2571-52-0

Basic information

• Product Name: 2,4,6-TRIMETHYLBENZONITRILE
• Synonyms: 2,4,6-trimethylbenzene nitrile;2,4,6-Trimethylbenzonitrle;CYANOMESITYLENE;MESITONITRILE;2,4,6-TRIMETHYLBENZONITRILE;TIMTEC-BB SBB007941;1-Cyano-2,4,6-trimethylbenzene;Benzonitrile,2,4,6-trimethyl-
• CAS NO: 2571-52-0
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.2
• Product Categories: Aromatic Nitriles
• Mol File: 2571-52-0.mol
• Article Data: 96

Chemical Properties

• Melting Point: 52-53°C
• Boiling Point: 79-80°C 2mm
• Flash Point: 79-80°C/2mm
• Appearance: /
• Density: 0.97
• Vapor Pressure: 0.0123mmHg at 25°C
• Refractive Index: 1.5190 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility: Slightly soluble in water.
• BRN: 2044618
• CAS DataBase Reference: 2,4,6-TRIMETHYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIMETHYLBENZONITRILE(2571-52-0)
• EPA Substance Registry System: 2,4,6-TRIMETHYLBENZONITRILE(2571-52-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2571-52-0(Hazardous Substances Data)

Usage

Description

2,4,6-Trimethylbenzonitrile, also known as TMBN, is an organic compound with the chemical formula C10H11N. It is characterized by its off-white crystalline appearance and is derived from the benzene ring structure, with three methyl groups attached at the 2nd, 4th, and 6th positions. 2,4,6-trimethylbenzonitrile is known for its unique chemical properties and versatile applications across various industries.

Uses

Used in Chemical Synthesis:
2,4,6-Trimethylbenzonitrile is used as an intermediate in the chemical synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of products, making it a valuable component in the chemical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4,6-trimethylbenzonitrile is used as a building block for the synthesis of various pharmaceutical compounds. Its versatility and reactivity make it an essential component in the development of new drugs and medications.
Used in Agrochemical Industry:
2,4,6-Trimethylbenzonitrile is also utilized in the agrochemical industry for the synthesis of pesticides and other agrochemical products. Its ability to form stable compounds with various functional groups makes it a valuable asset in the development of effective and safe agrochemicals.
Used in Preparation of Nitriles:
2,4,6-Trimethylbenzonitrile is used as a precursor in the preparation of nitrile compounds through the catalytic oxidation of amines. This process is essential in the production of various nitriles, which are widely used in the manufacturing of polymers, plastics, and other materials.

Synthesis Reference(s)

Journal of the American Chemical Society, 64, p. 30, 1942 DOI: 10.1021/ja01253a009The Journal of Organic Chemistry, 6, p. 795, 1941 DOI: 10.1021/jo01206a002Organic Syntheses, Coll. Vol. 6, p. 465, 1988

InChI:InChI=1/C10H11N/c1-7-4-8(2)10(6-11)9(3)5-7/h4-5H,1-3H3

Upstream product

• 4380-68-1 2,4,6-trimethylbenzamide 
• 54130-62-0 (Z)-2,4,6-trimethybenzaldehyde oxime 
• 3112-46-7 mesitylglyoxylic acid 
• 412022-17-4 2,2,2-trichloro-1-mesityl-ethanone-imine 
• 108-24-7 acetic anhydride 
• 88-05-1 2,4,6-trimethylaniline 
• 92114-96-0 mercury fulminate 
• 108-67-8 1,3,5-trimethyl-benzene 
• 487-68-3 mesytaldehyde 
• 94678-96-3 2,4,6-trimethylbenzaldehyde azine 
• 506-68-3 bromocyane 
• 1585-74-6 dimethylchloroamine 
• 4028-63-1 iodomesitylene 
• 480-63-7 mesitylenecarboxylic acid 

Downstream Products

• 20002-97-5 1-(2,4,6-trimethylphenyl)ethanimine hydrochloride 
• 65232-41-9 1-(2,4,6-trimethylphenyl)1phenylmethanimine 
• 76405-50-0 N,N-dibutyl-2,4,6-trimethyl-benzamidine 
• 4380-68-1 2,4,6-trimethylbenzamide 
• 40393-99-5 (2,4,6-trimethylbenzyl)amine 
• 250651-03-7 2,4,6-trimethyl-3-nitro-benzonitrile 
• 49633-78-5 2,4,6,2',4',6'-hexamethylbenzophenoneimine 
• 82719-98-0 N-[1-Amino-1-(2,4,6-trimethyl-phenyl)-meth-(Z)-ylidene]-benzenesulfonamide 
• 2904-57-6 mesitylenecarbonitrile oxide 
• 82719-99-1 N-[1-Amino-1-(2,4,6-trimethyl-phenyl)-meth-(Z)-ylidene]-4-methyl-benzenesulfonamide 
• 954-16-5 2,4,6-Trimethylbenzophenon 
• 43183-75-1 2,4,6-trimesityl-1,3,5-triazine 
• 1667-01-2 2,4,6-Trimethylacetophenone 
• 20173-89-1 1-(2,4,6-trimethylphenyl)ethanimine 

Relevant articles and documents

Switchable activity of a Ru catalyst bearing an annulated mesoionic carbene ligand for oxidation of primary amines

The catalytic activity of a Ru complex 1, bearing a fused π-conjugated imidazo[1,2–a][1,8]naphthyridine-based mesoionic carbene (MIC) ligand, is examined for the oxidation of primary amines. Complex 1 affords nitrile or imine depending on the nature of th

H3PO4 catalyzed one-pot synthesis of 1,3-diphenyl-1H-pyrazole-4-carbaldehyde to novel 1,3-diphenyl-1H-pyrazole-4-carbonitrile

Abstract: One-pot condensation of pyrazole-4-aldehydes and hydroxylamine hydrochloride to form the corresponding oxime using formic acid as a medium and further dehydration of oxime using a catalytic amount of orthophosphoric acid to afford novel pyrazole-4-carbonitrile. This protocol serves as an ortho-phosphoric acid-catalyzed one-pot conversion of aldehyde to nitrile. Most remarkable features of this method are metal-free, cost-effective, atom efficiency with excellent yield (98–99%). This process will serve as a robust and scalable tool for the synthesis of valuable and versatile precursor (nitriles). This precursor will pave the way for the synthesis of various medicinally important valuable compounds. Graphic abstract: [Figure not available: see fulltext.].

Method for catalyzing oxidation of amines to generate nitrile by using nonmetal mesoporous nitrogen-doped carbon material

The invention discloses a method for preparing nitrile by catalyzing amine oxidation with a non-metal mesoporous nitrogen-doped carbon material catalyst, which is applied to the field of synthesis, the material is prepared by using a nitrogen-containing organic ligand as a precursor and silica sol as a template agent, calcining in the atmosphere of inert gases such as N2 or Ar and then removing the template agent; oxygen or air is used as an oxygen source, the reaction is performed at 80-130 DEG C under the action of ammonia water in the presence of a solvent, the effect is good, and the product still keeps higher activity after being recycled for more than 8 times, and has a wide industrial application prospect. The invention provides a heterogeneous non-metal catalytic system for catalyzing amine oxidation to prepare nitrile for the first time, and compared with a reported metal catalyst, the heterogeneous non-metal catalytic system does not bring metal pollution to a product to influence the effect of cyano drugs.