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CS-W001157 4
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(4-(Benzyloxy)phenyl)hydrazine hydrochloride

  • CAS No. 52068-30-1

  • Cat. No. CS-W019438
  • Purity≥95%
  • MDL No.MFCD00137741

*For research and further manufacturing use only, not for direct human use.

(4-(Benzyloxy)phenyl)hydrazine hydrochloride|CS-W019438

Structure of 52068-30-1

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General Information

  • CAS No. 52068-30-1
  • Cat. No. CS-W019438
  • Purity ≥95%
  • MDL No. MFCD00137741
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₅ClN₂O
  • Molecular Weight 250.72
  • Synonym(s) 4-Benzyloxyphenylhydrazine hydrochloride
  • SMILES NNC1=CC=C(OCC2=CC=CC=C2)C=C1.[H]Cl

Description

This hydrazine derivative features a benzyloxy-substituted phenyl group that enhances solubility and stability in organic media. The hydrochloride salt form ensures ease of handling and precise stoichiometric delivery. It serves as a key intermediate in the synthesis of bioactive heterocycles, particularly azo dyes and pharmacologically active compounds.

Application

(4-(Benzyloxy)phenyl)hydrazine hydrochloride serves as a reliable building block for the synthesis of hydrazone derivatives and heterocyclic scaffolds, particularly in the construction of biologically relevant azo and triazole architectures. Its benzyloxy-protected phenolic functionality offers enhanced stability and orthogonal reactivity, enabling selective transformations under mild conditions. The hydrochloride salt form ensures excellent bench stability, ease of handling, and straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1

    References

    • UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; WANG, Qiming, Jan Patent: WO2012/78859 A2, 2012 ; Location in patent: Page/Page column 47 ;
  • Route2
    • 4-(Benzyloxy)aniline Lapatinib Impurity|CS-0229076
      6373-46-2
    • ~94%
    • In-stock
      (4-(Benzyloxy)phenyl)hydrazine hydrochloride|CS-W019438
      52068-30-1

    References

    • American Home Products Corporation Patent: US5229516 A1, 1993 ; US 5229516 A
  • Route3
    • (4-(Benzyloxy)phenyl)hydrazine|CS-0104140
      51145-58-5
    • ~57%
    • In-stock
      (4-(Benzyloxy)phenyl)hydrazine hydrochloride|CS-W019438
      52068-30-1

    References

    • Jasinski, Marcin; Gerding, Jason S.; Jankowiak, Aleksandra; Geibicki, Krzysztof; Romanski, Jaroslaw; Jastrzeibska, Katarzyna; Sivaramamoorthy, Ajan; Mason, Kristein; Evans, Donavan H.; Celeda, Malgorzata; Kaszynski, Piotr Journal of Organic Chemistry, 2013 , vol. 78, # 15 p. 7445 - 7454

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.28
  • LogP   2.973
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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