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2-Amino-4-nitro anisidine
[CAS# 99-59-2]

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Complete supplier list of 2-Amino-4-nitro anisidine
Identification
Classification Biochemical >> Peptide
Name 2-Amino-4-nitro anisidine
Synonyms 5-Nitro-o-anisidine; Azoamine Scarlet K; 2-Methoxy-5-nitroaniline
Molecular Structure CAS # 99-59-2, 2-Amino-4-nitro anisidine, 5-Nitro-o-anisidine, Azoamine Scarlet K, 2-Methoxy-5-nitroaniline
Molecular Formula C7H8N2O3
Molecular Weight 168.15
CAS Registry Number 99-59-2
EC Number 202-770-5
SMILES COC1=C(C=C(C=C1)[N+](=O)[O-])N
Properties
Water solubility Slightly soluble. <0.01 g/100 mL at 19.5 ºC
Density 1.3±0.1 g/cm3, Calc.*, 1.2068 g/m
Melting point 117-119 ºC
Index of Refraction 1.601, Calc.*
Boiling Point 351.8±22.0 ºC (760 mmHg), Calc.*
Flash Point 166.6±22.3 ºC, Calc.*, 119 ºC
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol   GHS07;GHS08 Warning    Details
Hazard Statements H302-H312-H315-H319-H332-H335-H351    Details
Precautionary Statements P203-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P318-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Specific target organ toxicity - repeated exposureSTOT RE2H373
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.4H332
CarcinogenicityCarc.2H351
Acute toxicityAcute Tox.4H312
SDS Available
up Discovory and Applicatios
2-Amino-4-nitro anisidine, a significant derivative of anisidine, has attracted attention in both organic chemistry and industrial applications due to its unique chemical properties. The discovery of this compound can be traced back to efforts aimed at synthesizing nitroaniline derivatives, which are vital in various chemical processes. The introduction of both amino and nitro functional groups at specific positions on the anisidine ring enhances its reactivity and expands its utility in synthetic organic chemistry.

The synthesis of 2-Amino-4-nitro anisidine typically involves the nitration of anisidine followed by a careful reduction process. The nitration introduces the nitro group at the para position relative to the methoxy group, while the amino group is already present at the ortho position. This synthetic approach allows for the selective formation of the desired compound while minimizing the production of by-products. The resulting compound features both electron-donating and electron-withdrawing groups, which play a critical role in its reactivity and interactions with other chemical entities.

2-Amino-4-nitro anisidine finds various applications across multiple fields. In dye manufacturing, it serves as a key intermediate for producing azo dyes, which are widely used in textiles and printing. The ability of this compound to participate in diazotization reactions makes it a valuable precursor for generating vibrant colorants. Furthermore, its structure allows it to act as a coupling agent in the synthesis of other organic compounds, enhancing its importance in the chemical industry.

In addition to its role in dye chemistry, 2-Amino-4-nitro anisidine has also been explored for its potential biological activities. Some studies suggest that compounds with similar structures may exhibit antibacterial or antitumor properties, prompting research into their therapeutic potential. The presence of the amino and nitro groups may contribute to interactions with biological targets, making it a candidate for further pharmacological studies.

Despite its utility, there are considerations regarding the safety and environmental impact of 2-Amino-4-nitro anisidine. The compound, like many nitroaromatic compounds, may pose toxicity risks, necessitating careful handling and regulation in industrial settings. Ongoing research aims to better understand its toxicological profile and to explore safer alternatives in applications where possible.

In conclusion, 2-Amino-4-nitro anisidine represents a versatile compound with significant importance in both synthetic organic chemistry and industrial applications. Its unique structure and properties enable it to function as a crucial intermediate in dye production and potentially offer therapeutic benefits. Continued research into its applications and safety will enhance its contribution to various fields, highlighting the relevance of such compounds in modern chemistry.
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