4'-Acetylbenzo-15-crown 5-Ether

Base Information

• Chemical Name: 4'-Acetylbenzo-15-crown 5-Ether
• CAS No.: 41757-95-3
• Molecular Formula: C16H22 O6
• Molecular Weight: 310.34
• European Community (EC) Number: 677-085-1
• DSSTox Substance ID: DTXSID90194583
• Nikkaji Number: J325.038E
• Wikidata: Q72434230
• ChEMBL ID: CHEMBL1407023
• Mol file: 41757-95-3.mol

Synonyms:41757-95-3;4'-Acetylbenzo-15-crown 5-Ether;Cetylbenzo-15-crown-5;BRN 1595254;1-(2,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)ethanone;1-(2,3,5,6,8,9,11,12-Octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecin-15-yl)ethanone;1-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethanone;Ethanone, 1-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)-;4//'-Acetylbenzo-15-crown 5-Ether;2,3-(4-Acetylbenzo)-1,4,7,10,13-pentaoxacyclopentadec-2-ene;1-(2,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzo-pentaoxacyclopentadecin-15-yl)ethan-1-one;1-(2,3,5,6,8,9,11,12-OCTAHYDROBENZO[B][1,4,7,10,13]PENTAOXACYCLOPENTADECIN-15-YL)ETHAN-1-ONE;1-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)ethan-1-one;4-Acetylbenzo-15-crown 5-Ether;MLS001047149;4'-acetylbenzo-15-crown-5;CHEMBL1407023;SCHEMBL10031401;DTXSID90194583;HMS2786B10;4/'-Acetylbenzo-15-crown 5-Ether;MFCD00188564;STL089783;AKOS000519525;AB90198;FD10466;NCGC00246471-01;AS-48859;LS-67560;SMR000427502;FT-0639734;AE-641/00796006;SR-01000391853;SR-01000391853-1;F0900-0831;1-(OCTAHYDRO-5,8,11,14,17-PENTAOXA-BENZOCYCLOPENTADECEN-2-YL)-ETHANONE;15-Acetyl-2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin;1-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-ethanone

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

Chemical Property:

• Vapor Pressure: 2.05E-09mmHg at 25°C
• Melting Point: 95-97oC
• Boiling Point: 481.1°Cat760mmHg
• Flash Point: 213.3°C
• PSA: 63.22000
• Density: 1.097g/cm³
• LogP: 1.71020
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 310.14163842
• Heavy Atom Count: 22
• Complexity: 322

Purity/Quality:

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

1-(2,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)ethan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 13 articles about 4'-Acetylbenzo-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: 83.0%

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) + acetic acid (64-19-7,77671-22-8) → 2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2012.07.029

Reference yield: 80.0%

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) + acetic anhydride (108-24-7) → 2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3)

Guidance literature:

With PPA; In acetic acid; at 60 ℃;

DOI:10.1055/s-1986-31749

Reference yield: 48.0%

2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin (14098-44-3) + acetyl chloride (75-36-5) → 2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3)

Guidance literature:

With K₁₀ clay; copper dichloride; 1.) 200 deg C; 2.) 52 deg C, 3 h;

DOI:10.1016/0040-4039(95)02399-2

upstream raw materials:

1,11-dichloro-3,6,9-trioxaundecane

1-(3,4-dihydroxyphenyl)ethan-1-one

1-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-ethanone oxime

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

Downstream raw materials:

4'-Vinylbenzo-15-crown-5 ether

C₂₄H₃₁N₃O₅S

C₂₄H₃₁N₃O₅S

C₂₄H₃₁N₃O₅S

Refernces

• 1、 Wada, Fumio,Matsuda, Tsutomu. "Benzo-15-crown-5-Aluminium Chloride Complexes of Unusual Stability". . p. 421 - 423. Retrieved 1980.
• 2、 Biro,Bekassy,Agai,Figueras. "Heterogeneous catalytic acylation of benzo crown ether using acetic anhydride". . p. 4159 - 4165. Retrieved 2000.
• 3、 Tada, Masaru,Hamazaki, Hirohide,Hirano, Hideki. "EFFECT OF GUEST CATION ON THE PHOTOREACTIVITY OF THE PYRAZINE DERIVATIVES HAVING CROWN ETHER MOIETY". . p. 921 - 924. Retrieved 1980.
• 4、 Zhao, Liyan,Xia, Wujiong,Gou, Baoquan,Lu, Yu,Yang, Chao,Li, Dazhi. "Studies on the photochemical behavior of N-salicylidenaniline in chloroform". supporting information; scheme or table. p. 199 - 203. Retrieved 2012/08/08.