5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole

Base Information

• Chemical Name: 5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole
• CAS No.: 80784-19-6
• Molecular Formula: C16H14 O4
• Molecular Weight: 270.285
• NSC Number: 174843
• DSSTox Substance ID: DTXSID30306269
• Nikkaji Number: J1.648.560H
• Wikidata: Q82053273
• Mol file: 80784-19-6.mol

Synonyms:5-[2-(1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxole;80784-19-6;5,5'-(Ethane-1,2-diyl)bis(2H-1,3-benzodioxole);NSC174843;SCHEMBL108087;DTXSID30306269;NSC-174843

Chemical Property of 5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole

Chemical Property:

• Boiling Point: 383.1°Cat760mmHg
• Flash Point: 143.8°C
• Density: 1.316g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.08920892
• Heavy Atom Count: 20
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CCC3=CC4=C(C=C3)OCO4

Technology Process of 5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole

There total 2 articles about 5-[2-(1,3-Benzodioxol-5-yl)ethyl]-1,3-benzodioxole 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:

3,4-Methylenedioxybenzyl bromide (2606-51-1) + phenylmagnesium bromide (100-58-3) → biphenyl (92-52-4,1594-86-1) + 5-[2-(1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxole (80784-19-6) + 5--benzylbenzo[d][1,3]dioxole (84598-13-0)

Guidance literature:

With (^PhXantphos)NiBr₂; zinc(II) chloride; In diethyl ether; toluene; at 22 ℃; for 12h; Solvent; Reagent/catalyst; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.8b13499

Reference yield:

3,4-Methylenedioxybenzyl bromide (2606-51-1) + iodobenzene (591-50-4) → biphenyl (92-52-4,1594-86-1) + 5-[2-(1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxole (80784-19-6) + 5--benzylbenzo[d][1,3]dioxole (84598-13-0)

Guidance literature:

With nickel(II) bromide dimethoxyethane; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium iodide; zinc; In 1,2-dimethoxyethane; diethyl ether; at 22 ℃; for 12h; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.8b13499

Reference yield:

5-[2-(1,3-benzodioxol-5-yl)ethyl]-1,3-benzodioxole (80784-19-6) → 4,4'-(ethane-1,2-diyl)dibenzene-1,2-diol (3842-68-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2010.09.015

upstream raw materials:

3,4-Methylenedioxybenzyl bromide

phenylmagnesium bromide

iodobenzene

Downstream raw materials:

4,4'-(ethane-1,2-diyl)dibenzene-1,2-diol

Refernces