40530-18-5

Basic information

• Product Name: 5-BROMO-2-HYDROXYBENZONITRILE
• Synonyms: BUTTPARK 20\02-76;5-BROMO-2-HYDROXYBENZONITRILE;4-BROMO-2-CYANOPHENOL;5-BROMOSALICYLONITRILE;AKOS BBS-00003099;2-HYDROXY-5-BROMOBENZONITRILE;4-Bromo-2-cyanophenol 2-Hydroxy-5-bromobenzonitrile;4-Bromo-2-cyanophenol, 5-Bromosalicylonitrile
• CAS NO: 40530-18-5
• Molecular Formula: C₇H₄BrNO
• Molecular Weight: 198.02
• EINECS: 254-958-1
• Product Categories: Aromatic Nitriles;Nitrile;Bromine Compounds;Nitriles;Phenols;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;Building Blocks;C6 to C7;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 40530-18-5.mol
• Article Data: 20

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 282.8 °C at 760 mmHg
• Flash Point: 124.8 °C
• Appearance: /
• Density: 1.79
• Vapor Pressure: 0.00192mmHg at 25°C
• Refractive Index: 1.656
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: slightly sol. in Methanol
• PKA: 6.60±0.18(Predicted)
• CAS DataBase Reference: 5-BROMO-2-HYDROXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-HYDROXYBENZONITRILE(40530-18-5)
• EPA Substance Registry System: 5-BROMO-2-HYDROXYBENZONITRILE(40530-18-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-24/25
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 40530-18-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-white crystalline

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

Upstream product

• 144649-99-0 5-bromo-2-methoxybenzonitrile 
• 14804-31-0 2-methyl-4-bromoanisole 
• 184970-28-3 4-bromo-2-(bromomethyl)-1-methoxybenzene 
• 1761-61-1 5-bromosalicyclaldehyde 
• 106-41-2 4-bromo-phenol 
• 68-12-2 N,N-dimethyl-formamide 
• 82486-43-9 2-hydroxy-5-bromobenzaldehyde oxime 
• 611-20-1 salicylonitrile 
• 50-00-0 formaldehyd 
• 13589-72-5 5-chloro-2-hydroxybenzonitrile 

Downstream Products

• 93680-09-2 6-Bromo-2-dimethylamino-benzo[e][1,3]oxazin-4-one 
• 851382-94-0 5-bromo-2-hydroxybenzimidamide 
• 1169559-70-9 4-bromo-2-cyanophenyl tert-butyl carbonate 
• 318259-87-9 2-(4-bromo-2-cyanophenoxy)acetamide 
• 1261824-59-2 2-(3-cyano-4-hydroxyphenyl)acetic acid 
• 1292298-95-3 2-(4-benzyloxy-3-cyanophenyl)-2-oxoethyl-4-(tert-butoxycarbonylamino)butanoate 
• 1292298-85-1 4-(2-(3-cyano-4-hydroxyphenyl)-2-oxoethoxy)-4-oxobutan-1-aminium-2,2,2-trifluoroacetate 
• 1292299-12-7 2-(acetyloxy)-1-[3-cyano-4-(phenylmethoxy)phenyl]ethanone 
• 1292298-89-5 2-(3-cyano-4-hydroxyphenyl)-2-oxoethyl acetate 
• 50916-45-5 1-(4-benzyloxy-3-cyanophenyl)ethanone 
• 50916-47-7 1-(4-benzyloxy-3-cyanophenyl)-2-bromoethanone 
• 1139901-88-4 tert-butyl 2-(3’-cyano-4’-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 
• 144060-53-7 febuxostat 
• 1365052-61-4 C₁₇H₁₃BrClN₃O 

Relevant articles and documents

Preparation method for 4-substituted piperidine derivative

The invention discloses a preparation method for a 4-substituted piperidine derivative, i.e., 4-((2-(aminomethyl)-4-bromophenoxyl)methyl)piperidine-1-t-butyl formate. According to the invention, 5-bromo-2-hydroxybenzaldehyde is used as a starting material and subjected to oximation, elimination, etherification and catalytic hydrogenation so as to prepare the target derivative. The prepared derivative is an important medical intermediate.

Utility of Nitrogen Extrusion of Azido Complexes for the Synthesis of Nitriles, Benzoxazoles, and Benzisoxazoles

The utility of the nitrogen extrusion reaction of azido complexes, generated in situ from the corresponding aldehydes or ketones with TMSN3 in the presence of ZrCl4 or TfOH, has been described. These azido complexes could undergo three different pathways, depending on the substrates. First, azido methanolate complexes or imine diazonium ions could lead to benzisoxazole products via an intramolecular nucleophilic substitution. Second, imine diazonium ions could also undergo either the elimination of proton to provide nitrile products in good to excellent yields or an aryl migration, followed by an intramolecular nucleophilic addition, to give benzoxazole products in good yields.

Synthesis and biological evaluation of some novel benzofuranpyridine derivatives

5-Bromo-3-amino-2-acetyl benzofuran 3 was prepared by the reaction of 5- bromosalicylonitrile 2 with chloroacetone in dry acetone in presence of anhydrous potassium carbonate to maintain basic condition. The Claisen-Schmidt condensation of compound 3 with various substituted aromatic aldehydes in presence of strong base in absolute ethanol gave 5-bromo-3-amino-2-arylidine acetyl benzofuran 4a-f in good yields. The compounds 4a-f upon treatment with orthophosphoric acid in acetic acid underwent cyclisation and resulted in the formation of above titled compounds 5a-f. All synthesized compounds were characterized on the basis of its physical constant, analytical and spectral studies. Further these compounds were evaluated for their antibacterial and antifungal activities.