4654-26-6

Usage

Uses

Used in Plastics and Polymer Industry:
Dioctyl terephthalate is used as a plasticizer for enhancing the flexibility and durability of PVC products such as cables, films, and synthetic leather. Its high plasticizing efficiency and excellent thermal stability contribute to the improved performance of these products.
Used in Consumer Goods Production:
DOTP is used as a plasticizer in the production of consumer goods to improve their flexibility and durability. Its low volatility ensures that the plasticized products maintain their properties over time, providing better performance and longevity.
Used in Industrial Products:
In the industrial sector, dioctyl terephthalate is used as a plasticizer to enhance the flexibility and durability of various products. Its excellent thermal stability and low volatility make it a suitable choice for applications that require high-performance materials.
Used as a Replacement for Phthalate-based Plasticizers:
Due to its improved environmental and health profile, dioctyl terephthalate is used as a safer alternative to phthalate-based plasticizers. Its low toxicity and non-carcinogenic nature make it a preferred choice for industries seeking to reduce the environmental and health risks associated with plasticizers.

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

Downstream Products

• 15786-00-2 terephthalic acid monooctyl ester 

Relevant academic research and scientific papers

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.

Synthesis of perfluoroalkyl gelators and their selective gelation ability for fluorinated solvents1

Novel perfluoroalkyl gelators without hydrogen bondsbis(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl) iso-phthalate (1m), bis(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadeca-fluorooctyl) terephthalate (1p), and tris-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl) benzene-1,3,5-tricarboxylate (2)were synthesized. Their molecular structures were investigated by density functional theory calculations at the B3LYP/cc-pVDZ level. The gelation abilities of 1m, 1p, and 2 were examined and compared to their normal octyl homologues 1m¤, 1p¤, and 2¤. None of the gelators could be gelated in common organic solvents, but gelated well in fluorinated solvents.

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.

Mucor miehei lipase catalyzed transesterifications on aromatic and heteroaromatic substrates. A general survey

An investigation on Mucor miehei lipase-catalyzed transesterifications of 16 aromatic and heteroaromatic esters in organic solvents is described. The points studied were the activity and regioselectivity of the enzyme-catalyzed reaction of either one or two ester groups situated in different positions on several heterocyclic systems with an aliphatic alcohol. The reactions took place in moderate to good yields and, in some cases, regioselectively.