PHENOL, 5-BROMO-2-NITRO-

Base Information

• Chemical Name: PHENOL, 5-BROMO-2-NITRO-
• CAS No.: 27684-84-0
• Molecular Formula: C6H4BrNO3
• Molecular Weight: 218.007
• Hs Code.: 29089990
• European Community (EC) Number: 640-271-8
• DSSTox Substance ID: DTXSID70950346
• Nikkaji Number: J801.814F
• Wikidata: Q72448643
• Mol file: 27684-84-0.mol

Synonyms:2-Nitro-5-bromophenol;3-Bromo-6-nitrophenol;

Chemical Property of PHENOL, 5-BROMO-2-NITRO-

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 0.00588mmHg at 25°C
• Melting Point: 40-42 °C
• Refractive Index: 1.651
• Boiling Point: 264.6 °C at 760 mmHg
• PKA: 6.08±0.13(Predicted)
• Flash Point: 113.8 °C
• PSA: 66.05000
• Density: 1.881 g/cm³
• LogP: 2.58610
• Storage Temp.: Room temperature.
• Solubility.: Soluble in ethyl acetate and methanol.
• XLogP3: 2.5
• 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

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)O)[N+](=O)[O-]
• Uses: It is used as pharmaceutical intermediate.

Technology Process of PHENOL, 5-BROMO-2-NITRO-

There total 16 articles about PHENOL, 5-BROMO-2-NITRO- 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: 90.0%

2-(5-bromo-2-nitrophenoxy)pyridine → 5-bromo-2-nitrophenol (27684-84-0)

Guidance literature:

2-(5-bromo-2-nitrophenoxy)pyridine; With methyl trifluoromethanesulfonate; In toluene; at 90 ℃; for 2h; Inert atmosphere;

With sodium; In methanol; toluene; at 80 ℃; for 0.5h; Inert atmosphere;

Reference yield: 79.0%

para-nitrophenyl bromide (586-78-7) → 5-bromo-2-nitrophenol (27684-84-0)

Guidance literature:

With Cumene hydroperoxide; potassium tert-butylate; ammonia; In tetrahydrofuran; at -78 ℃; for 0.25h; Reflux;

DOI:10.1016/j.bmcl.2010.12.047

Reference yield: 47.0%

→ 3-Bromophenol (591-20-8) + 5-bromo-2-nitrophenol (27684-84-0)

Guidance literature:

With sulfuric acid; sodium nitrite;

DOI:10.1016/S0040-4039(01)91381-4

upstream raw materials:

3-Bromophenol

4-bromo-1,2-dinitrobenzene

para-nitrophenyl bromide

acetic acid

Downstream raw materials:

3-bromo-2,4,6-trinitro-phenol

5-bromo-2,4-dinitro-phenol

2-amino-5-bromophenol

2,3,4-tribromo-6-nitro-phenol

Refernces

• 1、 Shen, Yuehai,Xie, Qian,Norberg, Monica,Sausville, Edward,Vande Woude, George,Wenkert, David. "Geldanamycin derivative inhibition of HGF/SF-mediated Met tyrosine kinase receptor-dependent urokinase-plasminogen activation". . p. 4960 - 4971. Retrieved 2005.
• 2、 -. "A ortho-nitro phenol and its derivative synthesis method (by machine translation)". . . Retrieved 2017/08/23.
• 3、 -. "Enhanced treatment regimens using mTor inhibitors". Page/Page column 116. . Retrieved 2015/11/27.