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CS-W001157 4
Total: USD 88.00

1-(tert-Butyl)-4-chlorobenzene

  • CAS No. 3972-56-3

  • Cat. No. CS-W017733
  • Molecule weight168.66
  • Purity≥98%
  • MDL No.MFCD00236378

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

1-(tert-Butyl)-4-chlorobenzene|CS-W017733

Structure of 3972-56-3

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General Information

  • CAS No. 3972-56-3
  • Cat. No. CS-W017733
  • Purity ≥98%
  • MDL No. MFCD00236378
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃Cl
  • Molecular Weight 168.66
  • Synonym(s) Benzene, 1-chloro-4-(1,1-dimethylethyl)-
  • SMILES ClC1=CC=C(C(C)(C)C)C=C1

Description

1-(tert-Butyl)-4-chlorobenzene features a para-chloro substituent on a tert-butylated benzene ring, delivering enhanced steric bulk and electronic stability. This combination imparts excellent bench stability and moisture tolerance, enabling reliable use in cross-coupling reactions and as a building block in medicinal chemistry.

Application

1-(tert-Butyl)-4-chlorobenzene serves as a valuable building block in medicinal chemistry and materials science, enabling direct functionalization via palladium-catalyzed cross-coupling reactions. Its tert-butyl group imparts enhanced steric bulk and metabolic stability, while the para-chloro substituent offers high reactivity in Suzuki, Stille, and Negishi couplings. The compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthesis and library generation.

Synthesis

  • Route1
    • null|null
      507-19-7
    • null|null
      108-90-7
    • ~58%
    • In-stock
      1-(tert-Butyl)-4-chlorobenzene|CS-W017733
      3972-56-3

    References

    • Zupp, Laurine R.; Campanella, Veronica L.; Rudzinski, Diandra M.; Beland, Franois; Priefer, Ronny Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5343 - 5346
  • Route2
    • null|null
      253185-03-4
    • ~%
    • 1-(tert-Butyl)-3-chlorobenzene|CS-0664518
      3972-55-2
    • In-stock
      1-(tert-Butyl)-4-chlorobenzene|CS-W017733
      3972-56-3
    • null|null
      7073-98-5

    References

    • TORAY INDUSTRIES, INC. Patent: EP1508557 A1, 2005 ; Location in patent: Page/Page column 19; 20 ;
  • Route3
    • null|null
      253185-03-4
    • ~85%
    • In-stock
      1-(tert-Butyl)-4-chlorobenzene|CS-W017733
      3972-56-3
    • null|null
      7073-98-5

    References

    • Kajigaeshi, Shoji; Ueda, Yasuhiro; Fujisaki, Shizuo; Kakinami, Takaaki Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 6 p. 2096 - 2098

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   0
  • LogP   3.6375
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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