4'-Methoxycarbonylbenzo-15-crown 5-Ether

Base Information

• Chemical Name: 4'-Methoxycarbonylbenzo-15-crown 5-Ether
• CAS No.: 56683-56-8
• Molecular Formula: C16H22O7
• Molecular Weight: 326.34200
• European Community (EC) Number: 677-459-4
• DSSTox Substance ID: DTXSID10501174
• Nikkaji Number: J1.514.344D
• Wikidata: Q82353361
• Mol file: 56683-56-8.mol

Synonyms:4'-Methoxycarbonylbenzo-15-crown 5-Ether;56683-56-8;methyl 2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-17-carboxylate;2,3-(4-Methoxycarbonylbenzo)-1,4,7,10,13-pentaoxacyclopentadec-2-ene;DTXSID10501174;MFCD06797129;CS-0435423;M1489;T72631;Methyl 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine-15-carboxylate;Methyl 2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecine-15-carboxylate

Chemical Property of 4'-Methoxycarbonylbenzo-15-crown 5-Ether

Chemical Property:

• Vapor Pressure: 7.42E-09mmHg at 25°C
• Melting Point: 82oC
• Boiling Point: 465.9oC at 760 mmHg
• Flash Point: 205.6oC
• PSA: 72.45000
• Density: 1.129g/cm3
• LogP: 1.29420
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 326.13655304
• Heavy Atom Count: 23
• Complexity: 336

Purity/Quality:

98%,99%, ^*data from raw suppliers

4''-Methoxycarbonylbenzo-15-crown5-Ether ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)OCCOCCOCCOCCO2

Technology Process of 4'-Methoxycarbonylbenzo-15-crown 5-Ether

There total 7 articles about 4'-Methoxycarbonylbenzo-15-crown 5-Ether 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: 93.0%

methanol (67-56-1) + 2,3-(4'-carboxybenzo)-1,4,7,10,13-pentaoxacyclopentadeca-2-ene (56683-55-7) → methyl (benzo-15-crown-5)-15-carboxylate (56683-56-8)

Guidance literature:

With sulfuric acid; for 20h; Reflux;

DOI:10.1021/jacs.7b04335

Reference yield: 90.0%

C16H23ClO7 (1037072-53-9) → methyl (benzo-15-crown-5)-15-carboxylate (56683-56-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 24h; Heating;

DOI:10.1021/jo800890x

Reference yield: 80.0%

methanol (67-56-1) + 4'-benzo-15-crown-5-carboxylic acid chloride (54664-43-6) → methyl (benzo-15-crown-5)-15-carboxylate (56683-56-8)

Guidance literature:

With pyridine; for 18h; Ambient temperature;

upstream raw materials:

methanol

4'-benzo-15-crown-5-carboxylic acid chloride

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene

2,3-(4'-carboxybenzo)-1,4,7,10,13-pentaoxacyclopentadeca-2-ene

Downstream raw materials:

2-Hydroxymethyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene

Refernces

• 1、 Ren, Changliang,Shen, Jie,Zeng, Huaqiang. "Combinatorial Evolution of Fast-Conducting Highly Selective K+-Channels via Modularly Tunable Directional Assembly of Crown Ethers". supporting information. p. 12338 - 12341. Retrieved 2017/09/23.
• 2、 Haines, Alan H.,Hodgkisson, Ian,Smith, Christopher. "Benzo-15-crown-5 Derivatives. Synthesis and Properies as Ion-extraction and Ion-transport Agents". . p. 311 - 318. Retrieved 2007/10/02.