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CS-W001157 4
Total: USD 88.00

Tert-butyl (3-chlorophenyl)carbamate

  • CAS No. 5330-63-2

  • Cat. No. CS-0181210
  • Purity≥98%
  • MDL No.None

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

Tert-butyl (3-chlorophenyl)carbamate|CS-0181210

Structure of 5330-63-2

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General Information

  • CAS No. 5330-63-2
  • Cat. No. CS-0181210
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄ClNO₂
  • Molecular Weight 227.69
  • Synonym(s) tert-butyl N-(3-chlorophenyl)carbamate
  • SMILES O=C(OC(C)(C)C)NC1=CC=CC(Cl)=C1

Description

Tert-butyl (3-chlorophenyl)carbamate serves as a robust protecting group for primary amines, offering enhanced stability under basic conditions. The ortho-chlorinated aryl moiety imparts electron-withdrawing character, facilitating selective deprotection in polar environments. This derivative integrates cleanly into peptide synthesis workflows and maintains integrity during prolonged storage.

Application

Tert-butyl (3-chlorophenyl)carbamate serves as a stable, bench-ready nitrogen protecting group for aniline derivatives. It facilitates selective N-alkylation and coupling reactions under mild conditions, with orthogonal deprotection compatibility in standard protocols. Its moderate steric bulk enhances regioselectivity in electrophilic aromatic substitution, while the chlorophenyl moiety enables further functionalization via cross-coupling. The compound exhibits excellent stability during storage and purification, making it ideal for iterative synthesis workflows in medicinal chemistry and API development.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      108-42-9
    • ~97%
    • In-stock
      Tert-butyl (3-chlorophenyl)carbamate|CS-0181210
      5330-63-2

    References

    • Chinnappan, Amutha; La, Dahye; Kim, Hern RSC Advances, 2013 , vol. 3, # 32 p. 13324 - 13328
  • Route2
    • null|null
      1239374-13-0
    • ~74%
    • In-stock
      Tert-butyl (3-chlorophenyl)carbamate|CS-0181210
      5330-63-2

    References

    • Nielsen, Simon Dalsgaard; Smith, Garrick; Begtrup, Mikael; Kristensen, Jesper L. European Journal of Organic Chemistry, 2010 , # 19 p. 3704 - 3710
  • Route3
    • null|null
      108-42-9
    • ~%
    • In-stock
      Tert-butyl (3-chlorophenyl)carbamate|CS-0181210
      5330-63-2

    References

    • Darnbrough; Mervic; Condon; Burns Synthetic Communications, 2001 , vol. 31, # 21 p. 3273 - 3280

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-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   3.687
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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