(3-Aminophenyl)phosphonic acid

The (3-Aminophenyl)phosphonic acid, with the cas registry number 5427-30-5 and EINECS registry number 226-577-0, is also called 3-Phosphonoaniline. And the molecular formula of the chemical is C₆H₈NO₃P.

The characteristics of this chemical are as followings: (1)ACD/LogP: -0.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.97; (4)ACD/LogD (pH 7.4): -4.48; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 48.58 Å²; (13)Index of Refraction: 1.618; (14)Molar Refractivity: 40.17 cm³; (15)Molar Volume: 114.5 cm³; (16)Polarizability: 15.92×10^-24cm³; (17)Surface Tension: 74.8 dyne/cm; (18)Density: 1.51 g/cm³; (19)Flash Point: 233.9 °C; (20)Enthalpy of Vaporization: 76.32 kJ/mol; (21)Boiling Point: 463.2 °C at 760 mmHg; (22)Vapour Pressure: 2.23E-09 mmHg at 25°C.

Preparation of (3-Aminophenyl)phosphonic acid: This chemical can be prepared by (3-nitro-phenyl)-phosphonic acid. The reaction will need reagent hydrazine hydrate, catalyst Raney nickel, and the menstruum propan-2-ol and ethanol. The reaction time is 4 hours with heating, and the yield is about 73%. 

Uses of (3-Aminophenyl)phosphonic acid: It can react with 1-amino-4-bromo-9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid to produce 1-amino-2-sulfo-4-(m-phosphonoanilino)anthraquinone. This reaction will need reagent NaHCO₃, Na₂CO₃ and CuCl, and the menstruum H₂O. The reaction time is 20 hours with temperature of 70°C, and the yield is about 56.5%. 

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=P(O)(O)c1cccc(N)c1
(2)InChI: InChI=1/C6H8NO3P/c7-5-2-1-3-6(4-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
(3)InChIKey: MZZQBSHNCYWSTL-UHFFFAOYAE 

The toxicity data is as follows: