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CS-W001157 4
Total: USD 88.00

4-(TRIMETHYLSILYL)PHENYLBORONIC ACID

  • CAS No. 17865-11-1

  • Cat. No. CS-W001042
  • Purity≥95%
  • MDL No.MFCD00093348

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

4-(TRIMETHYLSILYL)PHENYLBORONIC ACID|CS-W001042

Structure of 17865-11-1

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General Information

  • CAS No. 17865-11-1
  • Cat. No. CS-W001042
  • Purity ≥95%
  • MDL No. MFCD00093348
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅BO₂Si
  • Molecular Weight 194.11
  • Synonym(s) 4-Trimethylsilylphenylboronic acid
  • SMILES C[Si](C)(C)c1ccc(cc1)B(O)O

Description

4-(Trimethylsilyl)benzeneboronic acid features a boronate moiety flanked by a trimethylsilyl group, enhancing stability and solubility in organic media. This combination enables reliable use in Suzuki-Miyaura cross-coupling reactions under standard conditions, where the silyl group protects the boron center from hydrolysis. The molecule integrates seamlessly into complex molecular architectures with minimal side reactivity.

Synthesis

  • Route1

    References

    • DOW ADVANCED DISPLAY MATERIALS, LTD.; YOON, Seung Soo; KIM, Sung Min; KIM, Bong Ok; KWON, Hyuck Joo; EUM, Sung Jin; CHO, Young Jun; LEE, Hyo Jung Patent: WO2010/140801 A1, 2010 ; Location in patent: Page/Page column 18 ;
  • Route2
    • null|null
      5419-55-6
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • ~%
    • In-stock
      4-(TRIMETHYLSILYL)PHENYLBORONIC ACID|CS-W001042
      17865-11-1

    References

    • US6034089 A1, ; US 6034089 A
  • Route3
    • null|null
      75-77-4
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • ~35%
    • In-stock
      4-(TRIMETHYLSILYL)PHENYLBORONIC ACID|CS-W001042
      17865-11-1

    References

    • Man, Shing Wong; Ping, Fang Xia; Xiao, Ling Zhang; Pik, Kwan Lo; Cheng, Yuen-Kit; Yeung, Kai-Tai; Guo, Xiliang; Shuang, Shaomin Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2816 - 2819

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   40.46
  • LogP   -0.0884
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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