2-Bromo-3-nitrophenol

Base Information

• Chemical Name: 2-Bromo-3-nitrophenol
• CAS No.: 101935-40-4
• Molecular Formula: C6H4BrNO3
• Molecular Weight: 218.007
• Hs Code.: 2908999090
• European Community (EC) Number: 806-650-9
• DSSTox Substance ID: DTXSID00429111
• Nikkaji Number: J1.091.384E
• Wikidata: Q72448650
• Mol file: 101935-40-4.mol

Synonyms:2-bromo-3-nitrophenol;101935-40-4;Phenol, 2-bromo-3-nitro-;2-bromo-3-nitro-Phenol;MFCD08704555;Phenol,2-bromo-3-nitro-;2-bromo-3 nitrophenol;2-bromanyl-3-nitro-phenol;SCHEMBL970971;DTXSID00429111;HRVRWIBVVHOHNN-UHFFFAOYSA-N;CL9192;AKOS015856265;CS-W005430;MB06573;AC-22664;SY020684;AM20120535;FT-0651198;EN300-103495;A800486;AN-584/43345399

Chemical Property of 2-Bromo-3-nitrophenol

Chemical Property:

• Vapor Pressure: 0.016mmHg at 25°C
• Melting Point: 147.5°C
• Refractive Index: 1.652
• Boiling Point: 247.745 °C at 760 mmHg
• PKA: 7.39±0.25(Predicted)
• Flash Point: 103.633 °C
• PSA: 66.05000
• Density: 1.881 g/cm³
• LogP: 2.58610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 216.93746
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-3-nitrophenol

There total 11 articles about 2-Bromo-3-nitrophenol 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: 99.0%

2-Amino-3-nitrophenol (603-85-0) → 2-bromo-3-hydroxy-1-nitrobenzene (101935-40-4)

Guidance literature:

2-Amino-3-nitrophenol; With hydrogen bromide; sodium nitrite; In water; acetonitrile; at 20 ℃; for 0.5h;

With copper(I) bromide; In water; acetonitrile; at 60 ℃; for 1h;

DOI:10.1002/chem.201701707

Reference yield: 98.0%

2-bromo-1-methoxy-3-nitrobenzene (67853-37-6) → 2-bromo-3-hydroxy-1-nitrobenzene (101935-40-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -70 - 20 ℃; for 26h; Product distribution / selectivity; Inert atmosphere;

Reference yield: 43.0%

2-bromo-6-nitrophenyl trifluoromethanesulfonate + tri-n-butyl(vinyl)tin (7486-35-3) → 2-bromo-3-hydroxy-1-nitrobenzene (101935-40-4) + 1-bromo-2-ethenyl-3-nitrobenzene (90481-68-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; lithium chloride; In N,N-dimethyl-formamide; at 24 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.02.051

upstream raw materials:

2-Amino-3-nitrophenol

meta-nitrophenol

bromine

4-bromo-3-nitroanizole

Downstream raw materials:

4'-benzyloxy-6-nitro-biphenyl-2-ol

Refernces

• 1、 Miyaji, Ryota,Asano, Keisuke,Matsubara, Seijiro. "Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts". supporting information. p. 9996 - 10000. Retrieved 2017/08/01.
• 2、 -. "CHEMICAL COMPOUNDS". Page/Page column 65; 66. . Retrieved 2009/10/22.