1,2-Bis(1,3-benzodioxol-5-yl)-1,2-ethanediol

Base Information

• Chemical Name: 1,2-Bis(1,3-benzodioxol-5-yl)-1,2-ethanediol
• CAS No.: 4543-59-3
• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.284
• European Community (EC) Number: 684-414-2
• DSSTox Substance ID: DTXSID601256068
• Nikkaji Number: J750.353I
• Mol file: 4543-59-3.mol

Synonyms:1,2-bis(1,3-benzodioxol-5-yl)-1,2-ethanediol;SCHEMBL7898797;DTXSID601256068;AKOS024322759;4543-59-3;1,2-di(1,3-benzodioxol-5-yl)-1,2-ethanediol

Chemical Property of 1,2-Bis(1,3-benzodioxol-5-yl)-1,2-ethanediol

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 302.07903816
• Heavy Atom Count: 22
• Complexity: 355

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(C(C3=CC4=C(C=C3)OCO4)O)O

Technology Process of 1,2-Bis(1,3-benzodioxol-5-yl)-1,2-ethanediol

There total 3 articles about 1,2-Bis(1,3-benzodioxol-5-yl)-1,2-ethanediol 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: 87.0%

piperonal (120-57-0,30024-74-9) → piperonol (495-76-1) + 1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol (4543-59-3)

Guidance literature:

With vanadium(II) chloride; In ethanol; water; at 17 - 22 ℃; for 0.416667h; sonication;

DOI:10.1080/00397910500187787

Reference yield:

piperonal (120-57-0,30024-74-9) + benzaldehyde (100-52-7) → erythro-1-(3,4-methylenedioxyphenyl)-2-phenylethane-1,2-diol + threo-1-(3,4-methylenedioxyphenyl)-2-phenylethane-1,2-diol + 1,2-diphenyl-1,2-ethanediol (492-70-6,655-48-1,2325-10-2,38270-73-4,52340-78-0,579-43-1) + 1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol (4543-59-3)

Guidance literature:

With manganese; titanium tetrachloride; In tetrahydrofuran; at -10 ℃; for 0.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1055/s-0028-1083264

Reference yield:

piperonal (120-57-0,30024-74-9) → 5-methyl-1,3-benzodioxole (7145-99-5) + 1,2-bis(3,4-dioxymethylenephenyl)ethane-1,2-diol (4543-59-3)

Guidance literature:

With sulfuric acid; higher-melting form; Electrolysis;

upstream raw materials:

piperonal

benzaldehyde

Downstream raw materials:

piperonal

6-nitro-1,3-benzodioxole-5-carbaldehyde

2-benzo[1,3]dioxol-5-ylmethylene-malononitrile

ethyl 3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacrylate