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CS-W001157 4
Total: USD 88.00

2-Isopropylbenzeneboronic acid

  • CAS No. 89787-12-2

  • Cat. No. CS-W003050
  • Purity≥98%
  • MDL No.MFCD03411937

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

2-Isopropylbenzeneboronic acid|CS-W003050

Structure of 89787-12-2

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General Information

  • CAS No. 89787-12-2
  • Cat. No. CS-W003050
  • Purity ≥98%
  • MDL No. MFCD03411937
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃BO₂
  • Molecular Weight 164.01
  • Synonym(s) 2-Isopropylphenylboronic acid
  • SMILES CC(c1ccccc1B(O)O)C

Description

2-Isopropylbenzeneboronic acid features a sterically hindered isopropyl group that enhances stability and modulates reactivity in Suzuki-Miyaura couplings. This bench-stable boronic acid integrates efficiently into complex molecular architectures, offering reliable performance under standard conditions.

Application

2-Isopropylbenzeneboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its bench-stable nature and tolerance to diverse functional groups facilitate reliable synthesis of biaryl architectures common in pharmaceutical and agrochemical development.

Synthesis

  • Route1

    References

    • Zehm, Daniel; Fudickar, Werner; Hans, Melanie; Schilde, Uwe; Kelling, Alexandra; Linker, Torsten Chemistry - A European Journal, 2008 , vol. 14, # 36 p. 11429 - 11441
  • Route2
    • null|null
      5419-55-6
    • (1-Bromopropan-2-yl)benzene|CS-W010513
      1459-00-3
    • ~%
    • In-stock
      2-Isopropylbenzeneboronic acid|CS-W003050
      89787-12-2

    References

    • US2002/19527 A1, ;
  • Route3
    • null|null
      5419-55-6
    • In-stock
      1-Bromo-2-isopropylbenzene|CS-W019560
      7073-94-1
    • ~%
    • In-stock
      2-Isopropylbenzeneboronic acid|CS-W003050
      89787-12-2

    References

    • Organic Letters, , vol. 2, # 10 p. 1403 - 1406

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   0.4898
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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