Dimethyl 2-hydroxyterephthalate

Base Information

• Chemical Name: Dimethyl 2-hydroxyterephthalate
• CAS No.: 6342-72-9
• Molecular Formula: C10H10O5
• Molecular Weight: 210.186
• Hs Code.: 2918199090
• European Community (EC) Number: 692-378-4
• NSC Number: 46640
• DSSTox Substance ID: DTXSID50286599
• Nikkaji Number: J33.627K
• Wikidata: Q72470622
• Mol file: 6342-72-9.mol

Synonyms:Dimethyl 2-hydroxyterephthalate;6342-72-9;dimethyl 2-hydroxybenzene-1,4-dicarboxylate;2-Hydroxy-terephthalic acid dimethyl ester;1,4-Benzenedicarboxylic acid, 2-hydroxy-, dimethyl ester;1,4-dimethyl 2-hydroxybenzene-1,4-dicarboxylate;NSC46640;DIMETHYL2-HYDROXYTEREPHTHALATE;dimethyl hydroxyterephthalate;Oxyterephthalsauredimethylester;SCHEMBL162631;DTXSID50286599;AMY24882;MFCD08445666;NSC-46640;AKOS015851461;AS-5175;2-Hydroxy-terephthalic acid dimethyl este;CS-0150841;FT-0660767;D70236;A868144

Chemical Property of Dimethyl 2-hydroxyterephthalate

Chemical Property:

• Vapor Pressure: 0.000105mmHg at 25°C
• Melting Point: 92-93 °C
• Refractive Index: 1.544
• Boiling Point: 327.6 °C at 760 mmHg
• PKA: 8.94±0.10(Predicted)
• Flash Point: 127.9 °C
• PSA: 72.83000
• Density: 1.284 g/cm³
• LogP: 0.96540
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 210.05282342
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl2-Hydroxyterephthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)C(=O)OC)O

Technology Process of Dimethyl 2-hydroxyterephthalate

There total 11 articles about Dimethyl 2-hydroxyterephthalate 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: 95.0%

methanol (67-56-1) + 2-hydroxyterephthalic acid (636-94-2) → dimethyl hydroxyterephthalate (6342-72-9)

Guidance literature:

With sulfuric acid; for 18h; Reflux;

DOI:10.1002/anie.201004736

Reference yield: 93.0%

1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) → dimethyl hydroxyterephthalate (6342-72-9)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; Selectfluor; trifluoroacetic acid; trifluoroacetic anhydride; at 113 ℃; for 9.5h;

DOI:10.1021/ol301104n

Reference yield:

2-bromo-1,4-benzenedicarboxylic acid (586-35-6) → dimethyl hydroxyterephthalate (6342-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / sodium hydroxide; sodium acetate / Cu / H₂O / 80 h / Heating

2: 84 percent / sulfuric acid / 24 h / Heating

With sodium hydroxide; sulfuric acid; sodium acetate; copper; In water;

DOI:10.1021/ja062948k

upstream raw materials:

methanol

2-hydroxyterephthalic acid

dimethyl aminoterephthalate

1,4-benzenedicarboxylic acid dimethyl ester

Downstream raw materials:

2-hydroxy-4-(methoxycarbonyl)benzoic acid

2-Acetoxyterephthalsaeure-dimethylester

2-(4-methoxybutoxy)-terephthalic acid dimethyl ester

dimethyl 2-(6-ferrocenylhexyloxy)terephthalate

Refernces

• 1、 Lehmann, Matthias,Dechant, Moritz,Holzapfel, Marco,Schmiedel, Alexander,Lambert, Christoph. "Fullerene-Filled Liquid-Crystal Stars: A Supramolecular Click Mechanism for the Generation of Tailored Donor–Acceptor Assemblies". supporting information. p. 3610 - 3615. Retrieved 2019/02/09.
• 2、 -. "BIS-BENZIMIDAZOLE COMPOUNDS AND METHODS OF USING SAME". Paragraph 00927; 00928; 00930. . Retrieved 2019/06/05.