86-57-7 Usage
Description
1-Nitronaphthalene is a mutagenic nitroaromatic compound that is present in diesel exhaust and is known to cause acute liver and lung toxicity in rodents. It is a cytochrome P450-bioactivated, nonciliated bronchiolar epithelial (Clara) cell cytotoxicant. As a yellow crystalline solid, it is commonly used in the study of excited state dynamics in various solvents and is also studied for its mutagenicity due to its presence in everyday products such as polymers, dyes, and drugs.
Uses
Used in Chemical Research:
1-Nitronaphthalene is used as a research compound for studying excited state dynamics in nonpolar, aprotic, and protic solvents. This helps scientists understand its behavior and properties in different environments.
Used in Environmental and Health Studies:
As a component of diesel exhaust, 1-Nitronaphthalene is used in studies related to environmental pollution and its effects on health, particularly its acute liver and lung toxicity in rodents.
Used in Mutagenicity Studies:
1-Nitronaphthalene, being a nitroaromatic compound, is used in mutagenicity studies to understand its potential to cause genetic mutations and its presence in everyday products such as polymers, dyes, and drugs.
Used in Pharmaceutical and Chemical Industries:
The mutagenicity and cytotoxic properties of 1-Nitronaphthalene make it a compound of interest in the pharmaceutical and chemical industries for the development of new drugs and chemical processes.
Biochem/physiol Actions
1-Nitronaphthalene binds covalently to protein and forms adducts in the rat airway epithelium in vivo.
Safety Profile
Poison by
intraperitoneal route. Mutation data
reported. A skin, eye, and mucous
membrane irritant. Flammable solid and
combustible liquid when exposed to heat or
flame. To fight fire, use CO2, dry chemical,
or water spray. Explosive reaction with
nitric acid + sulfuric acid above 60°C.
Forms a sensitive explosive mixture with
tetranitromethane. When heated to
decomposition it emits toxic fumes of NOx.
See also 2-NITRONAPHTHALENE and
NITRO COMPOUNDS OF AROMATIC
HYDROCARBONS.
Purification Methods
Fractionally distil 1-nitronaphthalene under reduced pressure, then crystallise it from EtOH, aqueous EtOH or heptane. Chromatograph it on alumina with *benzene/pet ether as eluent. It sublimes in vacuo. The 1:1 picrate complex has m 72o (from EtOH). [Beilstein 5 H 553, 5 III 1593, 5 IV 1673.]
Check Digit Verification of cas no
The CAS Registry Mumber 86-57-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 6 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 86-57:
(4*8)+(3*6)+(2*5)+(1*7)=67
67 % 10 = 7
So 86-57-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H7NO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H
86-57-7Relevant articles and documents
-
Cross,Drew
, p. 1532,1533 (1949)
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Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium
Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.
, p. 25841 - 25847 (2021/08/09)
Regardless of the sustainable development path, today, there are highly demanded chemical productions still operating that bear environmental and technological risks inherited from the previous century. The fabrication of nitro compounds, and nitroarenes in particular, is traditionally associated with acidic wastes formed in nitration reactions exploiting mixed acids. However, nitroarenes are indispensable for industrial and military applications. We faced the challenge and developed a greener, safer, and yet effective method for the production of nitroaromatics. The proposed approach comprises the application of an eco-friendly nitrating agent, namely dinitrogen pentoxide (DNP), in the medium of liquefied 1,1,1,2-tetrafluoroethane (TFE) - one of the most non-hazardous Freons. Importantly, the used TFE is not emitted into the atmosphere but is effortlessly recondensed and returned into the process. DNP is obtainedviathe oxidation of dinitrogen tetroxide with ozone. The elaborated method is characterized by high yields of the targeted nitro arenes, mild reaction conditions, and minimal amount of easy-to-utilize wastes.
Microwave-induced surface-mediated highly efficient regioselective nitration of aromatic compounds: Effects of penetration depth
BANIK, BIMAL K.,DAS, APARNA,YADAV, RAM NARESH
, p. 2203 - 2206 (2021/08/24)
Surface mediated highly regioselective nitration of aromatic compounds under diverse microwave-induced conditions was investigated in this work. The effects of the penetration depth of the surfaces were found to be more crucial than other dielectric parameters. Despite significant progress of microwave-induced reactions, no reports have examined the penetration depth of the surfaces used in these processes.
