60397-77-5

Basic information

• Product Name: N-(2,4-DIMETHYLPHENYL)FORMAMIDE
• Synonyms: N-(2,4-DIMETHYLPHENYL)FORMAMIDE;2',4'-formoxylidide;N-(2,4-Dimethylphenyl)formamide 97%;AMITRAZ RELATED COMPOUND A;N-(2,4-Dimethylphenyl)formamide,100ppm
• CAS NO: 60397-77-5
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• Product Categories: Amides;Carbonyl Compounds;Organic Building Blocks;Amines;Aromatics;Impurities;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 60397-77-5.mol
• Article Data: 22

Chemical Properties

• Melting Point: 114-118 °C(lit.)
• Boiling Point: 309.8 °C at 760 mmHg
• Flash Point: 179 °C
• Appearance: /
• Density: 1.075 g/cm³
• Vapor Pressure: 0.000626mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: -20°C
• PKA: 15.01±0.70(Predicted)
• CAS DataBase Reference: N-(2,4-DIMETHYLPHENYL)FORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4-DIMETHYLPHENYL)FORMAMIDE(60397-77-5)
• EPA Substance Registry System: N-(2,4-DIMETHYLPHENYL)FORMAMIDE(60397-77-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 60397-77-5(Hazardous Substances Data)

Usage

Uses

Amitraz (A633320) impurity, its degradation products in fruits.

InChI:InChI=1/C9H11NO/c1-7-3-4-9(10-6-11)8(2)5-7/h3-6H,1-2H3,(H,10,11)

Upstream product

• 64-18-6 formic acid 
• 95-68-1 2,4-Xylidine 
• 15719-64-9 methylammonium carbonate 
• 160663-32-1 benzoyl(dichloro)acetaldehyde 
• 7647-01-0 hydrogenchloride 
• 2258-42-6 formyl acetic anhydride 
• 122-51-0 orthoformic acid triethyl ester 
• 55499-44-0 2,4-dimethylbenzeneboronic acid 
• 77287-34-4 formamide 
• 68-12-2 N,N-dimethyl-formamide 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 123-91-1 1,4-dioxane 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 

Downstream Products

• 2243-90-5 2,6,8-trimethyl-quinoline 
• 614-96-0 5-methyl-1H-indole 
• 108093-89-6 formic acid-(2,4,N-trimethyl-anilide) 
• 39842-01-8 2,4-dimethylphenylisothiocyanate 
• 27816-53-1 1,5-dimethyl-1H-indole 
• 1325218-06-1 N-(2,4-dimethylphenyl)-4-amino-6-methyl-2-phenylquinazoline 
• 3100-93-4 2,4-dimethylphenylisocyanide 
• 1374423-70-7 N-(2,4-dimethylphenyl)-N-(4-nicotinoylpyrimidin-2-yl)-formamide 
• 1314678-38-0 (2-(2,4-dimethylphenylamino)pyrimidin-4-yl)(pyridin-3-yl)methanone 
• 28354-24-7 N-(2,4-dimethyl-phenyl)-glycine nitrile 

Relevant articles and documents

Kinetics and Mechanism of Amitraz Hydrolysis

As a precursor to the development of effective vat management and waste disposal strategies, the kinetics and basic mechanisms of amitraz, N′-(2,4-dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]- methyl]-N-methylmethanimidamide, hydrolysis were examined as was the effect of cosolvents and metal ions. Amitraz was readily hydrolyzed at low pH values, forming acid-stable 2,4-dimethylphenylformamide, which can be further hydrolyzed to 2,4-dimethylaniline. The hydrolysis of 2,4- dimethylphenylformamide was faster under basic conditions. Thus, the addition of lime, a management technique used to stabilize the amitraz, will enhance the hydrolysis of its degradation products to aniline.

An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides

Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.

Direct: N -formylation of nitroarenes with CO2

Herein we describe a straightforward N-formylation of nitroarenes with CO2 to access N-aryl formamides exclusively in the presence of iron and hydrosilane as additives. This protocol showcases a good tolerance of a wide range of nitroarenes and nitroheteroarenes.