2,6-Dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2,6-Dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione
• CAS No.: 61014-67-3
• Molecular Formula: C8H6 Br2 O4
• Molecular Weight: 325.941
• European Community (EC) Number: 651-959-2
• NSC Number: 56334
• DSSTox Substance ID: DTXSID00288523
• Nikkaji Number: J1.272.226E
• Wikidata: Q82024966
• Mol file: 61014-67-3.mol

Synonyms:61014-67-3;2,6-dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione;NSC56334;DTXSID00288523;NSC-56334;AKOS024333586;2,6-dibromo-3,5-dimethoxybenzo-1,4-quinone

Chemical Property of 2,6-Dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 5.87E-06mmHg at 25°C
• Boiling Point: 379.4°Cat760mmHg
• Flash Point: 183.3°C
• Density: 2g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 325.86123
• Heavy Atom Count: 14
• Complexity: 336

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=O)C(=C(C1=O)OC)Br)Br

Technology Process of 2,6-Dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione

There total 10 articles about 2,6-Dibromo-3,5-dimethoxycyclohexa-2,5-diene-1,4-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: 75.0%

2,6-dimethoxy-p-quinone (530-55-2,26547-64-8) → 2,6-dibromo-3,5-dimethoxy-1,4-benzoquinone (61014-67-3)

Guidance literature:

With bromine; In chloroform; for 5h; Ambient temperature;

DOI:10.1515/znb-1996-0201

Reference yield:

3,4,5-tribromo-2,6-dimethoxyphenol (2539-27-7) → 2,6-dibromo-3,5-dimethoxy-1,4-benzoquinone (61014-67-3)

Guidance literature:

With chromium(VI) oxide; acetic acid;

Reference yield:

1,3-dimethoxy-2-hydroxy-benzene (91-10-1) → 2,6-dibromo-3,5-dimethoxy-1,4-benzoquinone (61014-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: carbon disulfide; bromine

2: chromium trioxide; glacial acetic acid

With chromium(VI) oxide; carbon disulfide; bromine; acetic acid;

upstream raw materials:

methanol

2-bromo-3,5-dimethoxycyclohexane-2,5-diene-1,4-dione

2,6-dimethoxy-1,4-hydroquinone

2,6-dimethoxy-p-quinone

Downstream raw materials:

2,6-bis-aziridin-1-yl-3,5-dibromo-[1,4]benzoquinone

2,6-dibromo-3,5-bis-(2-methyl-aziridin-1-yl)-[1,4]benzoquinone

7,9-dibromo-6,10-dimethoxy-3-(2,4,6-trimethyl-phenyl)-1,4-dioxa-2-aza-spiro[4.5]deca-2,6,9-trien-8-one

6,10-dibromo-7,9-dimethoxy-3-(2,4,6-trimethyl-phenyl)-1,4-dioxa-2-aza-spiro[4.5]deca-2,6,9-trien-8-one