97-56-3 Usage
Description
O-AMINOAZOTOLUENE is a reddish-brown to golden crystalline solid that is odorless. It is also known as 2-Amino-4'-nitrotoluene and is an organic compound with the chemical formula C7H8N2O2. It is soluble in acetone, ethanol, Cellosolve, and toluene, but insoluble in water. O-AMINOAZOTOLUENE has a melting point of 100°C and exhibits different colors when dissolved in various acids.
Uses
Used in the Oil and Fat Industry:
O-AMINOAZOTOLUENE is used as a coloring agent for oils, fats, and waxes. It provides a stable and heat-resistant color, making it suitable for coloring paraffin.
Used in the Manufacturing Industry:
O-AMINOAZOTOLUENE is used as a chemical intermediate in the production of dyes and pigments, such as C.I. 11160.
Used in the Chemical Industry:
O-AMINOAZOTOLUENE is used in the ethanol process for yellow sheet crystallization. It also reacts with concentrated sulfuric acid to produce a brown color, which turns red-orange upon dilution. In concentrated nitric acid, it forms a red-brown solution, while in concentrated hydrochloric acid, it partially dissolves to form a brown solution. It is insoluble in 10% sulfuric acid and slightly soluble in 10% sodium hydroxide solution, resulting in a pale yellow color.
Properties and Applications:
O-AMINOAZOTOLUENE has a light fastness rating and is heat-resistant up to 150°C, with sublimation. It is indissolvable in water and has poor solubility in sodium carbonate (5%) and hydrochloric acid (5%).
Preparation
(a) will Sodium nitrite (1 Moore) to join O-Methylaniline (8.5 Moore) and hydrochloric acid (1 Moore), the temperature is maintained at 28 ℃ below, until diazotization finish. Add a small amount of hydrochloric acid (about 0.2 Moore), and heating (40 ℃, 3 hours), in order to separate, with Sodium hydroxide for mercerization, and distillation reservoir. In order to get the refined products, usable alcohol recrystallization; (b) O-Methylaniline?diazotization, and O-Methylaniline?base Methanesulfonic acid coupling, and then with Sodium hydroxide solution common boiling, hydrolysis off Methanesulfonic acid base.
Reactivity Profile
O-AMINOAZOTOLUENE is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. O-AMINOAZOTOLUENE is sensitive to prolonged exposure to heat. O-AMINOAZOTOLUENE is incompatible with strong oxidizing agents.
Fire Hazard
Flash point data for O-AMINOAZOTOLUENE are not available. O-AMINOAZOTOLUENE is probably combustible.
Safety Profile
Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion. Moderately toxic by subcutaneous route. An experimental teratogen. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES.
Potential Exposure
An azo compound used in dyes, medicines; as a colorant in shoe polishes and other wax-based polishes.
Carcinogenicity
o-Aminoazotoluene is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Standard
Light Fastness
Melting point
Stable
Purification Methods
Recrystallise the dye twice from EtOH, once from *benzene, then dry it in an Abderhalden drying apparatus. [Cilento J Am Chem Soc 74 968 1952, Sawicki J Org Chem 21 605 1956, Beilstein 16 H 334, 16 I 322, 16 II 178, 16 III 386, 16 IV 525.] CARCINOGENIC.
Incompatibilities
Dust may form explosive mixture in air. Azo compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. This chemical is sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents.
Check Digit Verification of cas no
The CAS Registry Mumber 97-56-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 97-56:
(4*9)+(3*7)+(2*5)+(1*6)=73
73 % 10 = 3
So 97-56-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H9N3/c1-6-4-2-3-5-7(6)9-10-8/h2-5H,1H3,(H2,8,9)
97-56-3Relevant articles and documents
Method of preparing solvent red 24
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Paragraph 0015; 0019; 0022; 0025; 0026; 0027; 0028, (2018/11/03)
The invention discloses a method of preparing solvent red 24. The method comprises the steps of: feeding ortho-toluidine and methanol into a reactor, dropwise adding 30wt% of hydrochloric acid at 20-25 DEG C, cooling to 2-5 DEG C, dropwise adding 40wt% of sodium nitrite solution, performing thermal insulation for 3h, heating to a room temperature for thermal insulation for 2h, adding soft water, performing stirring and filtering, washing till a pH (potential of hydrogen) of filtrate is neutral, performing drying, feeding ortho-toluidine, the soft water and a single coupling material into the reactor, dropwise adding 30wt% of hydrochloric acid at 20-25 DEG C, cooling to 2-5 DEG C, dropwise adding 20wt% of sodium nitrite solution, performing thermal insulation for 4h, dropwise adding a mixedsolution of 2-naphthol and 5% alkaline liquor at 2-5 DEG C, performing thermal insulation for 2h, regulating the pH, performing thermal insulation for 5h, re-measuring the pH, performing filtering, and repeatedly cleaning and drying a filter cake. According to the method, reaction time is shortened; a reaction is relatively thorough; a product yield is increased by approximately 30%; almost no byproduct is generated; and a product is excellent in color light and strength.
Azo compounds reducing formation and toxicity of amyloid beta aggregation intermediates
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, (2011/10/12)
The present invention relates to compounds suitable as modulators of protein misfolding and/or protein aggregation. The compounds are particularly suitable as inhibitors of amyloid aggregate formation and/or modulators of amyloid surface properties, and/or as activators of degradation or reduction of amyloid aggregates.
Synthesis of deuterium-labeled azo dyes of the Sudan family
De Nino, Antonio,Di Donna, Leonardo,Maiuolo, Loredana,Mazzotti, Fabio,Sindona, Giovanni
, p. 459 - 463 (2008/09/20)
Carcinogenic amines are formed in vivo during the metabolism of Sudan azo dyes. The identification and assay of these polluting agents requires the availability of deuterated analogues. Accordingly, two series of derivatives labeled on the phenylazo and naphthol moieties were synthesized. The new compounds were obtained in satisfactory chemical yields and with an excellent degree of labeling. The structures were confirmed by 1H NMR spectroscopy and high-resolution mass spectrometry. Georg Thieme Verlag Stuttgart.
