(2-Methoxy-4-nitrophenyl)boronic acid

Name: (2-Methoxy-4-nitrophenyl)boronic acid
Brand: ChemScene
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CAS No. 949892-13-1
Cat. No. CS-0176123
Purity≥97%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2-Methoxy-4-nitrophenyl)boronic acid|CS-0176123

Structure of 949892-13-1

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General Information

CAS No. 949892-13-1
Cat. No. CS-0176123
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BNO₅
Molecular Weight 196.95
Synonym(s) None
SMILES COC1=C(B(O)O)C=CC([N+]([O-])=O)=C1

Description

This boronic acid features a methoxy group at the ortho position and a nitro group at the para position relative to the boronate, enhancing electronic modulation and stability. The electron-deficient arylboronic moiety facilitates efficient Suzuki-Miyaura coupling under standard conditions, while the methoxy substituent improves solubility and reduces protodeboronation. Designed for streamlined synthesis in medicinal chemistry and materials science applications.

Application

(2-Methoxy-4-nitrophenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. Its ortho-methoxy and para-nitro substituents provide enhanced stability and facilitate downstream functionalization. The boronic acid moiety exhibits excellent bench stability and compatibility with diverse functional groups, simplifying purification and integration into complex molecular architectures.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 92.83
LogP -0.7168
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Methoxy-4-nitrophenyl)boronic acid

CAS No. 949892-13-1

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