Diveratryl ether

Base Information

• Chemical Name: Diveratryl ether
• CAS No.: 23702-54-7
• Molecular Formula: C18H22 O5
• Molecular Weight: 318.37
• Hs Code.: 2909309090
• European Community (EC) Number: 664-982-8
• NSC Number: 141834
• DSSTox Substance ID: DTXSID70301213
• Nikkaji Number: J151.221H
• Wikidata: Q82044885
• Mol file: 23702-54-7.mol

Synonyms:Diveratryl ether;23702-54-7;4,4'-(Oxybis(methylene))bis(1,2-dimethoxybenzene);Veratryl ether;4-[(3,4-dimethoxyphenyl)methoxymethyl]-1,2-dimethoxybenzene;3,4-Dimethoxybenzyl Ether;Diveratyl ether;NSC141834;LATRUNCULINB;SCHEMBL318036;Bis(3,4-dimethoxybenzyl)ether;Benzene, 1,1'-[oxybis(methylene)]bis[3,4-dimethoxy-;Bis(3,4-dimethoxybenzyl) Ether;KTFBMMKWTQVUIV-UHFFFAOYSA-;DTXSID70301213;4-{[(3,4-dimethoxyphenyl)methoxy]methyl}-1,2-dimethoxybenzene;YAA70254;MFCD00025741;AKOS016005468;NSC-141834;3,3',4,4'-Tetramethoxydibenzyl Ether;AS-68753;CS-0318274;D1551;FT-0638348;T70615;4,4'-oxybis(methylene)bis(1,2-dimethoxybenzene);Benzene, 1,1'-[oxybis(methylene)]bis*3,4-dimethoxy-;4-([(3,4-Dimethoxybenzyl)oxy]methyl)-1,2-dimethoxybenzene #;InChI=1/C18H22O5/c1-19-15-7-5-13(9-17(15)21-3)11-23-12-14-6-8-16(20-2)18(10-14)22-4/h5-10H,11-12H2,1-4H3

Chemical Property of Diveratryl ether

Chemical Property:

• Melting Point: 73oC
• Boiling Point: 418°Cat760mmHg
• Flash Point: 167.9°C
• PSA: 46.15000
• Density: 1.115g/cm³
• LogP: 3.43780
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 318.14672380
• Heavy Atom Count: 23
• Complexity: 295

Purity/Quality:

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

DIVERATRYL ETHER ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)COCC2=CC(=C(C=C2)OC)OC)OC

Technology Process of Diveratryl ether

There total 7 articles about Diveratryl 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: 90.0%

(3,4-dimethoxyphenyl)methanol (93-03-8) → 3,3',4,4'-tetramethoxydibenzyl ether (23702-54-7) + cyclotriveratrylene (1180-60-5)

Guidance literature:

With Tonsil Actisil FF; In neat (no solvent); at 85 ℃; for 0.0333333h; under 750.075 Torr; Time; Temperature; Microwave irradiation;

DOI:10.3390/molecules181012820

Reference yield: 67.0%

3,4-dimethoxy-benzaldehyde (120-14-9) → 3,3',4,4'-tetramethoxydibenzyl ether (23702-54-7) + (3,4-dimethoxyphenyl)methanol (93-03-8)

Guidance literature:

With tri-n-butyl-tin hydride; silica gel; In toluene; at 110 ℃; for 6h;

DOI:10.1021/jo00102a048

Reference yield: 62.0%

acetic anhydride (108-24-7) + (3,4-dimethoxyphenyl)methanol (93-03-8) → 3,3',4,4'-tetramethoxydibenzyl ether (23702-54-7) + veratryl acetate (53751-40-9)

Guidance literature:

With magnesium(II) perchlorate; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2003.08.007

upstream raw materials:

3,4-dimethoxy-benzaldehyde

dimethyl sulfate

4-chloromethyl-1,2-dimethoxy-benzene

acetic anhydride

Downstream raw materials:

(3,4-dimethoxy-phenyl)-methanesulfonic acid

Veratric acid

Refernces

• 1、 Taylor,E.C. et al.. "-". . p. 538 - 539. Retrieved 1977.
• 2、 Branchi, Barbara,Bietti, Massimo,Ercolani, Gianfranco,Angeles Izquierdo,Miranda, Miguel A.,Stella, Lorenzo. "The role of aromatic radical cations and benzylic cations in the 2,4,6-triphenylpyrylium tetrafluoroborate photosensitized oxidation of ring-methoxylated benzyl alcohols in CH2Cl2 solution". . p. 8874 - 8885. Retrieved 2007/10/03.