1,5-Dibromonaphthalene-2,6-diol

Base Information

• Chemical Name: 1,5-Dibromonaphthalene-2,6-diol
• CAS No.: 132178-78-0
• Molecular Formula: C10H6Br2O2
• Molecular Weight: 317.964
• Hs Code.: 2908199090
• DSSTox Substance ID: DTXSID20565101
• Nikkaji Number: J740.223F
• Wikidata: Q82450039
• Mol file: 132178-78-0.mol

Synonyms:1,5-dibromonaphthalene-2,6-diol;132178-78-0;1,5-Dibromo-2,6-dihydroxynaphthalene;1,5-Dibromo-2,6-naphthalenediol;2,6-Naphthalenediol, 1,5-dibromo-;MFCD16251539;SCHEMBL2367630;DTXSID20565101;AKOS016007526;DS-13120;SY056251;CS-0157295;D4668;EN300-732931;F10187;1 pound not5-Dibromonaphthalene-2 pound not6-diol;A888327;Z1269116417

Chemical Property of 1,5-Dibromonaphthalene-2,6-diol

Chemical Property:

• Vapor Pressure: 1.82E-06mmHg at 25°C
• Melting Point: 209-213 °C(Solv: 1,4-dioxane (123-91-1))
• Boiling Point: 384.7oC at 760 mmHg
• PKA: 6.77±0.50(Predicted)
• Flash Point: 186.4oC
• PSA: 40.46000
• Density: 2.081g/cm3
• LogP: 3.77600
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 317.87141
• Heavy Atom Count: 14
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,5-Dibromonaphthalene-2,6-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,5-Dibromonaphthalene-2,6-diol

There total 2 articles about 1,5-Dibromonaphthalene-2,6-diol 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: 97.0%

2.6-dihydroxynaphthalene (581-43-1) → 1,5-dibromo-2,6-dihydroxynaphthalene (132178-78-0)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 0 - 60 ℃; for 3h;

Reference yield: 73.0%

1,5-dihydroxynaphthalene (83-56-7) → 1,5-dibromo-2,6-dihydroxynaphthalene (132178-78-0)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2009.06.028

Reference yield: 93.0%

1,5-dibromo-2,6-dihydroxynaphthalene (132178-78-0) + p-toluenesulfonyl chloride (98-59-9) → 2,6-Dibromo-1,5-bis<(p-tolylsulfonyl)oxy>naphthalene (85337-31-1)

Guidance literature:

With pyridine; at 80 ℃;

DOI:10.1016/j.tetlet.2009.06.028

upstream raw materials:

2.6-dihydroxynaphthalene

1,5-dihydroxynaphthalene

Downstream raw materials:

1,5-dibromo-2,6-dimethoxylnaphthalene

naphtho<1,2-c:5,6-c'>bis<1,2,5>thiadiazole

1,5-bis-(3,5-di-tert-butyl-phenyl)-naphthalene-2,6-diol

1,5-bis-(3,5-di-tert-butyl-phenyl)-2,6-bis-methoxymethoxy-naphthalene

Refernces

• 1、 -. "Synthesis of a 1,2,5,6-naphthalenediimide monomer". Page/Page column 15. . Retrieved 2019/01/20.
• 2、 -. "NOVEL FUSED NAPHTHALENE CYCLOHETERO RING COMPOUNDS, AND METHODS AND USES THEREOF". Paragraph 00123. . Retrieved 2013/10/21.