4,5-Dibromonaphthalene-1,8-dicarboxylic acid

Base Information

• Chemical Name: 4,5-Dibromonaphthalene-1,8-dicarboxylic acid
• CAS No.: 13577-26-9
• Molecular Formula: C12H4 Br2 O3
• Molecular Weight: 355.97
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID10699040
• Wikidata: Q82629715
• Mol file: 13577-26-9.mol

Synonyms:4,5-dibromonaphthalene-1,8-dicarboxylic acid;1H,3H-Naphtho[1,8-cd]pyran-1,3-dione,6,7-dibromo-;SCHEMBL11437330;DTXSID10699040;AC1867;CS-0334336

Chemical Property of 4,5-Dibromonaphthalene-1,8-dicarboxylic acid

Chemical Property:

• Melting Point: 260 °C
• Boiling Point: 522.8±40.0 °C(Predicted)
• PSA: 74.60000
• Density: 2.105±0.06 g/cm3(Predicted)
• LogP: 3.76120
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 373.86123
• Heavy Atom Count: 18
• Complexity: 328

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=CC=C(C2=C1C(=O)O)C(=O)O)Br)Br

Technology Process of 4,5-Dibromonaphthalene-1,8-dicarboxylic acid

There total 5 articles about 4,5-Dibromonaphthalene-1,8-dicarboxylic acid 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: 95.0%

1,4,5,8-naphthalenetetracarboxylic dianhydride (81-30-1) → 6,7-dibromo-1H,3H-naphtho<1,8-cd>pyran-1,3-dione (13577-26-9)

Guidance literature:

With bromine; potassium hydroxide; In water; at 85 ℃; for 1h;

DOI:10.1002/adsc.201701003

Reference yield: 90.0%

5,6-dibromo-acenaphthene-1,2-dione (43017-99-8) → 6,7-dibromo-1H,3H-naphtho<1,8-cd>pyran-1,3-dione (13577-26-9)

Guidance literature:

With Oxone; In methanol; for 72h; Reflux;

DOI:10.1021/ol102088j

Reference yield: 1.0%

5,6-dibromoacenaphthene-1,2-diol (117562-51-3) → 6,7-dibromo-1H,3H-naphtho<1,8-cd>pyran-1,3-dione (13577-26-9) + 5,6-dibromo-acenaphthene-1,2-dione (43017-99-8)

Guidance literature:

With chromium(VI) oxide; sodium carbonate; Yield given. Multistep reaction; 1) 30 min at 50 deg C in acetic acid 2) 2 h heated in water and chlorobenzene;

upstream raw materials:

5,6-dibromoacenaphthene

5,6-dibromoacenaphthene-1,2-diol

5,6-dibromo-acenaphthene-1,2-dione

acenaphthene

Downstream raw materials:

C₆₄H₅₂N₂O₄

C₆₆H₅₂N₂O₈

C₇₄H₆₈N₂O₈

C₇₄H₆₆N₂O₈