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CS-W001157 4
Total: USD 88.00

3-Bromomethylphenylboronic acid

  • CAS No. 51323-43-4

  • Cat. No. CS-W014914
  • Purity≥97%
  • MDL No.MFCD01632207

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

3-Bromomethylphenylboronic acid|CS-W014914

Structure of 51323-43-4

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General Information

  • CAS No. 51323-43-4
  • Cat. No. CS-W014914
  • Purity ≥97%
  • MDL No. MFCD01632207
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BBrO₂
  • Molecular Weight 214.85
  • Synonym(s) 3-Boronobenzyl bromide~3-(Bromomethyl)phenylboronic acid
  • SMILES C1=C(C=CC=C1CBr)B(O)O

Description

3-Bromomethylphenylboronic acid features a boronic acid handle flanked by a bromomethyl group, enabling sequential functionalization in cross-coupling and derivatization workflows. This dual-reactive architecture supports iterative synthesis strategies under standard conditions.

Application

3-Bromomethylphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The bromomethyl group provides orthogonal reactivity for downstream functionalization via nucleophilic substitution, while the boronic acid moiety ensures high stability and ease of purification. Its compatibility with diverse functional groups makes it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Fedorov; Shchepalov; Bol'shakov; Shavyrin; Kurskii; Finet; Zelentsov Russian Chemical Bulletin, 2004 , vol. 53, # 2 p. 370 - 375
  • Route2

    References

    • Fedorov; Shchepalov; Bol'shakov; Shavyrin; Kurskii; Finet; Zelentsov Russian Chemical Bulletin, 2004 , vol. 53, # 2 p. 370 - 375

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.2613
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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