15969-10-5

Basic information

• Product Name: 2-bromo-4-chloro-6-nitro-phenol
• Synonyms: Phenol, 2-broMo-4-chloro-6-nitro-
• CAS NO: 15969-10-5
• Molecular Formula: C₆H₃BrClNO₃
• Molecular Weight: 252.45
• Mol File: 15969-10-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 250.1 °C at 760 mmHg
• Flash Point: 105 °C
• Appearance: white like or light brown crystalline powder
• Density: 1.974 g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.57±0.38(Predicted)
• CAS DataBase Reference: 2-bromo-4-chloro-6-nitro-phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-4-chloro-6-nitro-phenol(15969-10-5)
• EPA Substance Registry System: 2-bromo-4-chloro-6-nitro-phenol(15969-10-5)

Safety Data

• Hazardous Substances Data: 15969-10-5(Hazardous Substances Data)

Usage

Description

2-bromo-4-chloro-6-nitro-phenol is a chemical compound characterized by its molecular formula C6H3BrClNO3. It is a yellow crystalline substance known for its versatile applications in various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
2-bromo-4-chloro-6-nitro-phenol is used as an intermediate in the synthesis of various pharmaceuticals. Its chemical structure allows it to be a key component in the production of drugs with specific therapeutic effects.
Used in Dye Industry:
In the dye industry, 2-bromo-4-chloro-6-nitro-phenol is utilized as an intermediate for the production of different types of dyes. Its unique color properties make it a valuable component in creating a wide range of colorants.
Used in Antimicrobial Applications:
2-bromo-4-chloro-6-nitro-phenol is known for its antimicrobial properties, making it a suitable ingredient in the manufacturing of antiseptics and disinfectants. Its ability to inhibit the growth of microorganisms contributes to the effectiveness of these products in maintaining hygiene and preventing infections.
Used in Environmental Remediation:
2-bromo-4-chloro-6-nitro-phenol has been studied for its potential applications in environmental remediation. Its chemical properties may allow it to be used in processes that help clean up contaminated environments, such as water and soil.
Used as a Precursor in Chemical Production:
2-bromo-4-chloro-6-nitro-phenol also serves as a precursor for the production of other chemical compounds. Its versatility in chemical reactions makes it a valuable starting material for synthesizing a variety of products.
It is crucial to handle and store 2-bromo-4-chloro-6-nitro-phenol with care due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken to minimize risks associated with its use.

InChI:InChI=1/C6H3BrClNO3/c7-4-1-3(8)2-5(6(4)10)9(11)12/h1-2,10H

Upstream product

• 695-96-5 2-bromo-4-chlorophenol 
• 89-64-5 p-chloro-o-nitrophenol 
• 88-87-9 4-chloro-2,6-dinitrophenol 
• 106-48-9 4-chloro-phenol 
• 573-56-8 2,6-dinitrophenol 
• 13073-25-1 2-bromo-6-nitro-phenol 
• 92044-52-5 1-(benzyloxy)-4-chloro-2-nitrobenzene 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 5324-13-0 2,6-dibromo-4-chlorophenol 
• 64-19-7 acetic acid 
• 7697-37-2 nitric acid 

Downstream Products

• 376592-93-7 3′-amino-2′-hydroxy biphenyl-3-carboxylic acid 
• 376592-58-4 5'-chloro-2'-hydroxy-3'-nitrobiphenyl-3-carboxylic acid 
• 179314-60-4 6-amino-2-bromo-4-chloro-phenol 
• 88-87-9 4-chloro-2,6-dinitrophenol 
• 488-48-2 tetrabromobenzoquinone 

Relevant articles and documents

Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation

The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.

Novel method for preparing Eltrombopag intermediate

The invention provides a method for preparing a compound shown as the formula I (please see the formula in the description). The method specifically comprises the following steps that 1, a compound shown as the formula (II) (please see the formula in the description) reacts with a compound shown as formula (V) (please see the formula in the description) under the alkaline condition to generate a compound shown as the formula (III) (please see the formula in the description); 2, the compound shown as the formula (III) (please see the formula in the description) reacts with a compound shown as the formula (VI) (please see the formula in the description) under the alkaline condition in the presence of palladium carbon to generate a compound shown as the formula (IV) (please see the formula in the description); 3, the compound shown as the formula (IV) (please see the formula in the description) reacts in the presence of palladium carbon and a hydrogen source under the alkaline condition to generate the compound shown as the formula (I) (please see the formula in the description). According to the method, design is ingenious, protecting group removal, dechlorination and nitro reduction are together completed in the final hydrogenation process, and the purity of the obtained compound shown as the formula (I) (please see the formula in the description) is high; the most important thing is that compared with other Suzuki coupling agents, cost of palladium carbon is lower, a source of palladium carbon is wide and easy to obtain, palladium carbon can be directly recycled and reused after being simply filtered and separated, and therefore the material cost is greatly reduced; meanwhile, emission of three wastes is reduced, and the method is quite suitable for industrialized production.

PROCESSES FOR THE PREPARATION OF AN INTERMEDIATE IN THE SYNTHESIS OF ELTROMBOPAG

3'-Amino-2'-hydroxybiphenyl-3-carboxylic acid (BPCA) and related compounds have been prepared using compounds such as: wherein R1 is -H, -Cl or -F; R2 is -Br or -I; and R3 is -H or -N02. BPCA is useful, for example, in the preparation of Eltrombopag.