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Copper(II) chloride (CAS 7447-39-4)

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Alternate Names:
Cupric chloride
Application:
Copper(II) chloride is a compound used with palladium in catalytic synthesis of 3-haloindoles
CAS Number:
7447-39-4
Purity:
≥98%
Molecular Weight:
134.45
Molecular Formula:
CuCl2
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Copper(II) chloride, when used in conjunction with palladium, plays a critical role in the catalytic synthesis of 3-haloindoles through an annulation process, a methodology that is highly valued in organic chemistry for its efficiency and precision in constructing complex molecular architectures. This catalytic system exploits the unique properties of both copper and palladium to facilitate the formation of carbon-halogen bonds, essential for the synthesis of 3-haloindoles, compounds of interest due to their structural resemblance to naturally occurring indole alkaloids. The process typically involves the activation of alkynes and halides under the influence of these metal catalysts, leading to the cyclization and halogenation of substrates to form the indole core with a halogen atom at the 3-position.


Copper(II) chloride (CAS 7447-39-4) References

  1. Helical-chain copper(II) complexes and a cyclic tetranuclear copper(II) complex with single syn-anti carboxylate bridges and ferromagnetic exchange interactions.  |  Colacio, E., et al. 2000. Inorg Chem. 39: 2882-90. PMID: 11232828
  2. Effect of copper(II) chloride on suppression of racemization in peptide synthesis by the carbodiimide method.  |  Miyazawa, T., et al. 1992. Int J Pept Protein Res. 39: 237-44. PMID: 1399263
  3. Simultaneous use of 1-hydroxybenzotriazole and copper(II) chloride as additives for racemization-free and efficient peptide synthesis by the carbodiimide method.  |  Miyazawa, T., et al. 1992. Int J Pept Protein Res. 39: 308-14. PMID: 1428521
  4. Effect of copper(II) chloride on suppression of racemization in peptide synthesis by the mixed anhydride and related methods.  |  Miyazawa, T., et al. 1992. Int J Pept Protein Res. 40: 49-53. PMID: 1428539
  5. Copper(II) chloride complexes with multimodal ligands based on the cyclotriphosphazene platform.  |  Ainscough, EW., et al. 2005. Dalton Trans. 3337-43. PMID: 16193152
  6. Hyaluronan degradation by copper(II) chloride and ascorbate: rotational viscometric, EPR spin-trapping, and MALDI-TOF mass spectrometric investigations.  |  Soltés, L., et al. 2006. Carbohydr Res. 341: 2826-34. PMID: 17049501
  7. Highly cytotoxic copper(II) complexes with modified paullone ligands.  |  Primik, MF., et al. 2010. Inorg Chem. 49: 302-11. PMID: 19968251
  8. Chlorido{2-[1-(2-pyridylmethyl-imino)eth-yl]pyrrolato-κN,N',N''}copper(II).  |  Li, R., et al. 2008. Acta Crystallogr Sect E Struct Rep Online. 64: m559. PMID: 21202015
  9. Chlorido[N'-(2-oxidobenzil-idene)acetohydrazide-κO,N',O']copper(II) dihydrate.  |  Tamboura, FB., et al. 2009. Acta Crystallogr Sect E Struct Rep Online. 65: m160-1. PMID: 21581771
  10. Highly Regioselective α-Chlorination of the BODIPY Chromophore with Copper(II) Chloride.  |  Zhou, X., et al. 2015. Org Lett. 17: 4632-5. PMID: 26340068
  11. Unusual 4-arsonoanilinium cationic species in the hydrochloride salt of (4-aminophenyl)arsonic acid and formed in the reaction of the acid with copper(II) sulfate, copper(II) chloride and cadmium chloride.  |  Smith, G. and Wermuth, UD. 2017. Acta Crystallogr C Struct Chem. 73: 325-330. PMID: 28378716
  12. Adsorption of dyes on the surface of polymer nanocomposites modified with methylamine and copper(II) chloride.  |  Ptaszkowska-Koniarz, M., et al. 2017. J Colloid Interface Sci. 504: 549-560. PMID: 28609738
  13. Inhibition of Glutathione Reductase Activity from Baker's Yeast (Saccharomyces cerevisiae) By Copper(II) Oxide Nanoparticles and Copper(II) Chloride.  |  Karadag, H. 2021. Bull Environ Contam Toxicol. 106: 647-651. PMID: 33564929
  14. Construction of N-Boc-2-Alkylaminoquinazolin-4(3H)-Ones via a Three-Component, One-Pot Protocol Mediated by Copper(II) Chloride that Spares Enantiomeric Purity.  |  Li, X. and Golden, JE. 2021. Adv Synth Catal. 363: 1638-1645. PMID: 33867902

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Copper(II) chloride, 50 g

sc-252631
50 g
$50.00

Copper(II) chloride, 250 g

sc-252631A
250 g
$80.00