13519-67-0

Basic information

• Product Name: N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE
• Synonyms: N-ETHYL-P-CHLOROFORMANILIDE;N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE;4-CHLORO-N-ETHYL-N-FORMYLANILINE
• CAS NO: 13519-67-0
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.63
• Mol File: 13519-67-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 310.2°Cat760mmHg
• Flash Point: 141.4°C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 0.000611mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE(13519-67-0)
• EPA Substance Registry System: N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE(13519-67-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 13519-67-0(Hazardous Substances Data)

Usage

General Description

N-(4-Chlorophenyl)-N-ethylformamide is a chemical compound with the molecular formula C9H10ClNO. It is a formamide derivative that is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. N-(4-CHLOROPHENYL)-N-ETHYLFORMAMIDE is known for its ability to act as a building block in the production of various organic compounds. It is a white to off-white solid that is sparingly soluble in water but soluble in organic solvents. N-(4-Chlorophenyl)-N-ethylformamide is also known for its potential health and environmental hazards, and proper safety measures should be followed when handling this chemical.

InChI:InChI=1/C9H10ClNO/c1-2-11(7-12)9-5-3-8(10)4-6-9/h3-7H,2H2,1H3

Upstream product

• 106-47-8 4-chloro-aniline 
• 64-18-6 formic acid 
• 13519-75-0 N-ethyl-4-chloro-aniline 
• 539-03-7 N-(4-chlorophenyl)acetamide 

Downstream Products

• 13519-75-0 N-ethyl-4-chloro-aniline 
• 257946-77-3 N-cyclopropyl-N-ethyl-p-chloroaniline 
• 35517-81-8 N-(4-Chloro-phenyl)-N-ethyl-thioformamide 

Relevant articles and documents

P450/NADPH/O2- and P450/PhlO-catalyzed N-dealkylations are mechanistically distinct

A high-valent iron-oxo species analogous to the compound I of peroxidases has been thought to be the activated oxygen species in P450-catalyzed reactions. Spectroscopic characterization of the catalytically competent iron-oxo species in iodosobenzene (PhIO)-supported model reactions and parallels between these model reactions and PhIO- and NADPH/O2-supported P450 reactions have been taken as strong evidence for this proposal. To support this proposal, subtle differences observed in regio- and chemoselectivities, isotope effects, and source of oxygen, etc., between NADPH/O2- and PhIO-supported P450 reactions have been generally attributed to reasons other than the mechanistic differences between the two systems. In the present study, we have used a series of sensitive mechanistic probes, 4-chloro-N-cyclopropyl-N-alkylanilines, to compare and contrast the chemistries of the NADPH/O2- and PhIO-supported purified CYP2B1 N-dealkylation reactions. Herein we present the first experimental evidence to demonstrate that the NADPH/O2- and PhIO-supported P450 N-dealkylations are mechanistically distinct and, thus, the P450/PhIO system may not be a good mechanistic model for P450/NADPH/O2-catalyzed N-dealkylations. Copyright

N,N-DISUBSTITUTED LITHIUM BIS(CARBAMOYL)CUPRATE. A CONVENIENT COMPLEX FOR ONE-POT CONVERSIONS OF AMINES TO FORMAMIDES, OXAMIDES, CARBAMATES, AND OXAMIC ACIDS

Lithium bis(carbamoyl)cuprates (2) were readily derived from secondary amines such as N-methylaniline, N-methylbenzylamine, and diethylamine, under mild carbonylation conditions (0 deg C, 1 atm of carbon monoxide), but diphenylamine and benzylphenylamine were unsuitable as the starting materials.The carbamoylcopper complexes 2 formed in ether were readily converted to the corresponding formamides, oxamides, carbamates, and oxamic acids by the appropriate treatment.The formation and stability of 2 depended much on the solvent used.The higher polarity effect of the solvent (DME, THF, and HMPA) made 2 less stable and caused concomitant evolution of carbon monoxide in further reactions.A palladium catalyst was found to be effective for cross-coupling reactions of 2 with iodobenzene or (E)-β-bromostyrene.