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CS-W001157 4
Total: USD 88.00

(2-Methylnaphthalen-1-yl)boronic acid

  • CAS No. 103989-84-0

  • Cat. No. CS-0134843
  • Molecule weight186.01
  • Purity≥97%
  • MDL No.MFCD03452758

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

(2-Methylnaphthalen-1-yl)boronic acid|CS-0134843

Structure of 103989-84-0

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General Information

  • CAS No. 103989-84-0
  • Cat. No. CS-0134843
  • Purity ≥97%
  • MDL No. MFCD03452758
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₁BO₂
  • Molecular Weight 186.01
  • Synonym(s) None
  • SMILES OB(C1=C2C=CC=CC2=CC=C1C)O

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under standard conditions. The methylnaphthalene scaffold imparts enhanced solubility and stability, while the ortho-methyl group provides steric protection to the boronic acid functionality.

Application

(2-Methylnaphthalen-1-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its stability, ease of handling, and tolerance to various functional groups make it well-suited for constructing biaryl architectures in pharmaceutical and materials synthesis.

Synthesis

  • Route1

    References

    • De Koning, Charles B.; Michael, Joseph P.; Nhlapo, Johanna M.; Pathak, Rakhi; Van Otterlo, Willem A. L. Synlett, 2003 , # 5 p. 705 - 707
  • Route2
    • null|null
      121-43-7
    • In-stock
      1-Bromo-2-methylnaphthalene|CS-0128760
      2586-62-1
    • ~%
    • In-stock
      (2-Methylnaphthalen-1-yl)boronic acid|CS-0134843
      103989-84-0

    References

    • Malkov, Andrei V.; Ramirez-Lopez, Pedro; Biedermannova, Lada; Rulisek, Lubomir; Dufkova, Lenka; Kotora, Martin; Zhu, Fujiang; Kocovsky, Pavel Journal of the American Chemical Society, 2008 , vol. 130, # 15 p. 5341 - 5348
  • Route3
    • null|null
      7439-95-4
    • null|null
      121-43-7
    • In-stock
      1-Bromo-2-methylnaphthalene|CS-0128760
      2586-62-1
    • ~%
    • In-stock
      (2-Methylnaphthalen-1-yl)boronic acid|CS-0134843
      103989-84-0

    References

    • Wang, Wei-Bo; Curtin, Michael L.; Fakhoury, Stephen A.; Gwaltney II, Stephen L.; Hasvold, Lisa A.; Hutchins, Charles W.; Li, Qun; Lin, Nan-Horng; Nelson, Lissa Taka Jennings; O'Connor, Steve; Sham, Hing L.; Sullivan, Gerard M.; Wang, Gary T.; Wang, Xilu Patent: US2002/19527 A1, 2002 ;

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   0.82802
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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