,19-20H2,1-2H3

Synthetic route

octanol (111-87-5) + terephthaloyl chloride (100-20-9) → dioctyl terephthalate (4654-26-6)

Conditions	Yield
With dmap; triethylamine In toluene at 100℃; for 48h;	63%

octanol (111-87-5) + terephthalic acid (100-21-0) → dioctyl terephthalate (4654-26-6)

Conditions	Yield
With silica gel; zinc trifluoromethanesulfonate for 0.1h; microwave irradiation;	62%

octanol (111-87-5) + diethyl terephthalate (636-09-9) → dioctyl terephthalate (4654-26-6)

Conditions	Yield
With sodium

1-bromo-octane (111-83-1) + terephthalic acid (100-21-0) → dioctyl terephthalate (4654-26-6)

Conditions	Yield
With potassium hydroxide; tetrabutylammomium bromide 1.) 60 deg C, 0.1 Torr, 6 h, 2.) 85 deg C, 80 h; Yield given. Multistep reaction;
With tetrabutylammomium bromide; potassium carbonate at 227℃; for 0.116667h; Irradiation;	92 % Chromat.

octanol (111-87-5) + diethyl terephthalate (636-09-9) → dioctyl terephthalate (4654-26-6) + ethyl octyl terephthalate

Conditions	Yield
With 4 A molecular sieve; Mucor miehei lipase In di-isopropyl ether at 60℃; for 240h;	A 66 % Chromat. B 30 % Chromat.
With 4 A molecular sieve; Mucor miehei lipase In di-isopropyl ether at 60℃;

dioctyl terephthalate (4654-26-6) → terephthalic acid monooctyl ester (15786-00-2)

Conditions	Yield
With potassium hydroxide

Upstream product

• 111-87-5 octanol 
• 100-20-9 terephthaloyl chloride 
• 636-09-9 diethyl terephthalate 
• 111-83-1 1-bromo-octane 
• 100-21-0 terephthalic acid 

Downstream Products

• 15786-00-2 terephthalic acid monooctyl ester 

Relevant articles and documents

Synthesis of long chain aromatic esters in a solvent-free procedure under microwaves

Alkylation with n-octyl bromide of several substituted benzoic acids was performed under solvent-free phase transfer catalysis with excellent yields (≥95%) within very short times (2-7 min). Terephthalate octylation was raised from 20% to 92% under microwave activation when compared to conventional heating thanks to intrinsic effects of the radiation.

Esterification of carboxylic acids with alcohols under microwave irradiation in the presence of zinc triflatet

The esterification of aliphatic and aromatic carboxylic acids with various alcohols (1°, 2°, 3°, benzylic) was studied under microwave irradiation in the presence of zinc triflate as catalyst; the reaction times were short and the yield of reactions was good to excellent.

Solid-Liquid Phase-Transfer Catalysis without Added Solvent. A Simple, Efficient, and Inexpensive Synthesis of Aromatic Carboxylic Esters by Alkylation of Potassium Carboxylates

-