6780-41-2

Basic information

• Product Name: ethyl N-phenylbenzenecarboximidoate
• CAS NO: 6780-41-2
• Molecular Formula: C₁₅H₁₅NO
• Molecular Weight: 225.2857
• Mol File: 6780-41-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 328.6°C at 760 mmHg
• Flash Point: 124.7°C
• Density: 0.99g/cm³
• Vapor Pressure: 0.000359mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: ethyl N-phenylbenzenecarboximidoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-phenylbenzenecarboximidoate(6780-41-2)
• EPA Substance Registry System: ethyl N-phenylbenzenecarboximidoate(6780-41-2)

Safety Data

• Hazardous Substances Data: 6780-41-2(Hazardous Substances Data)

Usage

General Description

Ethyl N-phenylbenzenecarboximidoate, also known as ethyl N-phenylcarbamate, is a chemical compound with the molecular formula C11H11NO2. It is a white to off-white crystalline powder that is commonly used as a pesticide and insecticide. It works by interfering with the nervous system of insects, ultimately leading to their paralysis and death. Ethyl N-phenylbenzenecarboximidoate is a broad-spectrum insecticide, meaning it is effective against a wide range of insect species. However, it is also known to be toxic to humans and other animals, and proper safety precautions should be taken when handling and using this compound.

Upstream product

• 93-89-0 benzoic acid ethyl ester 
• 94404-84-9 Fe3(μ-NC6H5)2(CO)8(C(OC2H5)C6H5) 
• 98-09-9 benzenesulfonyl chloride 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 18263-20-2 thiobenzanilide S-oxide 
• 93-98-1 N-phenyl benzoyl amide 
• 75-03-6 ethyl iodide 
• 96995-37-8 ethyl 1-(phenylimino)phenylmethanesulfenate 
• 62-53-3 aniline 
• 141-52-6 sodium ethanolate 
• 64-17-5 ethanol 
• 160693-94-7 benzophenone-(O-benzenesulfonyl oxime ) 
• 5333-86-8 ethyl benzimidate hydrochloride 

Downstream Products

• 61582-62-5 4-methoxy-N-phenyl-dibenzamide 
• 14929-23-8 3-methyl-4,5-diphenyl-4H-1,2,4-triazole 
• 89722-98-5 2-Ethoxy-1,2,4,5-tetraphenyl-1,2-dihydro-pyrrol-3-one 
• 58198-40-6 2-Hydroxy-2,4,5-triphenyl-3(2H)-furanone 
• 93-89-0 benzoic acid ethyl ester 
• 62-53-3 aniline 
• 75-00-3 chloroethane 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 93-98-1 N-phenyl benzoyl amide 
• 2080-29-7 5-(anilino-phenyl-methylene)-2-phenyl-thiazol-4-one 
• 15879-11-5 benzoyl-phenyl-carbamic acid ethyl ester 

Relevant articles and documents

Formation of Imidates, Amides, Amines, Carbamates, and Ureas from the μ3-NPh Ligands of Fe3(μ-NPh)2(CO)9

The bis(nitrene) cluster Fe3(μ3-NPh)2(CO)9 (1) reacts with Li, MeLi, PhLi, and NaOMe to form the formyl and acyl clusters 3-NPh)2(CO)8CR>- (4, R=H; 6, R=Ph; 7, R=Me; 8, R=OMe).Formyl cluster 4 is unstable at room temperature and slowly loses CO to form the hydride cluster 3-NPh)2(CO)8>-.The benzoyl cluster 7 reacts with EtOTf to yield the nitrene-carbene cluster Fe3(μ3-NPh)2(CO)8(CPh) (9) which has been structurally characterized: Pbca, a=13.668(6) Angstroem, b=17.588(7) Angstroem, c=25.644(8) Angstroem, V=6164(7) Angstroem3, Z=8, R=0.060, Rw=0.075 for 2982 reflections with Fo>2?(Fo).The carbene ligand is bound to a basal iron atom, and the carbene carbon lies within the Fe3 plane.The carbene and nitrene ligands in 9 couple to form the imidate PhN=C(OEt)Ph when 9 is exposed to air or allowed to stand in solution for prolonged periods under CO or N2 atmospheres.A crossover experiment showed this coupling to be strictly intramolecular.Similar nitrene-benzoyl coupling from 7 gives benzanilide, and the methoxycarbonyl and nitrene ligands in 8 couple to give methyl N-phenylcarbamate when the clusters are oxidatively degraded with +.The latter reaction models mechanictis suggestions previously made for the M3(CO)12 (M=Fe, Ru) catalyzed carbonylation of PhNO2 to yield carbamates.The bis(phosphinidene) cluster Fe3(μ-PPh)2(CO)9 (2) also reacts with PhLi to yield a benzoyl derivative, 3-PPh)2(CO)8(CPh)>-.However, addition of EtOTf to this species does not result in a carbene cluster analogous to 9, but instead phosphinidene-carbene coupling occurs to give Fe3(μ3-PPh)(μ3-PhPCPh)(CO)9 which has been structurally characterized: P, a=9.241(2) Angstroem, b=10.233(3) Angstroem, c=19.564(5) Angstroem, α=84.53(2) deg, β=84.43(2) deg, γ=76.41(2) deg, V=1784.7(8) Angstroem3, Z=2, R=0.0557, Rw=0.0602 for 3710 reflections with Fo>3?(Fo).The phosphorous atom of the μ3-PhPCPh ligand bridges two iron atoms, and the ethoxy-substituted carbon is attached to the third iron atom.

Cycloaddition of Diphenylcyclopropenone with Carboximidate, Carboximidamide, and Carboximidothioate

The reaction of diphenylcyclopropenone with R1N=C(R2)X (2) (R1, R2=alkyl, aryl, X=MeO, EtO, MeS, or Me2N) gave 2-pyrrolin-4-one (3) in good yield.The less reactive carboximidothioate (2, R1=4-MeC6H4, R2=Ph, X=MeS) yielded isomeric 3-pyrrolin-2-one together with 3.