6812-16-4

Basic information

• Product Name: 2-HYDROXY-3-METHOXYBENZONITRILE
• Synonyms: 2-HYDROXY-3-METHOXYBENZONITRILE;BENZONITRILE, 2-HYDROXY-3-METHOXY-;BUTTPARK 84\02-47;2-hydroxy-3-methoxybenzenecarbonitrile;3-Methoxysalicylonitrile;o-Vanillonitrile
• CAS NO: 6812-16-4
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 6812-16-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 268.209 °C at 760 mmHg
• Flash Point: 116.009 °C
• Appearance: /
• Density: 1.245 g/cm³
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.569
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-HYDROXY-3-METHOXYBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3-METHOXYBENZONITRILE(6812-16-4)
• EPA Substance Registry System: 2-HYDROXY-3-METHOXYBENZONITRILE(6812-16-4)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3439
• HazardClass: IRRITANT
• Hazardous Substances Data: 6812-16-4(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-3-Methoxybenzonitrile is a chemical compound primarily categorized under the class of organic compounds known as O-Methoxyphenols. These are phenols in which the hydroxyl group is ortho or meta to a methoxy group. It is an aromatic compound that has a cyanide (nitrile) group, indicating the presence of a carbon-nitrogen triple bond, attached to a benzene ring. The benzene ring also has a hydroxy group (-OH) and a methoxy group (-OCH3) attached to it. The presence of these contrasting functional groups makes it attract interest in various chemical reactions and further synthesizing processes. Details regarding the practical uses, safety, and toxicity of 2-Hydroxy-3-Methoxybenzonitrile are relatively scant, indicating it may not be widely used in industrial applications.

InChI:InChI=1/C8H7NO2/c1-11-7-4-2-3-6(5-9)8(7)10/h2-4,10H,1H3

Upstream product

• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 2169-99-5 o-vanillinoxime 
• 108-24-7 acetic anhydride 

Downstream Products

• 5653-62-3 2,3-dimethoxybenzonitrile 
• 104245-09-2 anguibactin 
• 540751-00-6 7-methoxy-3-phenylbenzo[d]isoxazole 
• 1337458-56-6 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-6-methoxyphenol 
• 1337458-45-3 (S)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-methoxyphenol 
• 1072878-92-2 (3-amino-7-methoxybenzofuran-2-yl)(3,4,5-trimethoxyphenyl)-methanone 
• 703-98-0 1-(2-hydroxy-3-methoxyphenyl)ethanone 
• 88791-23-5 S-(2-cyano-6-methoxyphenyl)-NN-dimethylthiocarbamate 
• 88791-27-9 3-amino-7-methoxy-1,2-benzisothiazole 
• 88791-24-6 2-mercapto-3-methoxybenzonitrile 
• 115713-42-3 8,2'-dimethoxyflavone 
• 115713-41-2 8,2'-dihydroxyflavone 
• 115713-40-1 2'-hydroxy-2,3'-dimethoxychalcone 
• 269075-51-6 2-(4-Bromobenzoyl)-7-methoxy-1-benzofuran-3-amine 

Relevant articles and documents

p-TsOH mediated solvent and metal catalyst free synthesis of nitriles from aldehydes via Schmidt reaction

A new and efficient protocol for the conversion of aldehyde into nitriles by modified Schmidt reaction. The reaction is carried out under solvent free condition using sodium azide as a source of nitrogen and catalysed by p-toluene sulphonic acid in presence of silica surface with no side product. This transformation gives good to excellent yield for numerous aromatic, aliphatic and heterocyclic nitriles using very simple reagent. This method has avoided the use of transition metal catalyst, toxic cyanide, hazardous solvent and offers a greener, simple and environment friendly procedure.

FeCl3-silica: A green approach for the synthesis of nitriles from oximes

A green and suitable protocol for the conversion of aldoximes into nitriles is described. The transformation is carried out under solvent-free conditions using FeCl3-silica medium. The protocol offers a green, single-step facile procedure with the use of less toxic metal salt to isolate nitriles in good to excellent yields.

Chemoselective Schmidt reaction mediated by triflic acid: Selective synthesis of nitriles from aldehydes

An excellent utility of Schmidt reaction of aldehydes to access corresponding nitriles in an instantaneous reaction is demonstrated. The reaction of aldehydes with NaN3 and TfOH furnishes the corresponding nitriles in near quantitative yields and tolerates a variety of electron-withdrawing and electron-donating substituents on the substrates. Formanilides, a common side product in Schmidt reaction, is not observed in this reaction. Besides these advantages, the salient feature of this reaction is that it exhibits a remarkable chemoselectivity, as acid and ketone functionalities are well tolerated under the reaction conditions. The reaction is easily scalable, high yielding, and nearly instantaneous.