52805-45-5

Basic information

• Product Name: 3-BROMO-4-HYDROXY-5-METHOXYBENZONITRILE
• Synonyms: Albb-008944;Benzonitrile, 3-broMo-4-hydroxy-5-Methoxy-
• CAS NO: 52805-45-5
• Molecular Formula: C₈H₆BrNO₂
• Molecular Weight: 228.05
• Product Categories: C8 to C9Chemical Synthesis;Cyanides/Nitriles;New Products for Chemical Synthesis;Nitrogen Compounds;Organic Building BlocksOrganic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 52805-45-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143-146 °C
• Boiling Point: 280.7 °C at 760 mmHg
• Flash Point: 123.6 °C
• Appearance: /
• Density: 1.71 g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• CAS DataBase Reference: 3-BROMO-4-HYDROXY-5-METHOXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-HYDROXY-5-METHOXYBENZONITRILE(52805-45-5)
• EPA Substance Registry System: 3-BROMO-4-HYDROXY-5-METHOXYBENZONITRILE(52805-45-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 52805-45-5(Hazardous Substances Data)

Usage

General Description

3-Bromo-4-hydroxy-5-methoxybenzonitrile is a specialized chemical compound largely used in research and development settings, predominantly within the field of organic chemistry. It is recognized for its composition of bromine, hydroxyl, methoxy, and nitrile functional groups attached to a benzene ring. These linked functional groups make it versatile for various reactions, often serving as a critical intermediate in the synthesis of more complex molecules. The compound is typically found as a solid and should be handled following strict safety procedures due to its potentially harmful effects if ingested or in contact with skin or eyes. Its molecular formula is C8H5BrNO2, but it is often identified by its CAS number, 905733-94-4, in chemical databases and suppliers.

InChI:InChI=1/C8H6BrNO2/c1-12-7-3-5(4-10)2-6(9)8(7)11/h2-3,11H,1H3

Upstream product

• 515847-71-9 4-acetoxy-3-bromo-5-methoxy-benzonitrile 
• 1428637-17-5 C₉H₁₀BrNO₃ 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 6948-30-7 5-bromoveratralaldehyde 
• 121-33-5 vanillin 
• 2556-04-9 4-(benzyloxy)-3-bromo-5-methoxybenzaldehyde 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 52805-35-3 4-Benzyloxy-3-brom-5-methoxybenzonitril 

Downstream Products

• 53474-08-1 3-bromo-5-aminocatechol dimethyl ether 

Relevant articles and documents

One pot synthesis of aryl nitriles from aromatic aldehydes in a water environment

In this study, we found a green method to obtain aryl nitriles from aromatic aldehyde in water. This simple process was modified from a conventional method. Compared with those approaches, we used water as the solvent instead of harmful chemical reagents. In this one-pot conversion, we got twenty-five aryl nitriles conveniently with pollution to the environment being minimized. Furthermore, we confirmed the reaction mechanism by capturing the intermediates, aldoximes.

Discovery of novel VEGFR-2 inhibitors. Part II: Biphenyl urea incorporated with salicylaldoxime

A series of novel VEGFR-2 inhibitors containing oxime as hinge binding fragment were described. A strategy of pseudo six-membered ring formed through intramolecular hydrogen bond was employed to mimic the planar quinazoline. The oxime group was firstly introduced to interact with hinge region of VEGFR-2. Most of compounds tested showed moderate to high VEGFR-2 inhibitory activity. In particular, 12l, 12p and 12y exhibited significant enzymatic inhibitory activity as well as potent antiproliferative activity against cancer cells. Molecular docking suggested that the salicylaldoxime formed two hydrogen bonds with hinge region. These biphenylureas could serve as promising lead compounds for developing novel anticancer agents.

Ruthenium-catalyzed intramolecular selective halogenation of O-methylbenzohydroximoyl halides: A new route to halogenated aromatic nitriles

The intramolecular halogenation of O-methylbenzohydroximoyl halides in the presence of a Ru catalyst and the ligand diphenylacetylene afforded halo substituted aromatic nitriles in a highly regioselective manner. Further, substituted nitriles were converted into substituted tetrazole derivatives in the presence of NaN3 and I2.