33901-44-9

Basic information

• Product Name: 4-METHYLPHENOXYACETONITRILE
• Synonyms: BUTTPARK 48\15-55;4-METHYLPHENOXYACETONITRILE;4-Methylphenoxyacetonitrile,97%;2-(4-methylphenoxy)acetonitrile;p-Tolyloxyacetonitrile;2-(p-tolyloxy)acetonitrile
• CAS NO: 33901-44-9
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17
• EINECS: -0
• Mol File: 33901-44-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 42-44°C
• Boiling Point: 76-78°C 11mm
• Flash Point: 76-78°C/11mm
• Appearance: /
• Density: 1.054 g/cm³
• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: 2-8°C
• BRN: 2438642
• CAS DataBase Reference: 4-METHYLPHENOXYACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLPHENOXYACETONITRILE(33901-44-9)
• EPA Substance Registry System: 4-METHYLPHENOXYACETONITRILE(33901-44-9)

Safety Data

• Statements: 20/21/22
• Safety Statements: 22-36/37/39
• RIDADR: 3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 33901-44-9(Hazardous Substances Data)

Usage

General Description

4-Methylphenoxyacetonitrile is a chemical compound with the molecular formula C10H9NO. It is a nitrile derivative of phenylacetonitrile, and is commonly used in the synthesis of pharmaceuticals and agrochemicals. 4-METHYLPHENOXYACETONITRILE is a colorless to pale yellow liquid with a faint odor, and is primarily used as an intermediate in organic synthesis. It is known to be an irritant to the skin and eyes, and should be handled with care. 4-Methylphenoxyacetonitrile is typically stored and handled in a well-ventilated area, and should be kept away from ignition sources and incompatible materials.

InChI:InChI=1/C9H9NO/c1-8-2-4-9(5-3-8)11-7-6-10/h2-5H,7H2,1H3

Upstream product

• 940-64-7 2-(4-methylphenoxy)acetic acid 
• 106-44-5 p-cresol 
• 590-17-0 cyanomethyl bromide 
• 75-05-8 acetonitrile 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 
• 104-93-8 p-methylanizole 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 15516-47-9 2-(4-methylphenoxy)acetyl chloride 
• 5720-05-8 4-methylphenylboronic acid 
• 1147550-11-5 ammonium thiocyanate 
• 108-24-7 acetic anhydride 
• 35368-57-1 4-methylphenoxyacetamide 

Downstream Products

• 940-64-7 2-(4-methylphenoxy)acetic acid 
• 133915-09-0 2-(4-methylphenoxy)acetamidine 
• 6441-13-0 2-(4-methylphenoxy)propionitrile 
• 261362-94-1 isonicotinic acid (1-amino-2-p-tolyloxy-ethylidene)-hydrazide 
• 137987-96-3 7-Hydroxy-3-p-tolyloxy-chromen-4-one 
• 137988-12-6 Acetic acid 4-oxo-3-p-tolyloxy-4H-chromen-7-yl ester 
• 1092078-26-6 2-(4-(bromomethyl)phenoxy)acetonitrile 
• 1532534-48-7 1-(2,4-dihydroxy-5-propylphenyl)-2-(p-tolyloxy)ethanone 
• 297148-40-4 1-(2,4-dihydroxy-5-methylphenyl)-2-(p-tolyloxy)ethanone 
• 137987-84-9 1-(2,4-dihydroxyphenyl)-2-(p-tolyloxy)ethanone 
• 1532533-42-8 1-(5-ethyl-2,4-dihydroxyphenyl)-2-(p-tolyloxy)ethanone 
• 90649-69-7 1-((E)-2-Chloro-vinyloxy)-4-methyl-benzene 
• 82019-88-3 2-p-tolyloxy-acetamidine; hydrochloride 

Relevant articles and documents

Direct C(sp3)-H Cyanation Enabled by a Highly Active Decatungstate Photocatalyst

A highly efficient, direct C(sp3)-H cyanation was developed under mild photocatalytic conditions. The method enabled the direct cyanation of various C(sp3)-H substrates with excellent functional group tolerance. Notably, complex natural products and bioactive compounds were efficiently cyanated.

Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis

An operationally simple method is disclosed for the decarboxylative cyanation of aliphatic carboxylic acids at room temperature. Riboflavin tetraacetate, which is an inexpensive organic photocatalyst, promotes the oxidation of carboxylic acids upon visible-light activation. After decarboxylation, the generated radicals are trapped by TsCN, yielding the desired nitriles without any further additive, in a redox-neutral process. Importantly, this protocol can be adapted to flow conditions.

Perfluorobutyl iodide-assisted direct cyanomethylation of azoles and phenols with acetonitrile

A perfluorobutyl iodide-assisted transition-metal-free cyanomethylation of azoles and phenols with acetonitrile in the presence of NaH has been developed. The reaction proceeded smoothly under mild reaction conditions to give the cyanomethylated products in moderate to high yields. A mechanism involving the cyanomethyl radical through C-H bond cleavage in acetonitrile was proposed. This journal is