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CS-W001157 4
Total: USD 88.00

2,5-Dimethylphenylboronic acid

  • CAS No. 85199-06-0

  • Cat. No. CS-D1026
  • Purity≥98%
  • MDL No.MFCD01863525

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

2,5-Dimethylphenylboronic acid|CS-D1026

Structure of 85199-06-0

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General Information

  • CAS No. 85199-06-0
  • Cat. No. CS-D1026
  • Purity ≥98%
  • MDL No. MFCD01863525
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁BO₂
  • Molecular Weight 149.98
  • Synonym(s) None
  • SMILES CC1=CC=C(C)C(B(O)O)=C1

Description

2,5-Dimethylphenylboronic acid features a sterically hindered boronate moiety flanked by two methyl groups, enhancing stability and selectivity in Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent integrates readily into complex molecular architectures under standard conditions.

Application

2,5-Dimethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-dimethyl substitution enhances stability and modulates reactivity, while the boronic acid group offers excellent functional group tolerance and ease of purification. This compound is particularly valuable for constructing substituted biaryl scaffolds in pharmaceutical and agrochemical synthesis.

Synthesis

  • Route1
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      30897-86-0
    • ~%
    • In-stock
      2,5-Dimethylphenylboronic acid|CS-D1026
      85199-06-0

    References

    • Macromolecules, , vol. 36, # 4 p. 1009 - 1020
  • Route2
    • null|null
      121-43-7
    • In-stock
      2,5-Dimethylbromobenzene|CS-W016967
      553-94-6
    • ~55%
    • In-stock
      2,5-Dimethylphenylboronic acid|CS-D1026
      85199-06-0

    References

    • Acta Crystallographica Section C: Crystal Structure Communications, , vol. 67, # 5 p. m123-m125
  • Route3

    References

    • US2002/19527 A1, ;

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   -0.01676
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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