2-Hydroxyethyl methyl terephthalate

2-Hydroxyethyl methyl terephthalate

Names
Other names 1,4-Benzenedicarboxylic acid, 2-hydroxyethyl methyl ester mono(methyl terephthalate)ethylene glycol terephthalic acid, 2-hydroxyethyl methyl ester 1-(2-hydroxyethyl) 4-methyl benzene-1,4-dicarboxylate methyl 2-hydroxyethyl terephthalate monoglycol monomethyl terephthalate β-Hydroxyethyl methyl terephthalate
Identifiers
CAS Number	3645-00-9
PubChem CID	77207
CompTox Dashboard (EPA)	DTXSID9063112
Properties
Chemical formula	C11H12O5
Molar mass	224.212 g·mol−1
Appearance	white solid
Melting point	71 °C (160 °F; 344 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Hydroxyethyl methyl terephthalate is an organic compound with the formula HOCH₂CH₂O₂CC₆H₄CO₂CH₃. It is a mixed ester of terephthalic acid. This compound is an intermediate in the industrial production of polyethylene terephthalate (>80 Mtons/y ^[1] ) by the transesterification from dimethylterephthalate: ^[2]

CH₃O₂CC₆H₄CO₂CH₃ + HOCH₂CH₂OH → HOCH₂CH₂O₂CC₆H₄CO₂CH₃ + CH₃OH

n HOCH₂CH₂O₂CC₆H₄CO₂CH₃ → (OCH₂CH₂O₂CC₆H₄CO)_n + n CH₃OH

The compound is also formed by the reverse of the above reaction, the methanolysis of PET. ^[3]

References

1. Oda, Kohei; Wlodawer, Alexander (2024). "Development of Enzyme-Based Approaches for Recycling PET on an Industrial Scale". Biochemistry acs.biochem.3c00554. doi:10.1021/acs.biochem.3c00554. PMID   38285602.
2. Köpnick, Horst; Schmidt, Manfred; Brügging, Wilhelm; Rüter, Jörn; Kaminsky, Walter (2000). "Polyesters". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a21_227. ISBN   978-3-527-30385-4.
3. Pham, Duong Dinh; Cho, Joungmo (2021). "Low-energy catalytic methanolysis of poly(ethyleneterephthalate)". Green Chemistry. 23: 511–525. doi:10.1039/d0gc03536j.