10539-14-7

Basic information

• Product Name: 2-Amino-4,6-dibromophenol
• Synonyms: 2-Amino-4,6-dibromophenol;6-Amino-2,4-dibromophenol;NSC 523901
• CAS NO: 10539-14-7
• Molecular Formula: C₆H₅Br₂NO
• Molecular Weight: 266.92
• Mol File: 10539-14-7.mol

Chemical Properties

• Melting Point: 88-95°C
• Boiling Point: 287.8°C at 760 mmHg
• Flash Point: 127.9°C
• Appearance: /
• Density: 2.178g/cm³
• Vapor Pressure: 0.0014mmHg at 25°C
• Refractive Index: 1.707
• Storage Temp.: 2-8°C
• PKA: 7.66±0.23(Predicted)
• CAS DataBase Reference: 2-Amino-4,6-dibromophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4,6-dibromophenol(10539-14-7)
• EPA Substance Registry System: 2-Amino-4,6-dibromophenol(10539-14-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-42
• Safety Statements: 22-26-45
• WGK Germany: 3
• Hazardous Substances Data: 10539-14-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-Amino-4,6-dibromophenol is used as a key intermediate in the synthesis of various chemical compounds. Its unique structure and bromine content make it a valuable building block for creating new molecules with specific properties and applications.
Used in Pharmaceutical Applications:
2-Amino-4,6-dibromophenol is used as a starting material or intermediate in the development of pharmaceutical products. Its chemical properties allow for the creation of new drug candidates with potential therapeutic benefits.
Used in Research and Development:
2-Amino-4,6-dibromophenol is employed as a research compound in academic and industrial laboratories. It serves as a model system for studying the effects of bromination on chemical reactivity and the development of new synthetic methodologies.
Used in Environmental Monitoring:
Due to its brominated nature, 2-Amino-4,6-dibromophenol can be used as a reference compound in environmental monitoring studies. It helps in understanding the behavior and potential impacts of brominated compounds in the environment, including their persistence, bioaccumulation, and toxicity.
Used in Material Science:
2-Amino-4,6-dibromophenol can be incorporated into the development of new materials with specific properties, such as flame retardancy or UV protection. Its bromine content contributes to these characteristics, making it a useful component in material science applications.

InChI:InChI=1/C6H5Br2NO/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H,9H2

Upstream product

• 7647-01-0 hydrogenchloride 
• 858013-69-1 4,6,4',6'-tetrabromo-2,2'-azo-di-phenol 
• 95-55-6 2-amino-phenol 
• 5459-02-9 5-7-Dibromo-3H-benzooxazol-2-one 
• 15969-09-2 2,4-dibromo-6-nitrophenol 

Downstream Products

• 55202-09-0 2-acetamido-4,6-dibromophenol 
• 856632-74-1 2,4-dibromo-6-diazocyclohexa-2,4-dien-1-one 
• 96464-31-2 2,4-dibromo-6-(4-nitro-benzylidenamino)-phenol 
• 859807-91-3 (3,5-dibromo-2-hydroxy-phenyl)-carbamic acid phenyl ester 
• 861348-79-0 [1]naphthoic acid-(3,5-dibromo-2-hydroxy-anilide) 
• 87013-12-5 2-acetamido-6-bromo-1,4-benzoquinone 
• 5459-02-9 5-7-Dibromo-3H-benzooxazol-2-one 
• 872279-31-7 1-benzoylamino-3,5-dibromo-2-(4-nitro-benzoyloxy)-benzene 
• 872279-33-9 1-benzoylamino-3,5-dibromo-2-hexanoyloxy-benzene 
• 861344-19-6 benzoic acid-(3,5-dibromo-2-hydroxy-anilide) 

Relevant articles and documents

In vitro anti-Candida activity and action mode of benzoxazole derivatives

A newly synthetized series of N-phenacyl derivatives of 2-mercaptobenzoxazole, including analogues of 5-bromo- and 5,7-dibromobenzoxazole, were screened against Candida strains and the action mechanism was evaluated. 2-(1,3-benzoxazol-2-ylsulfanyl)-1-(4-b

Synthesis and some transformations of polybrominated quinone diazides

The reduction of polybrominated o- and p-nitrophenols with granular tin in concentrated aqueous HCl gave polybrominated aminophenols which were diazotized with sodium nitrite in concentrated sulfuric acid at 0°C to obtain polybrominated o- and p-quinone diazides. Their thermolysis with elimination of nitrogen generated ketocarbenes which reacted with acetylacetone to form insertion products at the activated methylene group. Ketocarbenes generated from o-quinone diazides reacted with typical dipolarophiles such as acetonitrile, benzonitrile, styrene, and phenylacetylene to afford the corresponding [3 + 2]-cycloaddition products.

Rapid and total bromination of aromatic compounds using TsNBr2 without any catalyst

N,N-Dibromo-p-toluenesulfonamide (TsNBr2) has been found to be a new reagent for bromination of aromatic compounds. The reaction is extremely fast and goes into completion instantaneously at ambient temperature to produce exclusively the corresponding polybrominated product. This procedure is applicable to various phenols, anisole, and anilines to give corresponding polybrominated compound as a single product in excellent yield.

Regiospecific oxyhalogenation of aromatics over SBA-15-supported nanoparticle group IV-VI metal oxides

TiOx, VOx, MoOx and WOx supported on SBA-15 exhibit efficient catalytic activity for oxyhalogenation of aromatics with the H2O2-halide ion system. Unlike the hitherto known solid catalysts, these reusable catalysts yield the para-halogenated product with 100% selectivity at 298 K and moderate acidic pH (3-5). The catalytic activity was enhanced by five orders of magnitude when supported on SBA-15. Springer Science+Business Media, LLC 2010.