Diethyl 4-hydroxyphthalate

Base Information

• Chemical Name: Diethyl 4-hydroxyphthalate
• CAS No.: 64139-21-5
• Molecular Formula: C12H14 O5
• Molecular Weight: 238.24
• Hs Code.: 2918199090
• European Community (EC) Number: 264-703-6
• DSSTox Substance ID: DTXSID70982642
• Nikkaji Number: J310.065K
• Wikidata: Q82969452
• Mol file: 64139-21-5.mol

Synonyms:Diethyl 4-hydroxyphthalate;64139-21-5;diethyl 4-hydroxybenzene-1,2-dicarboxylate;EINECS 264-703-6;diethyl4-hydroxyphthalate;Oprea1_400052;Oprea1_584209;SCHEMBL10449048;DTXSID70982642;4-Hydroxyphthalic acid diethyl ester;AKOS005216163;1,2-Benzenedicarboxylic acid, 4-hydroxy-, diethyl ester

Chemical Property of Diethyl 4-hydroxyphthalate

Chemical Property:

• Vapor Pressure: 1.39E-05mmHg at 25°C
• Boiling Point: 356.7°C at 760 mmHg
• Flash Point: 133.5°C
• PSA: 72.83000
• Density: 1.211g/cm³
• LogP: 1.74560
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Diethyl4-hydroxyphthalate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 4-hydroxyphthalate

There total 15 articles about Diethyl 4-hydroxyphthalate 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) + 4-hydroxyphthalic acid (610-35-5) → Diethyl 4-hydroxyphthalate (64139-21-5)

Guidance literature:

With sulfuric acid; Heating;

DOI:10.1021/ol0625536

Reference yield: 61.0%

diethyl 4-oxocyclohexane-1,2-dicarboxylate → Diethyl 4-hydroxyphthalate (64139-21-5)

Guidance literature:

With iodine; oxygen; dimethyl sulfoxide; at 80 ℃; for 12h;

DOI:10.1021/jacs.6b07269

Reference yield:

3-Methoxy-5-trimethylsilanyloxy-cyclohex-4-ene-1,2-dicarboxylic acid diethyl ester (173034-37-2) → Diethyl 4-hydroxyphthalate (64139-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Me₃SiOTf / various solvent(s)

2: 1.) NaOEt; 2.) I₂ / ethanol / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; iodine; sodium ethanolate; In ethanol;

DOI:10.1016/0040-4039(95)01835-6

upstream raw materials:

diethyl 4-aminophthalate

5-Oxo-cyclohex-3-ene-1,2-dicarboxylic acid diethyl ester

diethyl 5-(trimethylsilyloxy)bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylate

diethyl 7,7-dimethyl-5-(trimethylsilyloxy)bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylate

Downstream raw materials:

4-hydroxyphthalic acid

4-tert-butoxycarbonyloxy-phthalic acid diethyl ester

monoethyl phthalate

4-(3-carboxypropyloxy)phthalic acid

Refernces

• 1、 Salazar-Beltrán, Daniel,Hinojosa-Reyes, Laura,Maya-Alejandro, Fernando,Turnes-Palomino, Gemma,Palomino-Cabello, Carlos,Hernández-Ramírez, Aracely,Guzmán-Mar, Jorge Luis. "Automated on-line monitoring of the TiO2-based photocatalytic degradation of dimethyl phthalate and diethyl phthalate". . p. 863 - 870. Retrieved 2019/04/17.
• 2、 -. "Rhodamine compounds and their use as fluorescent labels". Page/Page column 25; 26. . Retrieved 2014/06/24.