21789-36-6

Basic information

• Product Name: Benzonitrile,2,4-dimethyl-
• Synonyms: 1-Cyano-2,4-dimethylbenzene;2,4-Dimethylbenzonitrile
• CAS NO: 21789-36-6
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.1745
• EINECS: 244-580-5
• Product Categories: Aromatic Nitriles
• Mol File: 21789-36-6.mol
• Article Data: 25

Chemical Properties

• Melting Point: 23-25°C
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 98.9 °C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 0.0388mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Benzonitrile,2,4-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile,2,4-dimethyl-(21789-36-6)
• EPA Substance Registry System: Benzonitrile,2,4-dimethyl-(21789-36-6)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 21789-36-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 566, 1973 DOI: 10.1021/jo00943a034

InChI:InChI=1/C9H9N/c1-7-3-4-9(6-10)8(2)5-7/h3-5H,1-2H3

Upstream product

• 108-38-3 m-xylene 
• 545-06-2 trichloroacetonitrile 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 4885-02-3 Dichloromethyl methyl ether 
• 124-38-9 carbon dioxide 
• 3862-12-2 phosphoric acid tris-(2,4-dimethyl-phenyl ester) 
• 151-50-8 potassium cyanide 
• 15764-16-6 2,4-dimethylbenzaldehyde 
• 16308-92-2 2,4-dimethylbenzyl alcohol 
• 141304-07-6 2,4-dimethylbenzaldehyde oxime 
• 87241-52-9 2,4-dimethylphenyl trifluoromethanesulfonate 
• 75-05-8 acetonitrile 
• 330660-35-0 silver cyanide 

Downstream Products

• 845-02-3 2,4-Dimethyl-3'-trifluormethyl-benzophenon 
• 625112-44-9 2,4-dimethyl-5-nitrobenzonitrile 
• 100430-84-0 2-amino-2',4,4',6-tetramethylbenzophenone 
• 100430-85-1 4-(2,4-dimethylphenyl)-2,5,7-trimethylquinazoline 
• 5156-01-4 2-methylterephthalic acid 
• 101291-15-0 6-nitro-3-methyl-trans-stilbene-carbonitrile-⁽⁴⁾ 
• 74533-79-2 α-(2,4-xylyl)-β-(3,4-dichlorophenyl)-ethylamine 
• 94365-01-2 pentachloro-(2,4-dimethylbenzonitrilo)-antimony 
• 1426449-92-4 5-(2,2-difluorocyclopropyl)-3-(2,4-dimethyl-5-nitrophenyl)-1,2,4-oxadiazole 
• 1426520-55-9 N'-hydroxy-2,4-dimethyl-5-nitrobenzimidamide 
• 1421929-01-2 (2,4-dimethylphenyl)(thiazol-5-yl)methanamine 
• 1426448-99-8 N-(5-{5-[(1R)-2,2-difluorocyclopropyl]-1,2,4-oxadiazol-3-yl}-2,4-dimethylphenyl)imidazo[1,2-a]pyridine-3-carboxamide 
• 1426449-93-5 5-(5-(2,2-difluorocyclopropyl)-1,2,4-oxadiazol-3-yl)-2,4-dimethylaniline 

Relevant articles and documents

Dehydrogenation of Primary Alkyl Azides to Nitriles Catalyzed by Pincer Iridium/Ruthenium Complexes

Pincer metal complexes exhibit superior catalytic activity in the dehydrogenation of plain alkanes, but find limited application in the dehydrogenation of functionalized organic molecules. Starting from easily accessible primary alkyl azides, here we report an efficient dehydrogenation of azides to nitriles using pincer iridium or ruthenium complexes as the catalysts. This method offers a route to cyanide-free preparation of nitriles without carbon chain elongation and without the use of strong oxidants. Both benzyl and linear aliphatic azides can be dehydrogenated with tert-butylethylene as the hydrogen acceptor to afford nitriles in moderate to high yields. Various functional groups can be tolerated, and the H?C?C?H bond dehydrogenation does not occur for linear alkyl azide substrates. Furthermore, the pincer Ir catalytic system was found to catalyze the direct azide dehydrogenation without the use of a sacrificial hydrogen acceptor.

A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2

A new transition-metal-free one-pot cascade process for the direct conversion of alcohols to nitriles was developed without introducing an “additional carbon atom”. This protocol allows transformations of readily available, inexpensive, and abundant alcohols to highly valuable nitriles.

Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile: Via C-CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine

We developed a non-toxic cyanation reaction of various aryl halides and triflates in acetonitrile using a catalyst system of [Ni(MeCN)6](BF4)2, 1,10-phenanthroline, and 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine (Si-Me4-DHP). Si-Me4-DHP was found to function as a reductant for generating nickel(0) species and a silylation reagent to achieve the catalytic cyanation via C-CN bond cleavage.