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CS-W001157 4
Total: USD 88.00

4-Methoxycarbonyl-2-nitrophenylboronic acid

  • CAS No. 85107-55-7

  • Cat. No. CS-W013054
  • Purity≥97%
  • MDL No.MFCD01632202

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

4-Methoxycarbonyl-2-nitrophenylboronic acid|CS-W013054

Structure of 85107-55-7

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General Information

  • CAS No. 85107-55-7
  • Cat. No. CS-W013054
  • Purity ≥97%
  • MDL No. MFCD01632202
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈BNO₆
  • Molecular Weight 224.96
  • Synonym(s) 4-Methoxycarbonyl-2-nitrophenylboronicacid
  • SMILES O=C(OC)C1=CC=C(B(O)O)C([N+]([O-])=O)=C1

Description

4-Methoxycarbonyl-2-nitrophenylboronic acid features a boronic acid handle flanked by electron-withdrawing nitro and ester groups, enhancing reactivity in Suzuki-Miyaura couplings. The para-nitro substitution stabilizes the boronate intermediate, while the methoxycarbonyl moiety provides a handle for downstream functionalization. This bench-stable reagent streamlines access to complex aromatic scaffolds under standard conditions.

Application

4-Methoxycarbonyl-2-nitrophenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl architectures. The ortho-nitro and ester functionalities provide orthogonal reactivity for downstream transformations, while the boronic acid group offers excellent bench stability and compatibility with diverse reaction conditions. Its defined substitution pattern facilitates predictable regiochemistry in complex molecule assembly.

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 : 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

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Computational Chemistry Data

  • TPSA   109.9
  • LogP   -0.9388
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   3

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