1,6-Bis(1,3-benzodioxol-5-yl)hexane-1,6-dione

Base Information

• Chemical Name: 1,6-Bis(1,3-benzodioxol-5-yl)hexane-1,6-dione
• CAS No.: 6268-56-0
• Molecular Formula: C20H18O6
• Molecular Weight: 354.359
• NSC Number: 36273
• DSSTox Substance ID: DTXSID20284229
• Wikidata: Q82019090
• Mol file: 6268-56-0.mol

Synonyms:6268-56-0;1,6-bis(1,3-benzodioxol-5-yl)hexane-1,6-dione;NSC36273;DTXSID20284229;NSC-36273;1,6-bis(3,4-methylenedioxyphenyl)-1,6-hexanedione

Chemical Property of 1,6-Bis(1,3-benzodioxol-5-yl)hexane-1,6-dione

Chemical Property:

• Vapor Pressure: 1.37E-13mmHg at 25°C
• Boiling Point: 583.2°Cat760mmHg
• Flash Point: 257.7°C
• Density: 1.318g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 354.11033829
• Heavy Atom Count: 26
• Complexity: 474

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,6-Bis(1,3-benzodioxol-5-yl)hexane-1,6-dione

There total 4 articles about 1,6-Bis(1,3-benzodioxol-5-yl)hexane-1,6-dione 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: 77.0%

1,6-bis(3,4-methylenedioxyphenyl)hexane-1,6-diol (214334-35-7) → 1,6-bis(3,4-methylenedioxyphenyl)hexane-1,6-dione (6268-56-0)

Guidance literature:

With chromium(VI) oxide; Celite; In pyridine; at 20 ℃; for 8h;

DOI:10.1246/bcsj.71.2181

Reference yield:

piperonal (120-57-0,30024-74-9) → 1,6-bis(3,4-methylenedioxyphenyl)hexane-1,6-dione (6268-56-0)

Guidance literature:

With potassium hydroxide; ethanol;

DOI:10.1021/ja01631a034

Reference yield:

piperonal (120-57-0,30024-74-9) → 1,6-bis(3,4-methylenedioxyphenyl)hexane-1,6-dione (6268-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / diethyl ether

1.2: 74 percent / diethyl ether / 0 - 20 °C

2.1: 77 percent / chromium(VI) oxide; Celite / pyridine / 8 h / 20 °C

With chromium(VI) oxide; Celite; magnesium; In pyridine; diethyl ether; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Oxidation;

DOI:10.1246/bcsj.71.2181

upstream raw materials:

1,6-bis(3,4-methylenedioxyphenyl)hexane-1,6-diol

piperonal

Downstream raw materials:

1,3-benzodioxole-5-δ-ketopentanoic acid

6-(benzo[1,3]dioxol-5-yl)pyran-2-one

methyl 3,4-methylenedioxybenzoate