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CS-W001157 4
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tert-Butyl (4-bromophenyl)carbamate

  • CAS No. 131818-17-2

  • Cat. No. CS-0018928
  • Purity≥97%
  • MDL No.MFCD01006612

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

tert-Butyl (4-bromophenyl)carbamate|CS-0018928

Structure of 131818-17-2

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General Information

  • CAS No. 131818-17-2
  • Cat. No. CS-0018928
  • Purity ≥97%
  • MDL No. MFCD01006612
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄BrNO₂
  • Molecular Weight 272.14
  • Synonym(s) N-Boc 4-bromoaniline
  • SMILES O=C(OC(C)(C)C)NC1=CC=C(Br)C=C1

Description

tert-Butyl (4-bromophenyl)carbamate delivers a robust, bench-stable boronate handle for Suzuki-Miyaura coupling, featuring a para-brominated aryl moiety that enables efficient cross-coupling under standard conditions. The tert-butyl carbamate group provides excellent stability and ease of removal via mild acidolysis.

Application

tert-Butyl (4-bromophenyl)carbamate serves as a stable, bench-ready precursor for the introduction of 4-bromophenylamine units in synthetic workflows. Its carbamate group enables efficient N-protection with orthogonal cleavage under mild acidic conditions, facilitating downstream coupling reactions. The bromo substituent provides a versatile handle for palladium-catalyzed cross-coupling, enabling access to biaryl scaffolds common in pharmaceutical and materials chemistry.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      106-40-1
    • ~97%
    • In-stock
      tert-Butyl (4-bromophenyl)carbamate|CS-0018928
      131818-17-2

    References

    • Chankeshwara, Sunay V.; Chakraborti, Asit K. Synthesis, 2006 , # 16 p. 2784 - 2788
  • Route2

    References

    • Isley, Nicholas A.; Dobarco, Sebastian; Lipshutz, Bruce H. Green Chemistry, 2014 , vol. 16, # 3 p. 1480 - 1488
  • Route3
    • null|null
      1239374-02-7
    • ~69%
    • In-stock
      tert-Butyl (4-bromophenyl)carbamate|CS-0018928
      131818-17-2

    References

    • Nielsen, Simon Dalsgaard; Smith, Garrick; Begtrup, Mikael; Kristensen, Jesper L. European Journal of Organic Chemistry, 2010 , # 19 p. 3704 - 3710

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   3.7961
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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