Diethyl 2,2'-(1,4-phenylene)diacetate

Base Information

• Chemical Name: Diethyl 2,2'-(1,4-phenylene)diacetate
• CAS No.: 36076-26-3
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Hs Code.: 2917399090
• NSC Number: 139681
• DSSTox Substance ID: DTXSID70300882
• Nikkaji Number: J89.085E
• Wikidata: Q82044292
• Mol file: 36076-26-3.mol

Synonyms:36076-26-3;Diethyl 2,2'-(1,4-phenylene)diacetate;1,4-Phenylenediacetic Acid Diethyl Ester;Diethyl 1,4-Phenylenediacetate;ethyl 2-[4-(2-ethoxy-2-oxoethyl)phenyl]acetate;1,4-Benzenediacetic acid, diethyl ester;Diethyl 2,2-(1,4-phenylene)diacetate;Diethyl 1,4-benzenediacetate;NSC139681;NSC 139681;1,4-PHENYLENEDIACETICACIDDIETHYLESTER;SCHEMBL68851;Diethyl-1,4-phenylenediacetate;DTXSID70300882;MFCD00032366;AKOS004905502;Diethyl2,2-(1,4-phenylene)diacetate;1,4-Benzenediacetic acid diethyl ester;AM83005;CS-W012641;NSC-139681;AS-63151;FT-0704466;P1434;A50730

Chemical Property of Diethyl 2,2'-(1,4-phenylene)diacetate

Chemical Property:

• Melting Point: 59 °C
• Boiling Point: 334.5 °C at 760 mmHg
• Flash Point: 160.1 °C
• PSA: 52.60000
• Density: 1.097 g/cm³
• LogP: 1.89780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 250.12050905
• Heavy Atom Count: 18
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

1,4-PhenylenediaceticAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=C(C=C1)CC(=O)OCC
• Uses: 1,4-Phenylenediacetic Acid Diethyl Ester is an arendiacetic ester used in the preparation of potent β-3 receptor agonist.

Technology Process of Diethyl 2,2'-(1,4-phenylene)diacetate

There total 7 articles about Diethyl 2,2'-(1,4-phenylene)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: 90.0%

ethanol (64-17-5) + 1,4-phenylenediacetic acid (7325-46-4) → diethyl 2,2'-(1,4-phenylene)diacetate (36076-26-3)

Guidance literature:

With sulfuric acid; for 15h; Reflux;

DOI:10.1021/ol101847w

Reference yield: 86.0%

diethyl α-methylthio-1,4-benzenediacetate (105077-01-8) → diethyl 2,2'-(1,4-phenylene)diacetate (36076-26-3)

Guidance literature:

With nickel; In ethanol; for 4h; Heating;

Reference yield: 80.0%

para-diiodobenzene (624-38-4,1032416-46-8) + ethyl acetoacetate (141-97-9) → diethyl 2,2'-(1,4-phenylene)diacetate (36076-26-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; ethanol; In dimethyl sulfoxide; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1039/c3cc43279c

upstream raw materials:

ethanol

1,4-phenylenediacetonitrile

diethyl α-methylthio-1,4-benzenediacetate

1,4-phenylenediacetic acid

Downstream raw materials:

2-[4-(2-hydroxyethyl)phenyl]ethan-1-ol

(cis-cyclohexane-1,4-diyl)-di-acetic acid diethyl ester

diethyl 2-nitrobenzene-1,4-diacetate

p-phenylenedi-acetic acid ethyl ester-(2-diethylamino-ethyl ester)

Refernces

• 1、 Ke, Jie,He, Chuan,Liu, Huiying,Xu, Huan,Lei, Aiwen. "Alcohol assisted C-C bond breaking: Copper-catalyzed deacetylative α-arylation of β-keto esters and amides". supporting information. p. 6767 - 6769. Retrieved 2013/07/26.
• 2、 An, Peng,Shi, Zi-Fa,Dou, Wei,Cao, Xiao-Ping,Zhang, Hao-Li. "Synthesis of 1,4-bis[2,2-bis(4-alkoxyphenyl)vinyl]benzenes and side chain modulation of their solid-state emission". supporting information; experimental part. p. 4364 - 4367. Retrieved 2010/11/17.