Benzoic acid,3,5-dinitro-, methyl ester (2702-58-1)

The Methyl 3,5-dinitrobenzoate, with the CAS registry number 2702-58-1 and EINECS registry number 220-289-9, is also called 3,5-Dinitrobenzoic acid methyl ester. It is a kind of pale yellow crystalline powder, and it belongs to the following categories: Aromatic Esters; C8 to C9; Carbonyl Compounds; Esters. The molecular formula of the chemical is C₈H₆N₂O₆.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.38; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 8; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Polar Surface Area: 117.94 Å²; (7)Index of Refraction: 1.592; (8)Molar Refractivity: 51.11 cm³; (9)Molar Volume: 151 cm³; (10)Polarizability: 20.26×10^-24cm³; (11)Surface Tension: 61.6 dyne/cm; (12)Density: 1.497 g/cm³; (13)Flash Point: 174.1 °C; (14)Enthalpy of Vaporization: 60.23 kJ/mol; (15)Boiling Point: 357 °C at 760 mmHg; (16)Vapour Pressure: 2.81E-05 mmHg at 25°C.

Preparation of Methyl 3,5-dinitrobenzoate: This chemical can be prepared by methanol and 3,5-dinitro-benzoic acid. The reaction will need reagent SOCl₂. The reaction time is 3 hours with Ambient temperature, and the yield is about 94%.  

 
Uses of Methyl 3,5-dinitrobenzoate: It can produce 3-amino-5-nitro-benzoic acid methyl ester. This reaction will need reagent triethylamine and 97% formic acid, and the catalyst 10% Pd on C. The reaction time is 1 hour with temperature of 100°C, and the yield is about 65%.   

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=[N+]([O-])c1cc(cc([N+]([O-])=O)c1)C(=O)OC
(2)InChI: InChI=1/C8H6N2O6/c1-16-8(11)5-2-6(9(12)13)4-7(3-5)10(14)15/h2-4H,1H3
(3)InChIKey: POGCCFLNFPIIGW-UHFFFAOYAL