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CS-W001157 4
Total: USD 88.00

1-(tert-Butoxy)-4-chlorobenzene

  • CAS No. 18995-35-2

  • Cat. No. CS-W016973
  • Molecule weight184.66
  • Purity≥98%
  • MDL No.MFCD04038411

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

1-(tert-Butoxy)-4-chlorobenzene|CS-W016973

Structure of 18995-35-2

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General Information

  • CAS No. 18995-35-2
  • Cat. No. CS-W016973
  • Purity ≥98%
  • MDL No. MFCD04038411
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃ClO
  • Molecular Weight 184.66
  • Synonym(s) tert-Butyl 4-Chlorophenyl Ether
  • SMILES ClC1=CC=C(OC(C)(C)C)C=C1

Description

1-(tert-Butoxy)-4-chlorobenzene features a para-chloro substituent flanked by a bulky tert-butoxy group, conferring enhanced stability and reduced reactivity compared to simpler aryl chlorides. This steric shielding facilitates selective cross-coupling reactions under mild conditions, making it valuable in constructing complex aromatic scaffolds for pharmaceutical and agrochemical synthesis.

Application

1-(tert-Butoxy)-4-chlorobenzene serves as a valuable building block in medicinal chemistry and materials synthesis, enabling straightforward functionalization via palladium-catalyzed cross-coupling reactions. The tert-butoxy group provides steric bulk and enhanced stability under basic conditions, while the para-chloro substituent offers high reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable nature and ease of purification facilitate integration into multi-step syntheses and API intermediate development.

Synthesis

  • Route1

    References

    • Hirano, Masao; Monobe, Hiroyuki; Yakabe, Shigetaka; Morimoto, Takashi Journal of Chemical Research - Part S, 1998 , # 10 p. 662 - 663
  • Route2
    • null|null
      507-20-0
    • null|null
      106-48-9
    • ~93%
    • In-stock
      1-(tert-Butoxy)-4-chlorobenzene|CS-W016973
      18995-35-2

    References

    • Bandgar; Kasture Journal of Chemical Research - Part S, 2000 , # 5 p. 252 - 253
  • Route3

    References

    • Li, Ming; Hua, Ruimao Tetrahedron Letters, 2009 , vol. 50, # 13 p. 1478 - 1481

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

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   3.5173
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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