694-80-4 Usage
Description
2-Bromochlorobenzene, also known as 1-chloro-2-bromobenzene, is an organic compound that belongs to the class of halogenated aromatic hydrocarbons. It is characterized by the presence of one bromine and one chlorine atom attached to a benzene ring. 2-Bromochlorobenzene is known for its unique chemical properties and reactivity, making it a versatile building block in various chemical and pharmaceutical applications.
Uses
Used in Chromatography:
2-Bromochlorobenzene is used as a stationary phase in Gas Chromatography (GC) and Liquid Chromatography (LC) for the separation and analysis of complex mixtures. Its unique chemical properties allow for the efficient and accurate identification of different components in a sample.
Used in Pharmaceutical and Synthetic Chemistry:
2-Bromochlorobenzene serves as an intermediate in the synthesis of various pharmaceutical compounds and organic molecules. Its reactivity and stability make it a valuable building block for the development of new drugs and other chemical products.
Used in the Preparation of Arylpiperidines and Aryltetrahydropyridines:
2-Bromochlorobenzene is used as a reagent in the preparation of arylpiperidines and aryltetrahydropyridines, which are known as 5-HT2C agonists. These compounds have potential applications in the treatment of various neurological and psychiatric disorders, such as schizophrenia, anxiety, and depression. The use of 2-bromochlorobenzene in this process contributes to the development of novel and effective therapeutic agents for these conditions.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 3, p. 185, 1955Tetrahedron Letters, 33, p. 3167, 1992 DOI: 10.1016/S0040-4039(00)79842-X
Check Digit Verification of cas no
The CAS Registry Mumber 694-80-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 694-80:
(5*6)+(4*9)+(3*4)+(2*8)+(1*0)=94
94 % 10 = 4
So 694-80-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BrCl/c7-5-3-1-2-4-6(5)8/h1-4H
694-80-4Relevant articles and documents
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.
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.
Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation
Rogers, David A.,Bensalah, Adam T.,Espinosa, Alvaro Tomas,Hoerr, John L.,Refai, Fares H.,Pitzel, Amy K.,Alvarado, Juan J.,Lamar, Angus A.
supporting information, p. 4229 - 4233 (2019/06/17)
Heteroarenes and arenes that contain electron-withdrawing groups are chlorinated in good to excellent yields (scalable to gram scale) using trichloroisocyanuric acid (TCCA) and catalytic Brilliant Green (BG). Visible-light activation of BG serves to amplify the electrophilic nature of TCCA, providing a mild alternative approach to acid-promoted chlorination of deactivated (hetero)aromatic substrates. The utility of the TCCA/BG system is demonstrated through comparison to other chlorinating reagents and by the chlorination of pharmaceuticals including caffeine, lidocaine, and phenazone.