Diethyl 2,2'-(1,3-phenylene)diacetate

Base Information

• Chemical Name: Diethyl 2,2'-(1,3-phenylene)diacetate
• CAS No.: 36076-20-7
• Molecular Formula: C14H18O4
• Molecular Weight: 250.295
• Hs Code.: 2917399090
• European Community (EC) Number: 609-202-9
• DSSTox Substance ID: DTXSID90600710
• Nikkaji Number: J89.084G
• Wikidata: Q82496929
• Mol file: 36076-20-7.mol

Synonyms:36076-20-7;Diethyl 2,2'-(1,3-phenylene)diacetate;ETHYL 2-[3-(2-ETHOXY-2-OXOETHYL)PHENYL]ACETATE;m-phenylenediacetic acid diethyl ester;2-[3-(2-ethoxy-2-oxoethyl)phenyl]acetic acid ethyl ester;1,3-Benzenediacetic acid, diethyl ester;SCHEMBL68412;DTXSID90600710;RYMVGWBNPYCANK-UHFFFAOYSA-N;DA-42637;A823114;ethyl 2-[3-(2-ethoxy-2-oxo-ethyl)phenyl]acetate;(3-Ethoxycarbonylmethylphenyl)acetic acid ethyl ester

Chemical Property of Diethyl 2,2'-(1,3-phenylene)diacetate

Chemical Property:

• PSA: 52.60000
• LogP: 1.89780
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 250.12050905
• Heavy Atom Count: 18
• Complexity: 249

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC(=CC=C1)CC(=O)OCC

Technology Process of Diethyl 2,2'-(1,3-phenylene)diacetate

There total 6 articles about Diethyl 2,2'-(1,3-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: 100.0%

ethanol (64-17-5) + 1,3-benzenediacetic acid (19806-17-8) → diethyl 2,2'-(1,3-phenylene)diacetate (36076-20-7)

Guidance literature:

With acetyl chloride; for 18h; Product distribution / selectivity; Heating / reflux;

Reference yield:

ethanol (64-17-5) + carbon monoxide (201230-82-2) + 3-(chloromethyl)benzyl chloride (626-16-4) → diethyl 2,2'-(1,3-phenylene)diacetate (36076-20-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; at 80 ℃; for 12h; under 15514.9 Torr;

Reference yield:

1,3-bis(cyanomethyl)benzene (626-22-2) → diethyl 2,2'-(1,3-phenylene)diacetate (36076-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; water / 19 h / 100 °C

2: sulfuric acid / 20 h / Reflux

With hydrogenchloride; sulfuric acid; water;

DOI:10.1021/op200108k

upstream raw materials:

ethanol

1,3-bis(cyanomethyl)benzene

1,3-benzenediacetic acid

carbon monoxide

Downstream raw materials:

1,3-Bis(2'-hydroxyethyl)benzene

1,3-phenylendiacetamide

(cis-cyclohexane-1,3-diyl)-di-acetic acid diethyl ester

(4,6-dinitro-m-phenylene)-di-acetic acid diethyl ester