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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Direct bromodeboronation of arylboronic acids with CuBr2 in water
Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei
supporting information, (2021/01/05)
An efficient and practical method has been developed for the preparation of aryl bromides via the direct bromodeboronation of arylboronic acids with CuBr2 in water. This strategy provides several advantages, such as being ligand-free, base-free, high yielding, and functional group tolerant.
Low-temperature and highly efficient liquid-phase catalytic nitration of chlorobenzene with NO2: Remarkably improving the para-selectivity in O2-Ac2O-Hβ composite system
Deng, Renjie,Liu, Pingle,Luo, He'an,Ni, Wenjin,You, Kuiyi,Zhao, Fangfang
, (2020/02/26)
In this work, we developed a low-temperature and efficient approach for the highly selective preparation of valuable p-nitrochlorobenzene from the liquid-phase catalytic nitration of chlorobenzene with NO2 in O2-Ac2O-Hβ composite system. The results demonstrated that the introduction of molecular oxygen remarkably enhanced the chlorobenzene conversion and the cooperation catalysis of Hβ zeolite and Ac2O envidently improved the selectivity to para-nitro product. Under the optimized reaction conditions, 93.6 % of the selectivity to p-nitrochlorobenzene with 84.0 % of chlorobenzene conversion was obtained, and the ratio of p-nitrochlorobenzene to o-nitrochlorobenzene could reach up to 20.3. Furthermore, the selectivity distribution of nitration products was reasonably explained by the density functional theory (DFT) calculation. Finally, the possible nitration reaction pathway of chlorobenzene with NO2 was suggested in O2-Ac2O-Hβ composite catalytic system. The present work affords a new and mild nitration approach for highly selective preparation of valuable para-nitro products, and has potential industrial application prospects.
