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CS-W001157 4
Total: USD 88.00

N-Cyclohexylaniline

  • CAS No. 1821-36-9

  • Cat. No. CS-0015900
  • Molecule weight175.27
  • Purity≥96%
  • MDL No.MFCD00014284

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

N-Cyclohexylaniline|CS-0015900

Structure of 1821-36-9

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General Information

  • CAS No. 1821-36-9
  • Cat. No. CS-0015900
  • Purity ≥96%
  • MDL No. MFCD00014284
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇N
  • Molecular Weight 175.27
  • Synonym(s) N-Phenylcyclohexylamine
  • SMILES C1(NC2CCCCC2)=CC=CC=C1

Description

N-Cyclohexylaniline features a cyclohexyl group attached to the nitrogen of aniline, enhancing lipophilicity and steric bulk. This substitution improves solubility in organic media while maintaining nucleophilic reactivity at the aromatic ring. The compound serves as a stable, bench-friendly amine for coupling reactions, catalytic systems, and synthetic intermediates in pharmaceutical and materials chemistry.

Application

N-Cyclohexylaniline serves as a stable, bench-friendly amine building block for constructing nitrogen-containing heterocycles and functionalized aromatic systems. Its cyclohexyl group enhances solubility and steric profile, enabling efficient coupling reactions with electrophiles such as acyl chlorides and sulfonyl chlorides. The molecule exhibits good functional group tolerance and facilitates straightforward purification, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      Iodobenzene|CS-W008603
      591-50-4
    • null|null
      108-91-8
    • ~97%
    • In-stock
      N-Cyclohexylaniline|CS-0015900
      1821-36-9

    References

    • Tsukada, Naofumi; Ohnishi, Nozomi; Aono, Shiori; Takahashi, Fusako Organometallics, 2012 , vol. 31, # 21 p. 7336 - 7338
  • Route2
    • null|null
      108-91-8
    • null|null
      108-90-7
    • ~99%
    • In-stock
      N-Cyclohexylaniline|CS-0015900
      1821-36-9

    References

    • Shen, Qilong; Ogata, Tokutaro; Hartwig, John F. Journal of the American Chemical Society, 2008 , vol. 130, # 20 p. 6586 - 6596
  • Route3
    • null|null
      108-91-8
    • In-stock
      Phenylboronic acid|CS-W001090
      98-80-6
    • ~91%
    • In-stock
      N-Cyclohexylaniline|CS-0015900
      1821-36-9

    References

    • Sreedhar, Bojja; Venkanna, Gopaladasu T.; Shiva Kumar, Kota Balaji; Balasubrahmanyam, Vura Synthesis, 2008 , # 5 p. 795 - 799

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   12.03
  • LogP   3.4312
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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