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CS-W001157 4
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4-(2-Bromoethyl)benzene-1,2-diol

  • CAS No. 220556-03-6

  • Cat. No. CS-0179651
  • Purity≥98%
  • MDL No.None

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

4-(2-Bromoethyl)benzene-1,2-diol|CS-0179651

Structure of 220556-03-6

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General Information

  • CAS No. 220556-03-6
  • Cat. No. CS-0179651
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO₂
  • Molecular Weight 217.06
  • Synonym(s) 1,2-Benzenediol, 4-(2-bromoethyl)- (9CI)
  • SMILES OC1=CC=C(CCBr)C=C1O

Description

4-(2-Bromoethyl)benzene-1,2-diol features a phenolic diol scaffold flanked by a bromoethyl side chain, enabling direct functionalization via nucleophilic substitution. This bifunctional architecture supports conjugation workflows in synthetic organic chemistry and medicinal discovery, where the reactive bromide facilitates site-specific derivatization under mild conditions.

Application

4-(2-Bromoethyl)benzene-1,2-diol serves as a versatile diol-containing building block for the synthesis of functionalized aromatic scaffolds. The pendant bromoethyl group enables efficient post-functionalization via nucleophilic substitution, while the ortho-diol moiety offers opportunities for selective protection or metal-catalyzed coupling. Bench-stable and compatible with standard purification techniques, it facilitates the construction of complex heterocycles and bioactive intermediates in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Schoepf et al. Justus Liebigs Annalen der Chemie, 1949 , vol. 563, p. 86,89
  • Route2

    References

    • Schoepf et al. Justus Liebigs Annalen der Chemie, 1949 , vol. 563, p. 86,89
  • Route3

    References

    • Schoepf et al. Justus Liebigs Annalen der Chemie, 1949 , vol. 563, p. 86,89

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   2.0352
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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