17-Ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene

Base Information

• Chemical Name: 17-Ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
• CAS No.: 31943-70-1
• Molecular Formula: C16H22O5
• Molecular Weight: 294.3429
• DSSTox Substance ID: DTXSID90369310
• Nikkaji Number: J798.593B
• Wikidata: Q82156362
• Mol file: 31943-70-1.mol

Synonyms:17-ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene;31943-70-1;39557-70-5;SBB017035;SCHEMBL12764438;DTXSID90369310;AKOS002312968;3,4-(1,4,7,10,13-Pentaoxatridecane-1,13-diyl)styrene

Chemical Property of 17-Ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene

Chemical Property:

• Vapor Pressure: 2.21E-07mmHg at 25°C
• Melting Point: 35-43 °C
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 435.6°C at 760 mmHg
• Flash Point: 180.2°C
• PSA: 46.15000
• Density: 1.062g/cm³
• LogP: 2.15060
• Storage Temp.: 0-6°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 294.14672380
• Heavy Atom Count: 21
• Complexity: 284

Purity/Quality:

98%Min ^*data from raw suppliers

4-VINYLBENZO-15-CROWN-5 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1=CC2=C(C=C1)OCCOCCOCCOCCO2

Technology Process of 17-Ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene

There total 6 articles about 17-Ethenyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene 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%

4'-(1-Hydroxyethyl)-benzo-15-crown-5 ether (41757-96-4) → 4'-Vinylbenzo-15-crown-5 ether (39557-70-5,31943-70-1)

Guidance literature:

pyridinium p-toluenesulfonate; In benzene; for 18h; Heating;

DOI:10.1055/s-1986-31749

Reference yield:

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3) → 4'-Vinylbenzo-15-crown-5 ether (39557-70-5,31943-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / sodium borohydride / ethanol / 18 h / Ambient temperature

2: 90 percent / pyridinium tosylate / benzene / 18 h / Heating

With sodium tetrahydroborate; pyridinium p-toluenesulfonate; In ethanol; benzene;

DOI:10.1055/s-1986-31749

Reference yield:

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) → 4'-Vinylbenzo-15-crown-5 ether (39557-70-5,31943-70-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / polyphosphoric acid / acetic acid / 60 °C

2: 91 percent / sodium borohydride / ethanol / 18 h / Ambient temperature

3: 90 percent / pyridinium tosylate / benzene / 18 h / Heating

With sodium tetrahydroborate; PPA; pyridinium p-toluenesulfonate; In ethanol; acetic acid; benzene;

DOI:10.1055/s-1986-31749

upstream raw materials:

4'-(1-Hydroxyethyl)-benzo-15-crown-5 ether

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

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin

((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate