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

Base Information

• Chemical Name: 2,5,8,11,14-Pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-17-carbaldehyde
• CAS No.: 60835-73-6
• Molecular Formula: C15H20 O6
• Molecular Weight: 296.32
• European Community (EC) Number: 622-792-2
• NSC Number: 288923
• DSSTox Substance ID: DTXSID70314828
• Nikkaji Number: J352.643G
• Wikidata: Q82067246
• ChEMBL ID: CHEMBL2133201
• Mol file: 60835-73-6.mol

Synonyms:60835-73-6;4'-Formylbenzo-15-crown 5-Ether;4'-Formylbenzo-15-crown-5;2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-17-carbaldehyde;MLS003115598;4-FORMYLBENZO-15-CROWN 5-ETHER;2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine-15-carbaldehyde;NSC288923;4-Formylbenzo-15-crown-5;SCHEMBL1247490;YSZC3666;CHEMBL2133201;MBJIKIAWNPEHOR-UHFFFAOYSA-;DTXSID70314828;4'-formylbenzo-15-crown-5-ether;MFCD00192180;STL089800;4'-Formylbenzo-15-crown-5, 97%;AKOS002312703;NSC 288923;NSC-288923;SMR001831171;CS-0181837;F0448;T72695;2,3-(4-Formylbenzo)-1,4,7,10,13-pentaoxacyclopentadec-2-ene;17-Formyl-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-15,17,19-triene;2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-18-carbaldehyde;2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecine-15-carbaldehyde;6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2- carbaldehyde

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

Chemical Property:

• Melting Point: 78-81 °C(lit.)
• Boiling Point: 458.3±45.0 °C(Predicted)
• Flash Point: 203.8oC
• PSA: 63.22000
• Density: 1.127±0.06 g/cm3(Predicted)
• LogP: 1.32010
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 296.12598835
• Heavy Atom Count: 21
• Complexity: 285

Purity/Quality:

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

4'-Formylbenzo-15-crown 5-Ether ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCOC2=C(C=C(C=C2)C=O)OCCOCCO1

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

There total 3 articles about 2,5,8,11,14-Pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-17-carbaldehyde 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:

4'-(2-phenyl-1,2-dioxoethyl)benzo-15-crown-5 (74357-36-1) → benzo-15-crown-5-ether (60835-73-6) + benzaldehyde (100-52-7)

Guidance literature:

With 1,1-dodecanediol; sodium perchlorate; In acetonitrile; benzene; for 40h; Product distribution; Irradiation; influence of sodium ion; also 1-(3,4-dimethoxyphenyl)-2-phenylethanedione;

DOI:10.1246/bcsj.54.2708

Reference yield:

4'-bromobenzo-15-crown-5-ether (60835-72-5) → 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) + benzo-15-crown-5-ether (60835-73-6)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) Et₂O, THF, hexane, -60 deg C, 2.0 h; 2) DMF, Et₂O, THF, hexane, -60 deg C, 4.0 h;

DOI:10.1007/BF00696971

Reference yield:

4'-bromobenzo-15-crown-5-ether (60835-72-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) + benzo-15-crown-5-ether (60835-73-6)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1) Et₂O, THF, hexane, -60 deg C, 2.0 h; 2) Et₂O, THF, hexane, -60 deg C, 4.0 h;

DOI:10.1007/BF00696971

upstream raw materials:

4'-(2-phenyl-1,2-dioxoethyl)benzo-15-crown-5

4'-bromobenzo-15-crown-5-ether

N,N-dimethyl-formamide

Downstream raw materials:

C₃₅H₃₆N₂O₇S₂

C₃₃H₃₀Cl₂N₂O₇S₂

C₃₃H₃₀Br₂N₂O₇S₂

C₃₇H₄₀N₂O₇S₂

Refernces

• 1、 Hirano, Hideki,Kurumaya, Katsuyuki,Tada, Masaru. "The Photochemistry of the Host-Guest Complex. V. The Effect of the Sodium Ion on the Photoreaction of Benzil Derivatives with a Crown Ether Moiety". . p. 2708 - 2711. Retrieved 2007/10/02.