Diethyl terephthalate

Base Information

• Chemical Name: Diethyl terephthalate
• CAS No.: 636-09-9
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Hs Code.: 2917399090
• European Community (EC) Number: 211-249-1
• NSC Number: 68816
• UNII: N97X85L3CD
• DSSTox Substance ID: DTXSID8060909
• Nikkaji Number: J38.974I
• Wikidata: Q63398378
• Mol file: 636-09-9.mol

Synonyms:diethyl terephthalate

Chemical Property of Diethyl terephthalate

Chemical Property:

• Appearance/Colour: white crystalline low melting solid
• Vapor Pressure: 0.00102mmHg at 25°C
• Melting Point: 42-45 °C
• Refractive Index: 1.4560 (estimate)
• Boiling Point: 302 °C
• Flash Point: 117 °C
• PSA: 52.60000
• Density: 1.11
• LogP: 2.04000
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

Diethyl Terephthalate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)C(=O)OCC
• Uses: Diethyl Terephthalate is a diester compound formed from terephthalic acid (T112500). Diethyl Terephthalate is used in the production of polyesters.

Technology Process of Diethyl terephthalate

There total 55 articles about Diethyl terephthalate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 4-iodobenzoic acid ethyl ester (51934-41-9) → diethyl terephthalate (636-09-9)

Guidance literature:

With palladium 10% on activated carbon; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 130 ℃; for 0.166667h; under 6723.1 Torr; Microwave irradiation;

DOI:10.1021/jo9021315

Reference yield: 95.0%

ethyl trifluoroacetate, (383-63-1) + Ethyl 4-(1-oxopentyl)benzoate (131379-19-6) → 1,1,1-trifluoro-2-hexanone (360-34-9) + diethyl terephthalate (636-09-9)

Guidance literature:

ethyl trifluoroacetate,; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

Ethyl 4-(1-oxopentyl)benzoate; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.05.017

Reference yield: 95.0%

ethanol (64-17-5) + bis-(4-(ethoxycarbonyl)phenyl)indium(III) chloride (1041479-59-7) + carbon monoxide (201230-82-2) → diethyl terephthalate (636-09-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; Desyl chloride; at 60 ℃; for 24h;

DOI:10.1021/ja801116s

upstream raw materials:

1,4-benzenedicarboxylic acid dimethyl ester

ethanol

potassium ethoxide

1,4-Diacetylbenzene

Downstream raw materials:

4-(benzothiazol-2-yl-acetyl)-benzoic acid ethyl ester

Terephthalic acid bis-N-(2-hydroxyethyl)amide

1,4-Diacetylbenzene

1,1’-(1,4-phenylene)bis(butane-1,3-dione)

Refernces

• 1、 Arrowood, Tina L.,Kass, Steven R.. "Synthesis and thermolysis of 3-substituted 3- trimethylsilylcyclopropenes". . p. 6739 - 6748. Retrieved 1999.
• 2、 -. "Compound with AMPK agonistic activity and preparation and application of prodrug thereof". Paragraph 0145; 0151-0152; 0439-0442. . Retrieved 2021/10/27.
• 3、 Najare, Mahesh S.,Patil, Mallikarjun K.,Nadaf, AfraQuasar A.,Mantur, Shivaraj,Garbhagudi, Manjunatha,Gaonkar, Supreet,Inamdar, Sanjeev R.,Khazi, Imtiyaz Ahmed M.. "Photophysical, thermal properties, solvatochromism and DFT/TDDFT studies on novel conjugated D-A-π-A-D form of small molecules comprising thiophene substituted 1,3,4-oxadiazole". . . Retrieved 2019/09/18.