Dimethyl 4,4'-oxydibenzoate

Base Information

• Chemical Name: Dimethyl 4,4'-oxydibenzoate
• CAS No.: 14387-30-5
• Molecular Formula: C16H14O5
• Molecular Weight: 286.284
• Hs Code.: 2918990090
• European Community (EC) Number: 238-358-7
• DSSTox Substance ID: DTXSID90932124
• Nikkaji Number: J216.998C
• Wikidata: Q72471149
• Mol file: 14387-30-5.mol

Synonyms:Dimethyl 4,4'-oxydibenzoate;14387-30-5;Dimethyl 4,4/'-oxydibenzoate;methyl 4-(4-methoxycarbonylphenoxy)benzoate;EINECS 238-358-7;4,4'-Oxybis(benzoic)acid dimethyl ester;Oprea1_608588;SCHEMBL69218;DTXSID90932124;HMS1583O10;AMY11266;AKOS001452525;4,4'-OXYBIS(METHYL BENZOATE);UPCMLD0ENAT5983064:001;4,4'-Oxybis(benzoic acid methyl) ester;NCGC00331621-01;4',4'-Oxybis(Benzoic Acid)Dimethyl Ester;4,4-OXYBIS(BENZOIC)ACIDDIMETHYLESTER;Benzoic acid, 4,4'-oxybis-, dimethyl ester;FT-0617117;AB01325242-02;Z19032621

Chemical Property of Dimethyl 4,4'-oxydibenzoate

Chemical Property:

• Appearance/Colour: white crystal
• Melting Point: 125-152 °C
• Boiling Point: 404 °C at 760 mmHg
• Flash Point: 178.4 °C
• PSA: 61.83000
• Density: 1.214g/cm³
• LogP: 3.05210
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 286.08412354
• Heavy Atom Count: 21
• Complexity: 318

Purity/Quality:

98%Min ^*data from raw suppliers

Dimethyl-4',4-oxybis(benzoate) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)OC2=CC=C(C=C2)C(=O)OC

Technology Process of Dimethyl 4,4'-oxydibenzoate

There total 13 articles about Dimethyl 4,4'-oxydibenzoate 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) + carbon monoxide (201230-82-2) + 4,4'-dibromodiphenyl ether (2050-47-7) → dimethyl 4,4'-oxydibenzoate (14387-30-5)

Guidance literature:

With triethylamine; 1,4-di(diphenylphosphino)-butane; palladium dichloride; In toluene; at 120 ℃; for 10h; under 7500.75 Torr;

Reference yield: 92.0%

methanol (67-56-1) + oxybis(benzoic acid) (2215-89-6) → dimethyl 4,4'-oxydibenzoate (14387-30-5)

Guidance literature:

With trichlorophosphate; Reflux;

DOI:10.1007/s10593-014-1612-2

Reference yield: 90.0%

methanol (67-56-1) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → dimethyl 4,4'-oxydibenzoate (14387-30-5)

Guidance literature:

With hydrogenchloride; oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate; at 20 ℃; for 30h; under 760.051 Torr; Schlenk technique; Irradiation; Green chemistry;

DOI:10.1039/c6gc01880g

upstream raw materials:

diazomethane

oxybis(benzoic acid)

dimethyl 4,4′-(carbonylbis(oxy))dibenzoate

methanol

Downstream raw materials:

4,4'-oxybis(3-nitrobenzoic acid) dimethyl ester

4-[4-(methoxycarbonyl)phenoxy]-3-nitrobenzoic acid methyl ester

4-pyrrolidin-1-yl-benzoic acid methyl ester

oxybis(benzoic acid)

Refernces

• 1、 Zeng, Huiying,Cao, Dawei,Qiu, Zihang,Li, Chao-Jun. "Palladium-Catalyzed Formal Cross-Coupling of Diaryl Ethers with Amines: Slicing the 4-O-5 Linkage in Lignin Models". supporting information. p. 3752 - 3757. Retrieved 2018/03/13.
• 2、 Yashchenko,Pap,Kalechits,Makey,Ol'khovik. "Synthesis of 10,10-Dioxo-10λ6-Phenoxathiin Derivatives by Reaction of 4,4′-Oxydibenzoic Acid with Sulfur-Containing Electrophiles". . p. 1470 - 1476. Retrieved 2015/02/19.