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CS-W001157 4
Total: USD 88.00

4-((Trimethylsilyl)ethynyl)aniline

  • CAS No. 75867-39-9

  • Cat. No. CS-0046200
  • Purity≥98%
  • MDL No.MFCD03695479

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

4-((Trimethylsilyl)ethynyl)aniline|CS-0046200

Structure of 75867-39-9

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General Information

  • CAS No. 75867-39-9
  • Cat. No. CS-0046200
  • Purity ≥98%
  • MDL No. MFCD03695479
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₅NSi
  • Molecular Weight None
  • Synonym(s) 4-[(trimethylsilyl)ethynyl]aniline
  • SMILES C[Si](C)(C)C#CC1=CC=C(N)C=C1

Description

4-((Trimethylsilyl)ethynyl)aniline features a terminal alkyne tethered to an aromatic ring via a silyl-protected acetylene, enabling efficient copper-catalyzed coupling reactions. The trimethylsilyl group enhances stability and facilitates selective deprotection under mild conditions. This boronate moiety integrates seamlessly into complex molecular architectures.

Application

4-((Trimethylsilyl)ethynyl)aniline serves as a versatile building block in cross-coupling and heterocycle synthesis, enabling efficient Sonogashira coupling due to its stable silyl-protected alkyne functionality. The trimethylsilyl group enhances solubility and facilitates selective deprotection, while the aniline moiety supports further derivatization. Its bench stability and compatibility with diverse reaction conditions make it a practical choice for constructing conjugated systems and complex molecular architectures in medicinal chemistry and materials science.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335-H413
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   2.4977
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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