Synlett 2014; 25(17): 2523-2524
DOI: 10.1055/s-0034-1379085
spotlight
© Georg Thieme Verlag Stuttgart · New York

Copper(II) Bromide

Anton Makarov
Department of Chemistry, Perm State University, 614990, 15 Bukireva, Perm, Russian Federation   eMail: antony.s.makarov@psu.ru
› Institutsangaben
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
22. September 2014 (online)

Dedicated to the memory of my father, Sergey Makarov, M.D.

Aliis inserviendo ipse consumor

Introduction

Copper(II) bromide is a black crystalline powder with a melting point of 498 °C and a boiling point of 900 °C. It is soluble in water, alcohol and acetone; however, it is insoluble in benzene and ether. Copper(II) bromide can be obtained by the reaction of copper(II) oxide with hydrobromic acid or by the reaction of metallic copper with bromine.

Copper(II) bromide is a powerful brominating agent.[1] It is also used as a catalyst in many organic reactions, including alkylation,[2] amination,[3] oxidation,[4] multi-component reactions,[5] and for the synthesis of ethers[6] or esters.[7]

 
  • References

    • 1a Gallou F, Reeves JT, Tan Z, Song JJ, Yee NK, Harcken C, Liu P, Thomson D, Senanayake CH. Synlett 2007; 211
    • 1b Zhang J, Singh S, Hwang DK, Barlow S, Kippelen B, Marder SR. J. Mater. Chem. C 2013; 1: 5093
    • 2a Palais L, Alexakis A. Tetrahedron: Asymmetry 2009; 20: 2866
    • 2b Lai G, Guo F, Zheng Y, Fang Y, Song H, Xu K, Wang S, Zha Z, Wang Z. Chem. Eur. J. 2011; 17: 1114
    • 2c Huang X.-F, Zhu Z.-Q, Huang Z.-Z. Tetrahedron 2013; 69: 8579
    • 3a Michon C, Medina F, Capet F, Roussel P, Agbossou-Niedercorn F. Adv. Synth. Catal. 2010; 352: 3293
    • 3b Guo S, Qian B, Xie Y, Xia C, Huang H. Org. Lett. 2011; 13: 522
    • 3c Michaudel Q, Thevenet D, Baran PS. J. Am. Chem. Soc. 2012; 134: 2547
    • 3d Si W, Lu S, Bao M, Asao N, Yamamoto Y, Jin T. Org. Lett. 2014; 16: 620
    • 4a Ren W, Xia Y, Ji S.-J, Zhang Y, Wan X, Zhao J. Org. Lett. 2009; 11: 1841
    • 4b Das R, Chakraborty D. Tetrahedron Lett. 2010; 51: 6255
    • 4c Das R, Chakraborty D. Appl. Organometal. Chem. 2011; 25: 437
    • 5a Zhou L, Jiang H.-F, Li C.-J. Adv. Synth. Catal. 2008; 350: 2226
    • 5b Roy B, Raj R, Mukhopadhyay B. Tetrahedron Lett. 2009; 50: 5838
    • 5c Yang Y, Zhang X, Zeng W, Huanga H, Liang Y. RSC Adv. 2014; 4: 6090
    • 6a Hui H.-H, Zhao Q, Yang M.-Y, She D.-B, Chen M, Huang G.-S. Synthesis 2008; 191
    • 6b Mezaache R, Dembele YA, Bikard Y, Weibel J.-M, Blanc A, Pale P. Tetrahedron Lett. 2009; 50: 7322
    • 6c Bhadra S, Dzik WI, Goossen LJ. J. Am. Chem. Soc. 2012; 134: 9938
  • 7 Kumar GS, Maheswari CU, Kumar RA, Kantam ML, Reddy KR. Angew. Chem. Int. Ed. 2011; 50: 11748
  • 8 Shirinian VZ, Lonshakov DV, Kachala VV, Zavarzin IV, Shimkin AA, Lvov AG, Krayushkin MM. J. Org. Chem. 2012; 77: 8112
  • 9 Zhou M.-Y, Kong S.-S, Zhang L.-Q, Zhao M, Duan J.-A, Ou-yang Z, Wang M. Tetrahedron Lett. 2013; 54: 3962
  • 10 Evans RW, Zbieg JR, Zhu S, Li W, MacMillan DW. C. J. Am. Chem. Soc 2013; 135: 16074
  • 11 Xu K, Fang Y, Yan Z, Zha Z, Wang Z. Org. Lett. 2013; 15: 2148
  • 12 Zhang J, Tiwari B, Xing C, Chen X, Chi YR. Angew. Chem. Int. Ed. 2012; 51: 3649
  • 13 Zhang C, Gao X, Zhang J, Peng X. Synlett 2010; 261
  • 14 Yin B, Yu H, Li Z, Zhong W, Gu W. Synthesis 2012; 44: 3735
  • 15 Wang M.-K, Zhou Z.-l, Tang R.-Y, Zhang X.-G, Deng C.-L. Synlett 2013; 24: 737