67984-81-0

Basic information

• Product Name: 2,3-DIHYDROXYBENZONITRILE
• Synonyms: BENZONITRILE, 2,3-DIHYDROXY-;2,3-DIHYDROXYBENZONITRILE;3-Cyanocatechol
• CAS NO: 67984-81-0
• Molecular Formula: C₇H₅NO₂
• Molecular Weight: 135.12
• EINECS: 268-005-2
• Mol File: 67984-81-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 192-193 °C
• Boiling Point: 305.2°C at 760 mmHg
• Flash Point: 138.4°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 0.000461mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.00±0.10(Predicted)
• CAS DataBase Reference: 2,3-DIHYDROXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDROXYBENZONITRILE(67984-81-0)
• EPA Substance Registry System: 2,3-DIHYDROXYBENZONITRILE(67984-81-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 67984-81-0(Hazardous Substances Data)

Usage

General Description

2,3-Dihydroxybenzonitrile is a chemical compound with the molecular formula C7H5NO2. It is a colorless crystalline solid and is classified as a nitrile. The compound is widely used in the pharmaceutical industry as a building block for the synthesis of various drug molecules. It is also used in the production of dyes and as an intermediate in the synthesis of organic compounds. 2,3-Dihydroxybenzonitrile has been found to have antioxidant and antibacterial properties, making it a potentially valuable compound for various industrial and medical applications.

InChI:InChI=1/C7H5NO2/c8-4-5-2-1-3-6(9)7(5)10/h1-3,9-10H

Upstream product

• 19337-60-1 3-iodo-1,2-benzenediol 
• 2179-92-2 tri-n-butyltin cyanide 
• 611-20-1 salicylonitrile 
• 1521-38-6 2,3-dimethoxybenzoic acid 
• 7169-06-4 2,3-dimethoxybenzoyl chloride 
• 1521-39-7 2,3-dimethoxybenzamide 
• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 138769-96-7 (5S,6R)-5,6-dihydroxycyclohexa-1,3-dienecarbonitrile 
• 7797-83-3 2H-benzo[d]1,3-dioxolane-4-carbaldehyde 
• 5653-62-3 2,3-dimethoxybenzonitrile 
• 100-47-0 benzonitrile 
• 110827-84-4 2,3-dihydroxybenzaldehyde oxime 
• 108-24-7 acetic anhydride 

Downstream Products

• 28911-18-4 5-formyl-2,3-dihydroxybenzonitrile 
• 1037282-58-8 2-hydroxy-3-(3,6,9-trioxadecyloxy)benzonitrile 
• 1268613-20-2 C₈H₉NO₃ 
• 1204751-09-6 (S)-4,5-dihydro-2-[2-hydroxy-3-(3,6-dioxaheptyloxy)phenyl]-4-methyl-4-thiazolecarboxylic acid 
• 1360431-26-0 2-hydroxy-3-(3,6,9,12-tetraoxatridecyloxy)benzonitrile 
• 303-38-8 2,3-Dihydroxybenzoic acid 
• 945635-15-4 (4,5)-2-(2-hydroxy-3-{2-[2-(2-methoxyethoxy)ethoxy]-ethoxy}phenyl)-4-methyl-4,5-dihydrothiazole-1,3-thiazole-4-carboxylic acid 
• 1443045-62-2 2-cyano-6-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenolate 
• 1346428-01-0 methyl 2-(2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)phenyl)-4-methyl-4,5-dihydro-1H-imidazole-4-carboxylate 
• 1346427-99-3 ethyl 2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)benzimidate hydrochloride 
• 1346427-20-0 2-(2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)phenyl)-4-methyl-4,5-dihydro-1H-imidazole-4-carboxylic acid 
• 1346427-97-1 2-hydroxy-3-(3,6-dioxaheptyloxy)benzonitrile 
• 739326-10-4 2,3-dihydroxybenzamidoxime 
• 847355-88-8 (S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-4-methyl-4-thiazolecarboxylic acid 

Relevant articles and documents

Iron-catalyzed arene C-H hydroxylation

The sustainable, undirected, and selective catalytic hydroxylation of arenes remains an ongoing research challenge because of the relative inertness of aryl carbon-hydrogen bonds, the higher reactivity of the phenolic products leading to over-oxidized by-products, and the frequently insufficient regioselectivity. We report that iron coordinated by a bioinspired L-cystine-derived ligand can catalyze undirected arene carbon-hydrogen hydroxylation with hydrogen peroxide as the terminal oxidant. The reaction is distinguished by its broad substrate scope, excellent selectivity, and good yields, and it showcases compatibility with oxidation-sensitive functional groups, such as alcohols, polyphenols, aldehydes, and even a boronic acid. This method is well suited for the synthesis of polyphenols through multiple carbon-hydrogen hydroxylations, as well as the late-stage functionalization of natural products and drug molecules.

PROCESS FOR PREPARATION OF 2,3-DIHYDROXY BENZONITRILE

The present invention relates to one pot process for the preparation of 2,3-dihydroxy benzonitrile from 2,3-dialkoxy benzoic acid without prior isolation of the intermediates. Further the invention relates to the preparation of 2,3-dihydroxy benzonitrile by dealkylation of 2,3-dialkoxy benzonitrile using suitable aluminum salt-amine complex.

Synthesis of acinetobactin

A structure involving the absolute configuration of acinetobactin (1b) was clarified. It was reconfirmed that preacinetobactin (1a) produced 1b by a rearrangement reaction.