585-79-5 Usage
Description
3-Bromonitrobenzene is an organic compound that exists as a white to light yellow crystal powder. It is characterized by the presence of a bromine atom and a nitro group attached to a benzene ring, which gives it unique chemical properties.
Uses
Used in Chemical Synthesis:
3-Bromonitrobenzene is used as a chemical intermediate for the synthesis of various organic compounds. Its bromine atom can be replaced in a variety of reactions, making it a versatile starting material for the production of different chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Bromonitrobenzene is used as a building block for the development of new drugs. Its unique structure allows for the creation of molecules with specific biological activities, which can be used to target various diseases and medical conditions.
Used in Dye Manufacturing:
3-Bromonitrobenzene is also utilized in the manufacturing of dyes. Its chemical properties make it suitable for the production of a range of colored compounds, which can be used in various applications, including textiles, plastics, and printing inks.
Used in Research and Development:
Due to its unique chemical structure, 3-Bromonitrobenzene is often used in research and development for studying various chemical reactions and processes. It can provide valuable insights into the behavior of similar compounds and help in the design of new molecules with specific properties and applications.
Synthesis Reference(s)
The Journal of Organic Chemistry, 46, p. 2169, 1981 DOI: 10.1021/jo00323a039
Purification Methods
Crystallise it twice from pet ether, using charcoal before the first crystallisation. [Beilstein 5 III 618, 5 IV 729.]
Check Digit Verification of cas no
The CAS Registry Mumber 585-79-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 585-79:
(5*5)+(4*8)+(3*5)+(2*7)+(1*9)=95
95 % 10 = 5
So 585-79-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H5NO2.BrH/c8-7(9)6-4-2-1-3-5-6;/h1-5H;1H
585-79-5Relevant articles and documents
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Dauben,Tilles
, p. 3185 (1950)
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Poly-N-bromosulfonamide-melamine as a novel brominating reagent for regioselective ipso-bromination of arylboronic acids
Alavinia, Sedigheh,Ghorbani-Vaghei, Ramin
, p. 1269 - 1276 (2021/08/27)
A practical synthetic method for the synthesis of aryl bromide was developed through regioselective bromination of boronic acid in the presence of poly-N-bromosulfonamide-melamine (PBBSM). In this regard, a novel heterogeneous support, cross-linked poly sulfonamide-melamine, has been successfully synthesized to stabilize bromine with high surface functional group density (6.6?mmol Br+/g). The prepared reagent is a novel brominating reagent that combines the effective functions of N-bromosulfonamide, N-bromosulfonamide-melamine, and melamine groups. The structure of PBBSM was characterized using XRD, FT–IR, 1H NMR, TGA, FE-SEM, EDX, and TGA analysis. Graphic abstract: [Figure not available: see fulltext.]
Metal- and base-free synthesis of aryl bromides from arylhydrazines
Phuc Tran, Dat,Nomoto, Akihiro,Mita, Soichiro,Dong, Chun-ping,Kodama, Shintaro,Mizuno, Takumi,Ogawa, Akiya
supporting information, (2020/05/08)
An efficient method was developed to synthesize brominated aromatic compounds from arylhydrazine hydrochlorides by using BBr3 in DMSO/CPME (cyclopentyl methyl ether) under air at 80 °C for 1 h without the use of bases or metal catalysts. In particular, this method could be carried out satisfactorily using electron-withdrawing groups to afford aryl bromides in a moderate to excellent yields.
