18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine

Base Information

• Chemical Name: 18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine
• CAS No.: 75460-28-5
• Molecular Formula: C16H23 Br O6
• Molecular Weight: 391.259
• Hs Code.: 2932.99
• European Community (EC) Number: 678-065-5
• DSSTox Substance ID: DTXSID70370186
• Nikkaji Number: J2.172.266I
• Wikidata: Q72451590
• ChEMBL ID: CHEMBL1866988
• Mol file: 75460-28-5.mol

Synonyms:75460-28-5;4'-Bromobenzo-18-crown 6-Ether;4-Bromobenzo-18-crown-6;18-bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine;4'-BROMOBENZO-18-CROWN-6;20-bromo-2,5,8,11,14,17-hexaoxabicyclo[16.4.0]docosa-1(18),19,21-triene;18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]hexaoxacyclooctadecine;2,3-(4-Bromobenzo)-1,4,7,10,13,16-hexaoxacyclooctadec-2-ene;18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene;MLS000573211;CBDivE_013861;SCHEMBL7740319;YSZC2693;CHEMBL1866988;DTXSID70370186;HMS2518L24;4\'-BroMobenzo-18-crown 6-Ether;MFCD00143200;AKOS001025674;CS-W009733;AS-57963;SMR000184462;B2181;FT-0617863;T71303;A838421;SR-01000390239;SR-01000390239-1;Z56755924;18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

Chemical Property of 18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 79 - 83 C
• Refractive Index: 1.4490 (estimate)
• Boiling Point: 490.1oC at 760 mmHg
• Flash Point: 204.9oC
• PSA: 55.38000
• Density: 1.255g/cm3
• LogP: 2.28670
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 390.06780
• Heavy Atom Count: 23
• Complexity: 294

Purity/Quality:

97% ^*data from raw suppliers

4'-Bromobenzo-18-crown 6-Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCOCCOC2=C(C=CC(=C2)Br)OCCOCCO1

Technology Process of 18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine

There total 2 articles about 18-Bromo-2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine 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%

1-bromo-3,4-dihydroxybenzene (17345-77-6) + penta(ethylene glycol) bis(p-toluenesulfonate) (41024-91-3) → 18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene (75460-28-5)

Guidance literature:

With potassium carbonate; potassium tetrafluoroborate; In acetonitrile; for 92h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.6b12094

Reference yield: 78.0%

2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin (14098-24-9) → 18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene (75460-28-5)

Guidance literature:

With C₄H₈O₂*Br₂; In tetrahydrofuran; for 0.333333h; Ambient temperature;

DOI:10.1246/cl.1986.1467

Reference yield: 95.0%

18-bromo-2,3,5,6,8,9,11,12,14,15-decahydrobenzo[b][1,4,7,10,13,16]Hexaoxacyclotetradecene (75460-28-5) → 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin (14098-24-9)

Guidance literature:

With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon; In 1,2-dichloro-ethane; at 50 ℃; for 1.5h;

DOI:10.1002/adsc.201901099

upstream raw materials:

2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

1-bromo-3,4-dihydroxybenzene

penta(ethylene glycol) bis(p-toluenesulfonate)

Downstream raw materials:

4'-formyl-benzo-18-crown-6-ether

2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecin

5-[5-(6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-thiophen-2-yl]-isophthalic acid dimethyl ester

(6,7,9,10,12,13,15,16,18,19-Decahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecen-2-yl)-phenyl-phosphinic acid propyl ester