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

• 15719-64-9 methylammonium carbonate 
• 95-68-1 2,4-Xylidine 
• 7647-01-0 hydrogenchloride 
• 2258-42-6 formyl acetic anhydride 
• 21436-96-4 2,4-xylidine hydrochloride 
• 77287-34-4 formamide 
• 124-38-9 carbon dioxide 
• 89-87-2 2,4-dimethylnitrobenzene 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 123-91-1 1,4-dioxane 
• 108-86-1 bromobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 591-50-4 iodobenzene 
• 55499-44-0 2,4-dimethylbenzeneboronic acid 

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.

HCl-mediated transamidation of unactivated formamides using aromatic amines in aqueous media

We report transamidation protocol to synthesize a range of secondary and tertiary amides from weakly nucleophilic aromatic and hetero-aryl amines with low reactive formamide derivatives, utilizing hydrochloric acid as catalyst. This current acid mediated strategy is beneficial because it eliminates the need for a metal catalyst, promoter or additives in the reaction, simplifies isolation and purification. Notably, this approach conventionally used to synthesize molecules on gram scales with excellent yields and a high tolerance for functional groups.

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.