1527-89-5

Basic information

• Product Name: 3-Methoxybenzonitrile
• Synonyms: 1-Cyano-3-methoxybenzene;1-Methoxy-3-cyanobenzene;3-Methoxybenzonitrile,98%;3-Methoxybenzonitrile, 98% 5ML;3-Cyanoanisole, m-Anisonitrile;3-Methoxybenzonitrile, 97+%;Between Methoxy benzene nitrile;M-ANISONITRILE
• CAS NO: 1527-89-5
• Molecular Formula: C₈H₇NO
• Molecular Weight: 133.15
• EINECS: 216-201-3
• Product Categories: Phenyls & Phenyl-Het;C8 to C9;Cyanides/Nitriles;Nitrogen Compounds;cyanide;Aromatic Nitriles;Phenyls & Phenyl-Het;Nitriles
• Mol File: 1527-89-5.mol
• Article Data: 171

Chemical Properties

• Melting Point: 20-22°C
• Boiling Point: 111-112 °C13 mm Hg(lit.)
• Flash Point: 221 °F
• Appearance: clear colourless to light yellow liquid
• Density: 1.089 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0567mmHg at 25°C
• Refractive Index: n20/D 1.5402(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Slightly soluble in water
• BRN: 1932666
• CAS DataBase Reference: 3-Methoxybenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxybenzonitrile(1527-89-5)
• EPA Substance Registry System: 3-Methoxybenzonitrile(1527-89-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37-24/25
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1527-89-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to light yellow liquid

Uses

3-Methoxybenzonitrile has been used in the synthesis of new organic pigments which were evaluated as the active medium of the solid-state dye laser.

General Description

3-Methoxybenzonitrile undergoes dealkylation on treatment with SiCl4/LiI and BF3.

InChI:InChI=1/C8H7NO/c1-10-8-4-2-3-7(5-8)6-9/h2-5H,1H3

Upstream product

• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 860724-68-1 chloro-(3-methoxy-benzyliden)-amine 
• 141-52-6 sodium ethanolate 
• 110-46-3 isopentyl nitrite 
• 115484-88-3 1-(3-methoxy-phenyl)-nonadecan-2-one 
• 67-56-1 methanol 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 143-33-9 sodium cyanide 
• 536-90-3 m-Anisidine 
• 69113-59-3 3-iodobenzonitrile 
• 38489-80-4 (E)-3-methoxybenzaldoxime 
• 2398-37-0 3-methoxyphenyl bromide 
• 557-21-1 dicyanozinc 

Downstream Products

• 5585-14-8 3,4-diphenyl-furazan 2-oxide 
• 54494-11-0 5-(3-methoxyphenyl)-3-phenyl-1,2,4-oxadiazole 
• 174688-81-4 N-acetyl-(3-methoxyphenyl)methanamine 
• 71372-40-2 (3-methoxyphenyl)(m-tolyl)methanone 
• 22020-68-4 2,5-bis(2-methylphenyl)-1,3,4-oxadiazole 
• 69095-72-3 3-(o-tolyl)-5-(m-methoxyphenyl)-1H-1,2,4-triazole 
• 69095-72-3 3-(o-tolyl)-5-(m-methoxyphenyl)-4H-1,2,4-triazole 
• 586-38-9 3-Methoxybenzoic acid 
• 73453-77-7 3-(4,4-dimethyloxazolin 2-yl)anisole 
• 873-62-1 m-cyanophenol 
• 153644-81-6 1-(3-methoxyphenyl)hex-5-en-1-one 
• 61161-41-9 2-(3-methoxyphenyl)-4,5-dihydro-1H-imidazole 
• 348637-69-4 6-(3-methoxylphenyl)-5H-pyrrolo[2,3-b]pyrazine 
• 99209-60-6 1-(3-methoxyphenyl)-1-octyne 

Relevant articles and documents

Increasing the scope of palladium-catalyzed cyanations of aryl chlorides

An improved protocol for the palladium-catalyzed cyanation of electron-rich aryl chlorides with potassium ferrocyanide [K4[Fe(CN)6]] is presented. Compared to previous procedures the substrate scope is significantly broadened.

Synthesis of low molecular weight compounds with complement inhibition activity

An attempt was made to synthesize a series of non-cytotoxic low molecular weight meta-substituted aromatic ethers (2-4, 5-7) and some of their bioisosteres (14-16) and to evaluate their activity on the activation of human complement (classical pathway) and their intrinsic hemolytic activity. The in vitro assay results of the inhibition of complement-mediated hemolysis by these analogues indicate that the aldehydic meta substituted aromatic ethers show inhibitory potency, while carboxylic acid meta substituted aromatic ethers show hemolytic activity. Some of the bioisosteres exhibit both inhibitory as well as hemolytic property.

Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst

A cyanide-free aromatic cyanation was developed that uses nitromethane as a cyanide source in water with an amphiphilic polystyrene poly(ethylene glycol) resin-supported palladium catalyst and an alkyl halide (1-iodobutane). The cyanation proceeds through the palladium-catalyzed cross-coupling of an aryl halide with nitromethane, followed by transformation of the resultant (nitromethyl)arene intermediate into a nitrile by 1-iodobutane.

Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile

A copper-promoted cyanation of aryl iodides has been successfully developed by using N,N-dimethyl aminomalononitrile as the cyanide source with moderate toxicity and better stability. This reaction features broad substrate scope, excellent reaction yields, readily available catalyst, and simple reaction conditions.