2-nitro-N1-phenylbenzene-1,4-diamine
$200.00
CAS No.: 2784-89-6
Catalog No.: 196524
Purity: 95%
MF: C12H11N3O2
MW: 229.239
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=C(C=CC(=C1)N)NC1=CC=CC=C1
Catalog No.: 196524
Purity: 95%
MF: C12H11N3O2
MW: 229.239
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=C(C=CC(=C1)N)NC1=CC=CC=C1
2-nitro-N1-phenylbenzene-1,4-diamine; CAS No.: 2784-89-6; 2-nitro-N1-phenylbenzene-1,4-diamine. PROPERTIES: 2-nitro-N1-phenylbenzene-1,4-diamine is a yellow crystalline solid with a molecular formula of C12H11N3O2. It has a molecular weight of 225.24 g/mol and a melting point of approximately 182-185 C. The compound exhibits low water solubility but is soluble in polar organic solvents like ethanol and acetone. It is sensitive to reducing conditions and should be stored below 10 C in a tightly sealed container, protected from light and moisture. Safety precautions include using explosion-proof equipment and avoiding skin contact. It is classified as an oxidizing agent (Oxidation category 2) and a category 2 skin irritant. APPLICATIONS: 2-nitro-N1-phenylbenzene-1,4-diamine serves as a key intermediate in the synthesis of various azo dyes with improved colorfastness properties. Its nitro group provides essential electron-withdrawing effects for dye stability. In the field of medicinal chemistry, this compound is used in the preparation of antimalarial agents where its nitroaromatic group undergoes bioreduction to generate toxic metabolites in Plasmodium species. It also functions as a building block for the synthesis of fluorescent probes for detecting nitroreductase activity in tumor microenvironments, as reported in Bioconjugate Chemistry. Additionally, the compound is employed in the development of novel chemosensors for explosive detection, where its electron-deficient aromatic system interacts with nitroaromatic explosives to produce visible color changes. Its unique electronic properties make it valuable in the synthesis of organic semiconductors for field-effect transistor applications, as described in Advanced Materials.
Reviews
Write Your Own Review