76179-40-3 | 1,2-DIAMINO-4,5-DIFLUOROBENZENE

CAS:76179-40-3 | 1,2-DIAMINO-4,5-DIFLUOROBENZENE,Description

1,2-Diamino-4,5-difluorobenzene is an organic synthetic intermediate and a chemical pharmaceutical intermediate. It can be used in organic synthesis reactions for laboratory research and development, as well as in the chemical pharmaceutical research and development process.

Synthesis Analysis

The synthesis of 1,2-Diamino-4,5-difluorobenzene can be achieved from 4,5-Difluoro-2-nitroaniline. Another method involves the fluorination of 3,6-dibromobenzene-1,2,-diamine.

Molecular Structure Analysis

The molecular formula of 1,2-Diamino-4,5-difluorobenzene is C6H6F2N2.

Chemical Reactions Analysis

1,2-Diamino-4,5-difluorobenzene can be used in organic synthesis reactions. It can also be used in the synthesis of conjugated polymers for organic solar cells.

Scientific Research Applications

Fluorogenic Reagent for Aromatic Aldehydes

1,2-Diamino-4,5-ethylenedioxybenzene, closely related to 1,2-Diamino-4,5-difluorobenzene, has been identified as a highly sensitive fluorogenic reagent for aromatic aldehydes. It shows selective reactivity with aromatic aldehydes, particularly those with a hydroxy group, at specific pH conditions. The fluorescent derivatives of these aldehydes can be separated using high-performance liquid chromatography. This property is significant for analytical chemistry applications where sensitive detection is crucial (Chao et al., 1988).

Synthesis of Heat-Resistant Explosives

A study demonstrated the synthesis of a new isomer of diaminotrinitrobenzene from 1,2-diaminobenzene, in which the electron-donating groups (NH2) increase the thermal stability of the trinitrobenzene backbone. This synthesis is of particular interest for the development of heat-resistant explosives, highlighting the compound's potential in materials science and engineering (Siri & Braunstein, 2005).

Biodegradation of Difluorobenzenes

Research on the biodegradation of difluorobenzenes, which include compounds like 1,2-difluorobenzene, shows their use as intermediates in the synthesis of various pharmaceutical and agricultural chemicals. A study on Labrys portucalensis, a microbial strain, revealed its capability to degrade different isomers of difluorobenzene, which is crucial for understanding environmental degradation processes and potential bioremediation strategies (Moreira et al., 2009).

Organometallic Chemistry and Catalysis

1,2-Difluorobenzene is gaining recognition as a versatile solvent in organometallic chemistry and transition-metal-based catalysis. Its fluorine substituents reduce the ability to donate π-electron density, making it a weakly coordinating solvent. This property is beneficial in various chemical reactions and synthesis processes, providing a platform for exploring new organic synthesis methodologies (Pike et al., 2017).

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