3,5-dibromo-1,2-phenylenediamine

Base Information

• Chemical Name: 3,5-dibromo-1,2-phenylenediamine
• CAS No.: 1575-38-8
• Molecular Formula: C6H6 Br2 N2
• Molecular Weight: 265.935
• Hs Code.: 2921590090
• European Community (EC) Number: 852-569-7
• NSC Number: 522089
• DSSTox Substance ID: DTXSID40166270
• Nikkaji Number: J80.241G
• Wikidata: Q72463849
• ChEMBL ID: CHEMBL4947228
• Mol file: 1575-38-8.mol

Synonyms:o-Phenylenediamine, 3,5-dibromo- (6CI,7CI,8CI);1,2-Diamino-3,5-dibromobenzene; 3,5-Dibromo-1,2-benzenediamine;3,5-Dibromo-1,2-phenylenediamine; 3,5-Dibromo-o-phenylenediamine;4,6-Dibromo-1,2-phenylenediamine; 4,6-Dibromo-o-phenylenediamine; NSC 522089

Chemical Property of 3,5-dibromo-1,2-phenylenediamine

Chemical Property:

• Vapor Pressure: 0.000338mmHg at 25°C
• Melting Point: 81℃
• Boiling Point: 319.5°Cat760mmHg
• PKA: 2.02±0.10(Predicted)
• Flash Point: 147°C
• PSA: 52.04000
• Density: 2.104g/cm³
• LogP: 3.53840
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 265.88772
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

99.90% ^*data from raw suppliers

3,5-Dibromo-benzene-1,2-diamine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1N)N)Br)Br

Technology Process of 3,5-dibromo-1,2-phenylenediamine

There total 7 articles about 3,5-dibromo-1,2-phenylenediamine 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: 91.0%

2,4-dibromo-6-nitroaniline (827-23-6) → 3,5-dibromo-1,2-phenylendiamine (1575-38-8)

Guidance literature:

With hydrogenchloride; zinc; In ethanol; for 4h; Reflux;

DOI:10.1039/c5ra16605e

Reference yield:

2,4-dibromo-6-nitroaniline (827-23-6) + SnCl2 ·2H2 O → 3,5-dibromo-1,2-phenylendiamine (1575-38-8)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; ethyl acetate;

Reference yield:

2',4'-dibromoacetanilide (23373-04-8) → 3,5-dibromo-1,2-phenylendiamine (1575-38-8)

Guidance literature:

Multi-step reaction with 3 steps

3: hydrazine hydrate / Raney nickel

With hydrazine hydrate; nickel;

upstream raw materials:

2,4-dibromo-6-nitroaniline

2',4'-dibromoacetanilide

acetic acid-(2,4-dibromo-6-nitro-anilide)

Acetanilid

Downstream raw materials:

acetic acid-(2-amino-4,6-dibromo-anilide)

N,N'-(3,5-dibromo-o-phenylene)-bis-acetamide

4,6(5,7)-dibromobenzimidazole

3-bromo-5-fluoro-1,2-phenylenediamine

Refernces

• 1、 -. "Cyanato - benzimidazole salt and its preparation method". Paragraph 0067. . Retrieved 2017/08/25.
• 2、 -. "Novel substituted bicyclic compounds as bromodomain inhibitors". Paragraph 0304; 0305. . Retrieved 2016/10/07.