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Dioctyl terephthalate

Dioctyl terephthalate
Dioctyl terephthalate.svg
Names
IUPAC name
Bis(2-ethylhexyl) benzene-1,4-dicarboxylate
Other names
Dioctyl Terephthalate; Bis(2-ethylhexyl) terephthalate; Di(ethylhexyl) terephthalate; 1,4-Benzenedicarboxylic acid bis(2-ethylhexyl) ester
Identifiers
3D model (Jmol)
Abbreviations DOTP, DEHT
ChemSpider
ECHA InfoCard 100.026.524
EC Number 229-176-9
MeSH C053316
PubChem CID
Properties
C24H38O4
Molar mass 390.56 g·mol−1
Appearance Clear viscous liquid
Density 0.984 g/mL
Boiling point 400 °C (752 °F; 673 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dioctyl terephthalate (bis(2-ethylhexyl) benzene-1,4-dicarboxylate or Di(2-ethylhexyl) terephthalate), commonly abbreviated DOTP or DEHT, is an organic compound with the formula C6H4(CO2 C8H17)2. It is a non-phthalate plasticiser, being the diester of terephthalic acid and the branched-chain 2-ethylhexanol. This colorless viscous liquid used for softening PVC plastics is known for chemical similarity to general purpose phthalates such as DEHP and DINP, but without any negative regulatory pressure. It possesses very good plasticizing properties and may be used as a direct replacement for DEHP and DINP in many applications.

One method of manufacture entails the transesterification of dimethyl terephthalate with 2-ethylhexanol:

A second method of manufacture is a direct esterification of terephthalic acid with 2-ethylhexanol:

DOTP is a general purpose plasticizer that is considered safer than ortho-phthalate plasticizers due to its excellent toxicological profile. The terephthalates exhibit none of the peroxisome proliferation of liver enzymes that some ortho-phthalates have shown in several studies. It has uses in applications like extrusion, calendering, injection molding, rotational molding, dip molding, slush molding and coating.


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