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1-Bromo-2-chlorobenzene finds application in Gas Chromatography and Liquid Chromatography analysis. It is also used as an intermediate in pharmaceutical and synthetic chemistry. Further, it acts as a reagent in the preparation of arylpiperidines and aryltetrahydropyridines as 5-HT2C agonists.
Lithiation with LDA occurs ortho to the chlorine atom; subsequent reaction with electrophiles provides access to mixed dihalo derivatives such as 3-bromo-2-chlorobenzoic acid: Tetrahedron Lett., 36, 881 (1995).
Chen, J.; Natte, K.; Wu, X. F. Convenient palladium-catalyzed carbonylative synthesis of caprolactam and butyrolactam derived phthalimides and amides by using DBU and DBN as the nitrogen source. Tetrahedron Lett. 2015, 56 (2), 342-345.
Gao, J.; Zhu, J.; Chen, L.; Shao, Y.; Zhu, J.; Huang, Y.; Wang, X.; Lv, X. Synthesis of benzimidazo[2,1-b]benzothiazole derivatives through sequential Cu-catalyzed domino coupling and Pd-catalyzed Suzuki reaction. Tetrahedron Lett. 2014, 55 (22), 3367-3373.
Hazard Statements: H227-H302-H315-H319-H332-H335
Combustible liquid. Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. Harmful if inhaled. May cause respiratory irritation.
Precautionary Statements: P210-P235-P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant