367-24-8 Usage
Description
4-Bromo-2-fluoroaniline is an organic compound that features a bromo and a fluoro substituent on the aniline structure. It is a solid with specific chemical properties that make it suitable for various applications in the fields of organic synthesis and pharmaceuticals.
Uses
Used in Organic Synthesis:
4-Bromo-2-fluoroaniline is used as an organic synthesis intermediate due to its unique structure, which allows for further chemical reactions to produce a variety of compounds. Its application in this field is crucial for the development of new organic molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Bromo-2-fluoroaniline serves as a key intermediate in the synthesis of various drugs. Its role in the development of new medications is significant, as it can be used to create molecules with specific therapeutic properties.
Used in Laboratory Research and Development:
4-Bromo-2-fluoroaniline is also utilized in laboratory research and development processes. It is an essential compound for scientists to study and understand the behavior of different chemical reactions, which can lead to the discovery of new chemical entities and advancements in the field of chemistry.
Used in Chemical Production Processes:
Furthermore, 4-Bromo-2-fluoroaniline is employed in chemical production processes, where it is used to manufacture various chemicals and materials. Its versatility and reactivity make it a valuable component in the chemical industry.
Used in Synthesis of 4-amino-3-fluorophenyl boronic acid:
4-Bromo-2-fluoroaniline has been specifically used in the synthesis of 4-amino-3-fluorophenyl boronic acid, which is an important compound in the field of materials science and pharmaceuticals.
Used in Chemical Modification and Synthesis of Boronic Acid Derivatives:
Additionally, 4-Bromo-2-fluoroaniline is utilized in the chemical modification and synthesis of boronic acid derivatives for ultraviolet-visible titration. This application highlights its importance in analytical chemistry and the development of new methods for chemical analysis.
Synthesis
To a stirred solution of 4-bromo-2-fluoro-l -nitrobenzene (10 g, 45.5 mmol) in EtOH (50 mL)AVater (20 mL) was added iron (12.7 g, 230 mmol) and NH4C1 (24.3 g, 455 mmol). The reaction mixture was stirred at 90 °C for 2 h. After 2 h the reaction mixture was filtered over Celite. The filter cake was washed with EtOH (300 mL), and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (S1O2, Petroleum ether/EtOAc=10: l to 5: 1) to afford 4-bromo-2-fluoroaniline.
Check Digit Verification of cas no
The CAS Registry Mumber 367-24-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 7 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 367-24:
(5*3)+(4*6)+(3*7)+(2*2)+(1*4)=68
68 % 10 = 8
So 367-24-8 is a valid CAS Registry Number.
InChI:InChI:1S/C6H5BrFN/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2
367-24-8Relevant articles and documents
A Practical Procedure for Regioselective Bromination of Anilines
Takahashi, Yusuke,Seki, Masahiko
, p. 1828 - 1832 (2021/04/15)
A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.
Visible-light-promoted oxidative halogenation of (hetero)arenes
Jiang, Xuefeng,Li, Yiming,Lu, Lingling
supporting information, p. 5989 - 5994 (2020/10/18)
Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.
Anion ligand promoted selective C-F bond reductive elimination enables C(sp2)-H fluorination
Mao, Yang-Jie,Luo, Gen,Hao, Hong-Yan,Xu, Zhen-Yuan,Lou, Shao-Jie,Xu, Dan-Qian
, p. 14458 - 14461 (2019/12/09)
A detailed mechanism study on the anion ligand promoted selective C-H bond fluorination is reported. The role of the anion ligand has been clarified by experimental evidence and DFT calculations. Moreover, the nitrate promoted C-F bond reductive elimination enabled a selective C-H bond fluorination of various symmetric and asymmetric azobenzenes to access diverse o-fluoroanilines.
