5457-32-9

Basic information

• Product Name: 6,6'-Dinitrodiphenic acid
• Synonyms: 6,6'-Dinitrodiphenic acid
• CAS NO: 5457-32-9
• Molecular Formula: C₁₄H₈N₂O₈
• Molecular Weight: 332.22
• Mol File: 5457-32-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 510.5°Cat760mmHg
• Flash Point: 212.7°C
• Appearance: /
• Density: 1.632g/cm³
• CAS DataBase Reference: 6,6'-Dinitrodiphenic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6,6'-Dinitrodiphenic acid(5457-32-9)
• EPA Substance Registry System: 6,6'-Dinitrodiphenic acid(5457-32-9)

Safety Data

• Hazardous Substances Data: 5457-32-9(Hazardous Substances Data)

Usage

General Description

6,6'-Dinitrodiphenic acid is a chemical compound with the molecular formula C12H8N2O6. It is a yellow solid at room temperature and is insoluble in water. 6,6'-Dinitrodiphenic acid is mainly used in the manufacture of dyes and pigments, particularly as an intermediate in the production of azo dyes. It is also used in the synthesis of pharmaceuticals and as a reagent in organic chemistry. 6,6'-Dinitrodiphenic acid is a powerful oxidizing agent and can cause skin and eye irritation upon contact. It is important to handle this chemical with caution and proper safety measures.

Upstream product

• 93274-50-1 C₃₄H₁₈N₂O₈ 

Downstream Products

• 54147-72-7 6,6′-dinitro[1,1′-biphenyl]-2,2′-diamine 
• 3685-05-0 (S)-6,6'-dimethyl-2,2'-diaminobiphenyl 

Relevant articles and documents

The Asymmetric Ullmann Coupling Reaction of Chiral Diol Diesters of 1-Bromo-2-naphthoic Acid and 2-Halo-3-nitrobenzoic Acids: Highly Diastereoselective Synthesis of Atropisomeric 6,6'-Dinitrodiphenic Acids

The copper-promoted Ullmann reaction of chiral diol diesters of 1-bromo-2-naphthoic acid induced axial dissymmetry into the newly formed 1,1'-binaphthyl bond: chiral diol, apparent net optical yield for the joining of two napphthyl units, and axial chirality induced are as follows: (S)-1,1'-binaphthyl-2,2'-diol, 71percent, S; (1S,2S)-1,2-diphenyl-1,2-ethanediol. 32percent, S; (1R,2R)-1,2-bis(ethoxycarbonyl)-1,2-ethanediol. 33percent.S; (4S,5S)-bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane, 3.7percent, R.The reaction of (R)-1,1'-binaphthyl-2,2'-diol esters of 2-halo-3-nitrobenzoic acid gave up to 85percent net optical yield for the c oupling; the intramolecular cyclization proceeded with virtually complete diastereoselectivity to give cyclic diester of R,R-configuration in a 42percent isolated yield.This remarkable stereocontrol is ascribed to the steric requirement of the 12-membered cyclic diester structure containing rigid 1,1'-binaphthyl and 1,1'-biphenyl moiety.