Diethyl 2,5-dihydroxyterephthalate

Base Information

• Chemical Name: Diethyl 2,5-dihydroxyterephthalate
• CAS No.: 5870-38-2
• Molecular Formula: C12H14 O6
• Molecular Weight: 254.24
• Hs Code.: 29182900
• European Community (EC) Number: 227-522-3
• NSC Number: 177975
• DSSTox Substance ID: DTXSID5064045
• Nikkaji Number: J81.109B
• Wikidata: Q81991199
• ChEMBL ID: CHEMBL4532056
• Mol file: 5870-38-2.mol

Synonyms:Diethyl 2,5-dihydroxyterephthalate;5870-38-2;diethyl 2,5-dihydroxybenzene-1,4-dicarboxylate;1,4-Benzenedicarboxylic acid, 2,5-dihydroxy-, diethyl ester;2,5-Dihydroxyterephthalic acid diethyl ester;CHEMBL4532056;diethyl-2,5-dihydroxyterephthalate;Terephthalic acid, 2,5-dihydroxy-, diethyl ester;EINECS 227-522-3;MFCD00055430;NSC 177975;1,4-Benzenedicarboxylic acid, 2,5-dihydroxy-, 1,4-diethyl ester;DIETHYL2,5-DIHYDROXYTEREPHTHALATE;ChemDiv2_000191;Oprea1_230468;SCHEMBL322149;YSZC1974;DTXSID5064045;HMS1369I15;1, 2,5-dihydroxy-, diethyl ester;BDBM50520999;NSC177975;AKOS001483390;CCG-103203;CS-W018426;NSC-177975;BS-17163;Diethyl 2,5-dihydroxyterephthalate, 97%;SY076328;EU-0033516;FT-0610387;2,5-dihydroxy terephthalic acid diethyl ester;2,5-dihydroxy-terephthalic acid diethyl ester;Terephthalic acid,5-dihydroxy-, diethyl ester;D70743;A917846;AF-602/00253040;SR-01000389609;SR-01000389609-1;2,5-Dihydroxy-1,4-benzenedicarboxylic acid diethyl ester;(S)-(-)-2-(3,5-Di-tert-butylsalicylideneamino)-3,3-dimethyl-1-butanol

Chemical Property of Diethyl 2,5-dihydroxyterephthalate

Chemical Property:

• Vapor Pressure: 2.95E-07mmHg at 25°C
• Melting Point: 135-137 °C(lit.)
• Boiling Point: 408.5°Cat760mmHg
• PKA: 9.59±0.23(Predicted)
• Flash Point: 155.3°C
• PSA: 93.06000
• Density: 1.303g/cm³
• LogP: 1.45120
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 254.07903816
• Heavy Atom Count: 18
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 2,5-dihydroxyterephthalate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1O)C(=O)OCC)O

Technology Process of Diethyl 2,5-dihydroxyterephthalate

There total 32 articles about Diethyl 2,5-dihydroxyterephthalate 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: 98.2%

diethyl 1,4-cyclohexanedione-2,5-dicarboxylate (787-07-5) → diethyl 2,5-(dihydroxy)terephthalate (5870-38-2)

Guidance literature:

With sulfuric acid;

DOI:10.14233/ajchem.2014.16585

Reference yield: 97.0%

ethanol (64-17-5) + 2,5-dihydroxy-1,4-benzenedicarboxylic acid (610-92-4) → diethyl 2,5-(dihydroxy)terephthalate (5870-38-2)

Guidance literature:

With sulfuric acid; at 84 ℃; for 18h;

DOI:10.1039/c9cc07661a

Reference yield: 91.0%

ethyl (2-chloroaceto)acetate (638-07-3) + diethyl benzalmalonate (5292-53-5) → diethyl 2,5-(dihydroxy)terephthalate (5870-38-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifuran-2-yl-phosphane; potassium carbonate; In 1,4-dioxane; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201201253

upstream raw materials:

diethyl 1,4-cyclohexanedione-2,5-dicarboxylate

diiodomethane

2,3-dimethyl-4-nitroso-aniline

ethanol

Downstream raw materials:

2,5-bis-(α-hydroxy-benzhydryl)-hydroquinone

diethyl 1,4-cyclohexanedione-2,5-dicarboxylate

2,5-dihydroxy-1,4-benzenedicarboxylic acid

2,5-dioxo-1,4-cyclohexanedicarboxylic acid

Refernces

• 1、 Zhou, Zhiming,Zhong, Wanfu,Cui, Kaixun,Zhuang, Zanyong,Li, Lingyun,Li, Liuyi,Bi, Jinhong,Yu, Yan. "A covalent organic framework bearing thioether pendant arms for selective detection and recovery of Au from ultra-low concentration aqueous solution". . p. 9977 - 9980. Retrieved 2018.
• 2、 Sinnreich,Batzer. "". . p. 2760,2761, 2763. Retrieved 1973.
• 3、 Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo. "Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations". supporting information. p. 7738 - 7744. Retrieved 2021/05/07.
• 4、 Liu, Ziqian,Su, Qing,Ju, Pengyao,Li, Xiaodong,Li, Guanghua,Wu, Qiaolin,Yang, Bing. "A hydrophilic covalent organic framework for photocatalytic oxidation of benzylamine in water". supporting information. p. 766 - 769. Retrieved 2020/01/29.