B-(4-Bromo-2,5-dimethoxyphenyl)boronic acid

CAS No. 950846-26-1
Cat. No. CS-0040209
Molecule weight260.88
Purity≥95%
MDL No.MFCD07778019

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B-(4-Bromo-2,5-dimethoxyphenyl)boronic acid|CS-0040209

Structure of 950846-26-1

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General Information

CAS No. 950846-26-1
Cat. No. CS-0040209
Purity ≥95%
MDL No. MFCD07778019
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BBrO₄
Molecular Weight 260.88
Synonym(s) (4-Bromo-2,5-dimethoxyphenyl)boronic acid
SMILES COC1=C(Br)C=C(OC)C(B(O)O)=C1

Description

B-(4-Bromo-2,5-dimethoxyphenyl)boronic acid features a boronate moiety attached to a brominated, dimethoxy-substituted phenyl ring, enabling direct incorporation into Suzuki-Miyaura cross-coupling reactions. The electron-rich aromatic system enhances reactivity, while the bench-stable boronic acid functionality simplifies handling and integration into complex molecule synthesis under standard conditions.

Application

B-(4-Bromo-2,5-dimethoxyphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The bromo and dimethoxy substituents provide orthogonal reactivity and enhanced solubility, facilitating downstream functionalization in heterocyclic and pharmaceutical synthesis. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step sequences requiring robust boronic acid handles.

Safety Information

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Computational Chemistry Data

TPSA 58.92
LogP 0.1461
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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B-(4-Bromo-2,5-dimethoxyphenyl)boronic acid

CAS No. 950846-26-1

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