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CS-W001157 4
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(3-Bromonaphthalen-2-yl)boronic acid

  • CAS No. 1301205-62-8

  • Cat. No. CS-0368726
  • Purity≥97%
  • MDL No.None

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

(3-Bromonaphthalen-2-yl)boronic acid|CS-0368726

Structure of 1301205-62-8

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General Information

  • CAS No. 1301205-62-8
  • Cat. No. CS-0368726
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BBrO₂
  • Molecular Weight 250.88
  • Synonym(s) 2-bromo-3-naphthaleneboronic acid
  • SMILES BrC1=C(B(O)O)C=C2C=CC=CC2=C1

Description

(3-Bromonaphthalen-2-yl)boronic acid features a brominated naphthalene scaffold paired with a boronic acid group, enabling direct functionalization in Suzuki-Miyaura cross-coupling reactions. The ortho-bromo substitution facilitates selective C–C bond formation under mild conditions, while the bench-stable boronic acid moiety ensures reliable reactivity and ease of handling in synthetic workflows.

Application

(3-Bromonaphthalen-2-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation with aryl halides and pseudohalides. Its stability under ambient conditions and compatibility with diverse reaction conditions facilitate straightforward incorporation into complex molecular architectures. The bromine and boronic acid functionalities offer orthogonal reactivity for sequential functionalization, making it a practical scaffold for synthesizing biaryl systems and advanced heterocyclic intermediates in medicinal chemistry and materials science.

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   1.2821
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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