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CS-W001157 4
Total: USD 88.00

2-Bromo-4-cyanobenzyl alcohol

  • CAS No. 90110-98-8

  • Cat. No. CS-D0578
  • Molecule weight212.04
  • Purity≥97%
  • MDL No.MFCD09907613

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

2-Bromo-4-cyanobenzyl alcohol|CS-D0578

Structure of 90110-98-8

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General Information

  • CAS No. 90110-98-8
  • Cat. No. CS-D0578
  • Purity ≥97%
  • MDL No. MFCD09907613
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrNO
  • Molecular Weight 212.04
  • Synonym(s) 3-Bromo-4-(hydroxymethyl)benzonitrile
  • SMILES OCC1=C(C=C(C#N)C=C1)Br

Description

2-Bromo-4-cyanobenzyl alcohol features a bromine atom at the ortho position and a nitrile group at the para position relative to the benzylic hydroxyl, enabling diverse downstream functionalization. This bench-stable compound integrates readily into synthetic sequences requiring dual reactive handles, particularly in medicinal chemistry and materials synthesis.

Application

2-Bromo-4-cyanobenzyl alcohol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized benzyl derivatives. Its bromo and cyano groups provide orthogonal handles for palladium-catalyzed cross-coupling and nucleophilic transformation, while the benzylic alcohol facilitates derivatization or protection. The compound exhibits good bench stability and compatibility with standard purification protocols, making it suitable for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1

    References

    • Kim, Hyunkyu; Kang, Young Ji; Kang, Sebyung; Kim, Kyoung Taek Journal of the American Chemical Society, 2012 , vol. 134, # 9 p. 4030 - 4033
  • Route2

    References

    • Hazlet,S.E. et al. Journal of Organic Chemistry, 1964 , vol. 29, p. 2034 - 2036
  • Route3
    • 3-Bromo-4-(dibromomethyl)benzonitrile|CS-0755633
      1381846-22-5
    • ~%
    • In-stock
      2-Bromo-4-cyanobenzyl alcohol|CS-D0578
      90110-98-8

    References

    • LANTHEUS MEDICAL IMAGING, INC.; RADEKE, Heike, S.; CESATI, Richard, R.; PUROHIT, Ajay; HARRIS, Thomas, D.; ROBINSON, Simon, P.; YU, Ming; CASEBIER, David, S.; HU, Carol, Hui; BROEKEMA, Matthias; ONTHANK, David, C. Patent: WO2013/36869 A2, 2013 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   1.81308
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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