2,5-Dibromoaniline

Base Information

• Chemical Name: 2,5-Dibromoaniline
• CAS No.: 3638-73-1
• Molecular Formula: C6H5Br2N
• Molecular Weight: 250.92
• Hs Code.: 2903.69
• European Community (EC) Number: 222-865-5
• NSC Number: 88348
• UNII: C54DZ85Z8H
• DSSTox Substance ID: DTXSID80189908
• Nikkaji Number: J205.560K
• Wikidata: Q72463772
• Mol file: 3638-73-1.mol

Synonyms:2,5-DBA;2,5-dibromoaniline

Chemical Property of 2,5-Dibromoaniline

Chemical Property:

• Appearance/Colour: beige to dark grey crystalline powder
• Vapor Pressure: 0.00356mmHg at 25°C
• Melting Point: 51-53 °C(lit.)
• Refractive Index: 1.661
• Boiling Point: 281.4 °C at 760 mmHg
• PKA: 1.46±0.10(Predicted)
• Flash Point: 124 °C
• PSA: 26.02000
• Density: 2.022 g/cm³
• LogP: 3.37500
• Solubility.: soluble in Ethanol,Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 250.87682
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98% ^*data from raw suppliers

2,5-Dibromoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-33
• Safety Statements: 26-36-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)N)Br
• Uses: 2,5-Dibromoaniline was used in the synthesis of 2,4,5-tribromoaniline. It was also used as starting reagent in the regioselective synthesis of 2-(3,4-dimethoxyphenyl)-5-bromobenzothiazole.

Technology Process of 2,5-Dibromoaniline

There total 15 articles about 2,5-Dibromoaniline 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: 100.0%

1,4-dibromo-2-nitrobenzene (3460-18-2) → 2,5-dibromoaniline (3638-73-1)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; water; at 45 ℃; for 2h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.7b03216

Reference yield: 85.0%

1.4-dibromobenzene (106-37-6) → 2,5-dibromoaniline (3638-73-1)

Guidance literature:

With ferrous(II) sulfate heptahydrate; O-(methylsulfonyl)hydroxylammonium trifluoromethanesulfonate; at 60 ℃; for 2h; Reagent/catalyst;

DOI:10.1039/C8SC04966A

Reference yield: 70.0%

2-azido-N-(2,5-dibromophenyl)-N-methyl-2-phenylacetamide (1228378-58-2) → 2,5-dibromoaniline (3638-73-1) + N?methyl?2?oxo?2?phenylacetamide (83490-71-5)

Guidance literature:

With phosphate potassium salt; oxygen; copper diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 5h; under 760.051 Torr;

DOI:10.1021/ja1027327

upstream raw materials:

1,4-dibromo-2-nitrobenzene

2,5-dibromoazobenzene

sodium n-propoxide

benzene

Downstream raw materials:

2,5-dibromo-N,N-dimethylaniline

2,5-dibromo-N-tosylaniline

3-(2,5-dibromophenyl)propionic acid

1,3-bis-(2,5-dibromo-phenyl)-triazene

Refernces

• 1、 Bannwart, Linda Maria,Müntener, Thomas,Rickhaus, Michel,Jundt, Lukas,H?ussinger, Daniel,Mayor, Marcel. "Bicyclic Phenyl–Ethynyl Architectures: Synthesis of a 1,4-Bis(phenylbuta-1,3-diyn-1-yl) Benzene Banister". supporting information. p. 6295 - 6307. Retrieved 2021/03/08.
• 2、 -. "Method for reducing aromatic nitro into arylamine". Paragraph 0109-0112; 0213-0216. . Retrieved 2020/07/15.