4-Bromo-3-nitrobenzene-1,2-diamine

Base Information

• Chemical Name: 4-Bromo-3-nitrobenzene-1,2-diamine
• CAS No.: 147021-89-4
• Molecular Formula: C6H6BrN3O2
• Molecular Weight: 232.037
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID40567384
• Wikidata: Q82453261
• Mol file: 147021-89-4.mol

Synonyms:4-bromo-3-nitrobenzene-1,2-diamine;147021-89-4;1,2-Benzenediamine, 4-bromo-3-nitro-;MFCD11040197;4-BROMO-3-NITRO-1,2-BENZENEDIAMINE;SCHEMBL25637698;DTXSID40567384;4-bromo-3-nitro-benzene-1,2-diamine;AKOS015833874;CS-W009156;GS-4335;AC-23731;SY112532;AM20080744;4-Bromo-3-nitrobenzene-1 pound not2-diamine;EN300-1588736;A808586;J-514748

Chemical Property of 4-Bromo-3-nitrobenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 3.86E-05mmHg at 25°C
• Refractive Index: 1.735
• Boiling Point: 352.4 °C at 760mmHg
• Flash Point: 166.9 °C
• PSA: 97.86000
• Density: 1.901 g/cm³
• LogP: 3.20730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 230.96434
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-3-nitrobenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1N)N)[N+](=O)[O-])Br

Technology Process of 4-Bromo-3-nitrobenzene-1,2-diamine

There total 4 articles about 4-Bromo-3-nitrobenzene-1,2-diamine 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: 79.0%

5-bromo-4-nitrobenzo-2,1,3-selenadiazole (1753-20-4) → 4-bromo-3-nitro-1,2-phenylenediamine (147021-89-4)

Guidance literature:

With hydrogenchloride; hydrogen iodide; at 20 ℃; for 2h;

DOI:10.1055/s-1992-26359

Reference yield:

5-bromo-2-nitroaniline (5228-61-5) → 4-bromo-3-nitro-1,2-phenylenediamine (147021-89-4)

Guidance literature:

Multi-step reaction with 4 steps

1: SnCl₂*H₂O / ethyl acetate; ethanol / 0.58 h / 70 °C

2: aq. SeO₂ / ethanol / 0.5 h / Heating

3: concd. H₂SO₄, concd. HNO₃ / 1 h / 10 °C

4: concd. HCl, 48percent HI / 2 h / Ambient temperature

With hydrogenchloride; selenium(IV) oxide; sulfuric acid; hydrogen iodide; nitric acid; tin(ll) chloride; In ethanol; ethyl acetate;

DOI:10.1021/jm00022a003

Reference yield:

4-Bromo-benzene-1,2-diamine (1575-37-7) → 4-bromo-3-nitro-1,2-phenylenediamine (147021-89-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. SeO₂ / ethanol / 0.5 h / Heating

2: concd. H₂SO₄, concd. HNO₃ / 1 h / 10 °C

3: concd. HCl, 48percent HI / 2 h / Ambient temperature

With hydrogenchloride; selenium(IV) oxide; sulfuric acid; hydrogen iodide; nitric acid; In ethanol;

DOI:10.1021/jm00022a003

upstream raw materials:

5-bromo-4-nitrobenzo-2,1,3-selenadiazole

5-bromobenzo[c][1,2,5]selenadiazole

5-bromo-2-nitroaniline

4-Bromo-benzene-1,2-diamine

Refernces

• 1、 Tian,Grivas. "A useful methodology for the synthesis of 2-methyl-4-nitrobenzimidazoles". . p. 1283 - 1286. Retrieved 2007/10/02.