189680-06-6

Basic information

• Product Name: 2-BROMO-5-HYDROXYBENZONITRILE
• Synonyms: 2-BroMo-5-hydroxybenzonitrle
• CAS NO: 189680-06-6
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.03
• Product Categories: Aromatic Nitriles
• Mol File: 189680-06-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 321.212 °C at 760 mmHg
• Flash Point: 148.064 °C
• Appearance: /
• Density: 1.794 g/cm³
• Vapor Pressure: 0.000161mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.01±0.18(Predicted)
• CAS DataBase Reference: 2-BROMO-5-HYDROXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-5-HYDROXYBENZONITRILE(189680-06-6)
• EPA Substance Registry System: 2-BROMO-5-HYDROXYBENZONITRILE(189680-06-6)

Safety Data

• Hazardous Substances Data: 189680-06-6(Hazardous Substances Data)

Usage

Uses

2-Bromo-5-hydroxybenzonitrile is a reagent used in the synthesis of various pharmaceutical goods.

InChI:InChI=1/C7H4BrNO/c8-7-2-1-6(10)3-5(7)4-9/h1-3,10H

Upstream product

• 873-62-1 m-cyanophenol 

Downstream Products

• 856167-68-5 2-(2-methylpropyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 
• 1609581-12-5 2-bromo-5-{[tert-butyl(dimethyl)silyl]oxy}benzonitrile 
• 1609581-14-7 5-{[tert-butyl(dimethyl)silyl]oxy}-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile 

Relevant articles and documents

Synthesis of highly substituted fluorenones via metal-free TBHP-promoted oxidative cyclization of 2-(aminomethyl)biphenyls. Application to the total synthesis of nobilone

Highly substituted fluorenones are readily prepared in mostly fair to good yields via metal- and additive-free TBHP-promoted cross-dehydrogenative coupling (CDC) of readily accessible N-methyl-2-(aminomethyl)biphenyls and 2-(aminomethyl)biphenyls. This methodology is compatible with numerous functional groups (methoxy, cyano, nitro, chloro, and SEM and TBS-protective groups for phenols) and was further utilized in the first total synthesis of the natural product nobilone.

Regioselective electrophilic aromatic bromination: Theoretical analysis and experimental verification

Electrophilic aromatic bromination is the most common synthetic method used to prepare aryl bromides, which are very useful intermediates in organic synthesis. To understand the experimental results in electrophilic aromatic brominations, ab initio calculations are used here for a tentative analysis of the positional selectivity. The calculated results agree well with the corresponding experimental data, and the reliability of the resulting positional selectivity was verified by the corresponding experimental data.

SUBSTITUTED PARA-BIPHENYLOXYMETHYL DIHYDRO OXAZOLOPYRIMIDINONES, PREPARATION AND USE THEREOF

The present invention relates to a series of substituted para-biphenyloxymethyl dihydro oxazolopyrimidinones of formula (I) as defined herein. This invention also relates to methods of making these compounds including novel intermediates. The compounds of