Dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate

Base Information

• Chemical Name: Dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate
• CAS No.: 80791-19-1
• Molecular Formula: C12H14O6
• Molecular Weight: 254.24
• DSSTox Substance ID: DTXSID90423603
• Nikkaji Number: J802.900H
• Wikidata: Q82235849
• Mol file: 80791-19-1.mol

Synonyms:80791-19-1;dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate;methyl 2-[4-(2-methoxy-2-oxoethoxy)phenoxy]acetate;Acetic acid, 2,2'-[1,4-phenylenebis(oxy)]bis-, dimethyl ester;Dimethyl 2,2'-(1,4-phenylenebis(oxy))diacetate;SCHEMBL2116437;DTXSID90423603;(4-Methoxycarbonylmethoxy-phenoxy)-acetic acid, methyl ester;MFCD03237513;AKOS003389772;Dimethyl 2,2'-(p-phenylenedioxy)diacetate;p-Phenylenedioxydiacetic acid dimethyl ester;Dimethyl2,2'-(1,4-phenylenebis(oxy))diacetate;(4-Methoxycarbonylmethoxy-phenoxy)-acetic Acid Methyl Ester

Chemical Property of Dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 254.07903816
• Heavy Atom Count: 18
• Complexity: 242

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)COC1=CC=C(C=C1)OCC(=O)OC

Technology Process of Dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate

There total 4 articles about Dimethyl 2,2'-[1,4-phenylenebis(oxy)]diacetate 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%

methyl chloroacetate (96-34-4) + hydroquinone (123-31-9,8027-02-9) → methyl 2-<4-<(methoxycarbonyl)methoxy>phenoxy> acetate (80791-19-1)

Guidance literature:

With polyethylene glycol-600; potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; for 0.0666667h; microwave irradiation;

DOI:10.1081/SCC-200063928

Reference yield: 79.0%

bromoacetic acid methyl ester (96-32-2) + hydroquinone (123-31-9,8027-02-9) → methyl 2-<4-<(methoxycarbonyl)methoxy>phenoxy> acetate (80791-19-1)

Guidance literature:

With potassium carbonate; at 70 ℃; for 48h;

DOI:10.1016/S0040-4020(97)00480-8

Reference yield: 41.1%

→ methyl 2-<4-<(methoxycarbonyl)methoxy>phenoxy> acetate (80791-19-1)

Guidance literature:

upstream raw materials:

methanol

2,2'-[1,4-phenylenebis(oxy)]bisacetic acid

bromoacetic acid methyl ester

hydroquinone

Downstream raw materials:

(2,5-dichloro-p-phenylenedioxy)-di-acetic acid dimethyl ester

hydroquinone-1,4-diacetyl dihydrazide

{4-[5-Chloro-2-(2,4-dichloro-phenoxy)-phenoxycarbonylmethoxy]-phenoxy}-acetic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester

(1,4-phenylenedioxy)di(acetyl chloride)

Refernces

• 1、 Yao, Yong,Sun, Yan,Yu, Huaxu,Chen, Wenrui,Dai, Hong,Shi, Yujun. "A pillar[5]arene based gel from a low-molecular-weight gelator for sustained dye release in water". supporting information. p. 16802 - 16806. Retrieved 2017/12/26.
• 2、 -. "CONTROLLED RELEASE OF BIOLOGICALLY ACTIVE COMPOUNDS". . . Retrieved 2009/04/24.