578-46-1 Usage
Description
5-METHYL-2-NITROANILINE is an organic compound with the chemical formula C7H8N2O2. It is characterized by its yellow leaflet form when crystallized from water or as an orange powder. 5-METHYL-2-NITROANILINE is known for its specific chemical properties and is utilized in various applications across different industries.
Uses
Used in Pharmaceutical Industry:
5-METHYL-2-NITROANILINE is used as an intermediate compound for the synthesis of various pharmaceutical products. One of its notable applications is in the preparation of N-(5-methyl-2-nitrophenyl)-4-[N-(pyridin-3-ylmethoxy carbonyl)aminomethyl]benzamide, which is a complex molecule with potential therapeutic applications.
The use of 5-METHYL-2-NITROANILINE in the pharmaceutical industry is primarily due to its ability to form essential intermediates in the synthesis of drugs with specific therapeutic properties. Its chemical structure allows for further functionalization and modification, making it a versatile building block in the development of new medications.
Air & Water Reactions
5-METHYL-2-NITROANILINE is sensitive to prolonged exposure to air. Insoluble in water.
Reactivity Profile
5-METHYL-2-NITROANILINE is incompatible with acids, acid chlorides, acid anhydrides, chloroformates, and strong oxidizers .
Health Hazard
SYMPTOMS: Symptoms of exposure to 5-METHYL-2-NITROANILINE may include irritation. Structurally similar chemicals may cause methemoglobinemia.
Fire Hazard
Flash point data for 5-METHYL-2-NITROANILINE are not available; however, 5-METHYL-2-NITROANILINE is probably combustible.
Safety Profile
Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 578-46-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 8 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 578-46:
(5*5)+(4*7)+(3*8)+(2*4)+(1*6)=91
91 % 10 = 1
So 578-46-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O2/c1-5-2-3-7(9(10)11)6(8)4-5/h2-4H,8H2,1H3
578-46-1Relevant articles and documents
The reduction of benzofuroxans by ferrous salts and by thiophenol
Gasco,Medana,Gasco
, p. 2707 - 2712 (1994)
Treatment of benzofuroxan derivatives with ferrous sulphate in DMSO/water solution affords in high yield o-nitroanilines. o-Nitroaniline was also obtained by reduction of benzofuroxan with thiophenol in presence of catalytic amount of Fe2+ or Fe3+ salts.
Nitroanilines are the reduction products of benzofuroxan system by oxyhemoglobin (HbO22+)
Medana, Claudio,Visentin, Sonja,Grosa, Giorgio,Fruttero, Roberta,Gasco, Alberto
, p. 799 - 802 (2007/10/03)
Benzofuroxans are interesting compounds which display several biochemical and pharmacological properties. Recent studies from our laboratory demonstrate that they are reduced by ferrous salts at room temperature and that the principal reaction products are o-nitroanilines. This paper shows that simple benzofuroxan derivatives are also able to oxidise HbO22+ to methemoglobin (MetHb3+) (UV detection) and to form o-nitroanilines (HPLC detection). From a toxicological point of view this reaction is interesting, since it indicates that the blood is a site for metabolism of these compounds with consequent methemoglobinemia and formation of toxic compounds.
The Rearragement of Aromatic Nitro Compounds. Part 1. The Reactions of Nitroanilines in Aqueous Sulphuric Acid
Murphy, J. Timothy,Ridd, John H.
, p. 1767 - 1772 (2007/10/02)
A number of substituted 2-nitroanilines rearange in concentrated sulphuric acid at 110 deg C to yield products that appear to be derived from 1,3-migration of the 2-nitro-group.For 2,3-dinitroaniline, the rate of reaction is almost independent of acidity over the range 83-97percent sulphuric acid and the solvent isotope effect k(H2SO4)/k(D2SO4) is 1.3-1.9.Methyl and t-butyl groups, when present as additional substituents in 2,3-dinitroaniline, have only a small effect on the reaction rate but 3-methyl-2-nitroaniline reacts much more slowly than 2,3-dinitroaniline.These results are discussed in terms of a rate-determining migration of the 2-nitro group following protonation at the 2-position.
