20039-91-2

Basic information

• Product Name: 2-BROMO-4-METHYL-6-NITROPHENOL
• Synonyms: 2-BROMO-4-METHYL-6-NITROPHENOL
• CAS NO: 20039-91-2
• Molecular Formula: C₇H₆BrNO₃
• Molecular Weight: 232.03
• Mol File: 20039-91-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 68°C
• Boiling Point: 254.1 °C at 760 mmHg
• Flash Point: 107.5 °C
• Appearance: /
• Density: 1.755 g/cm³
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.632
• PKA: 5.69±0.38(Predicted)
• CAS DataBase Reference: 2-BROMO-4-METHYL-6-NITROPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-METHYL-6-NITROPHENOL(20039-91-2)
• EPA Substance Registry System: 2-BROMO-4-METHYL-6-NITROPHENOL(20039-91-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 20039-91-2(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-methyl-6-nitrophenol is an organic compound that is commonly used as a precursor in the synthesis of various pharmaceuticals and dyes. It is a yellow crystalline solid with the chemical formula C7H6BrNO3. 2-BROMO-4-METHYL-6-NITROPHENOL is a derivative of phenol, with a bromine atom at the 2-position, a methyl group at the 4-position, and a nitro group at the 6-position. It is a potent and selective inhibitor of peptidyl-prolyl cis/trans isomerase and has been studied for its potential use in cancer treatment. Additionally, it is known for its antimicrobial properties and has been used in the manufacturing of antiseptic and disinfectant products.

InChI:InChI=1/C7H6BrNO3/c1-4-2-5(8)7(10)6(3-4)9(11)12/h2-3,10H,1H3

Upstream product

• 6627-55-0 2-bromo-p-cresol 
• 22002-45-5 2-bromo-4-methylanisole 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 878-59-1 2,6-dibromo-4-methyl-4-nitro-2,5-cyclohexadien-1-one 
• 7732-18-5 water 
• 106-44-5 p-cresol 
• 2432-14-6 3,5-dibromo-4-hydroxytoluene 
• 119-33-5 4-methyl-2-nitrophenol 
• 109-95-5 ethyl nitrite 
• 64-17-5 ethanol 
• 67-56-1 methanol 

Downstream Products

• 865716-65-0 2-(allyloxy)-1-bromo-5-methyl-3-nitrobenzene 
• 14151-04-3 3-bromo-2-methoxy-5-methylaniline 
• 1027593-49-2 Trifluoro-methanesulfonic acid 2-[(furan-2-carbonyl)-methyl-amino]-4-methyl-6-trimethylsilanyl-phenyl ester 
• 156498-42-9 Furan-2-carboxylic acid (2-benzyloxy-3-bromo-5-methyl-phenyl)-methyl-amide 
• 156498-36-1 Furan-2-carboxylic acid [3-bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methyl-phenyl]-methyl-amide 
• 156498-35-0 Furan-2-carboxylic acid (2-benzyloxy-3-bromo-5-methyl-phenyl)-amide 
• 156498-38-3 Furan-2-carboxylic acid (2-hydroxy-5-methyl-3-trimethylsilanyl-phenyl)-methyl-amide 
• 156498-43-0 Furan-2-carboxylic acid (3-bromo-2-hydroxy-5-methyl-phenyl)-methyl-amide 
• 156498-34-9 2-Benzyloxy-3-bromo-5-methyl-phenylamine 
• 99132-01-1 1-methoxymethoxy-4-methyl-2-nitrobenzene 
• 67823-50-1 4-(2,3-epoxy-propoxy)-3-nitro-toluene 

Relevant articles and documents

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Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.

3,4-Dihydro-2H-benzo[1,4]oxazine derivatives as 5-HT6 receptor antagonists

A series of novel 3,4-dihydro-2H-benzo[1,4]oxazine derivatives has been designed and synthesized as 5-HT6 receptor antagonists. Many of the compounds displayed subnanomolar affinities for the 5-HT6 receptor and good brain penetration in rats. The relationship of structure and lipophilicity to hERG inhibition of this series of compounds is discussed.