38919-26-5

Basic information

• Product Name: 1,2-Benzenediamine, N-(2-aminophenyl)-
• CAS NO: 38919-26-5
• Molecular Formula: C12H13N3
• Molecular Weight: 199.255
• Mol File: 38919-26-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,2-Benzenediamine, N-(2-aminophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediamine, N-(2-aminophenyl)-(38919-26-5)
• EPA Substance Registry System: 1,2-Benzenediamine, N-(2-aminophenyl)-(38919-26-5)

Safety Data

• Hazardous Substances Data: 38919-26-5(Hazardous Substances Data)

Upstream product

• 18264-71-6 bis(2-nitrophenyl)amine 
• 88-74-4 2-nitro-aniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 122-39-4 diphenylamine 
• 2217-65-4 bis(2-nitrophenyl)ether 

Downstream Products

• 92-82-0 Phenazin 
• 1296883-60-7 bis(2-isopropylaminophenyl)amine 
• 2876-22-4 phenazin-1-ylamine 
• 1269663-86-6 bis(2-isobutyrylamidophenyl)amine 
• 28890-99-5 benzimidazolo<1,2-a>benzimidazole 
• 1296883-59-4 bis(2-methylaminophenyl)amine 
• 159528-54-8 2,2'-bis(triphenylphosphoranylidenamino)diphenylamine 

Relevant articles and documents

Crystal structure and vibrational spectra of bis(2?isobutyrylamidophenyl)amine: a redox noninnocent ligand

The molecular structure of bis(2?isobutyrylamidophenyl)amine (H3LNNN) has been determined from single?crystal X-ray diffraction data. The crystal packing of H3LNNN is governed by the N–H-O and C–H-O hydrogen-bon

P-N Cooperative Borane Activation and Catalytic Hydroboration by a Distorted Phosphorous Triamide Platform

Studies of the stoichiometric and catalytic reactivity of a geometrically constrained phosphorous triamide 1 with pinacolborane (HBpin) are reported. The addition of HBpin to phosphorous triamide 1 results in cleavage of the B-H bond of pinacolborane through addition across the electrophilic phosphorus and nucleophilic N-methylanilide sites in a cooperative fashion. The kinetics of this process of were investigated by NMR spectroscopy, with the determined overall second-order empirical rate law given by ν = -k[1][HBpin], where k = 4.76 × 10-5 M-1 s-1 at 25 °C. The B-H bond activation process produces P-hydrido-1,3,2-diazaphospholene intermediate 2, which exhibits hydridic reactivity capable of reacting with imines to give phosphorous triamide intermediates, as confirmed by independent synthesis. These phosphorous triamide intermediates are typically short lived, evolving with elimination of the N-borylamine product of imine hydroboration with regeneration of the deformed phosphorous triamide 1. The kinetics of this latter process are shown to be first-order, indicative of a unimolecular mechanism. Consequently, catalytic hydroboration of a variety of imine substrates can be realized with 1 as the catalyst and HBpin as the terminal reagent. A mechanistic proposal implicating a P-N cooperative mechanism for catalysis that incorporates the various independently verified stoichiometric steps is presented, and a comparison to related phosphorus-based systems is offered.

Reversible intermolecular E-H oxidative addition to a geometrically deformed and structurally dynamic phosphorous triamide

The synthesis and reactivity of geometrically constrained tricoordinate phosphorus (σ3-P) compounds supported by tridentate triamide chelates (N[o-NR-C6H4]23-; R = Me or iPr) are reported.