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CS-W001157 4
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(2-(Bromomethyl)phenyl)methanol

  • CAS No. 74785-02-7

  • Cat. No. CS-0156043
  • Molecule weight201.06
  • Purity≥96%
  • MDL No.MFCD08457642

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

(2-(Bromomethyl)phenyl)methanol|CS-0156043

Structure of 74785-02-7

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General Information

  • CAS No. 74785-02-7
  • Cat. No. CS-0156043
  • Purity ≥96%
  • MDL No. MFCD08457642
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉BrO
  • Molecular Weight 201.06
  • Synonym(s) 2-(Bromomethyl)benzyl alcohol
  • SMILES C1=CC=C(CO)C(=C1)CBr

Description

This bromomethylbenzyl alcohol features a reactive bromomethyl group adjacent to a primary hydroxyl, enabling straightforward functionalization. The benzylic position facilitates nucleophilic substitution under mild conditions, while the hydroxyl group offers polarity and hydrogen-bonding capacity. This dual functionality supports efficient derivatization in synthetic sequences.

Application

(2-(Bromomethyl)phenyl)methanol serves as a versatile benzyl building block for C–C and C–heteroatom bond formation. Its bromomethyl group enables direct functionalization via nucleophilic substitution, palladium-catalyzed coupling, or metalation, facilitating the synthesis of biaryl systems and functionalized aryl alcohols. The molecule exhibits good bench stability and compatibility with common protecting groups, making it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Cao, Rui; Mueller, Peter; Lippard, Stephen J. Journal of the American Chemical Society, 2010 , vol. 132, # 49 p. 17366 - 17369
  • Route2
    • null|null
      1634-04-4
    • null|null
      558-13-4
    • In-stock
      NSC 403013|CS-0017881
      612-14-6
    • ~%
    • In-stock
      (2-(Bromomethyl)phenyl)methanol|CS-0156043
      74785-02-7

    References

    • Elliott; John Duncan; Bryan; Deborah Lynne Patent: US5942516 A1, 1999 ; US 5942516 A
  • Route3

    References

    • Merck and Co., Inc. Patent: US4593033 A1, 1986 ; US 4593033 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H317-H410
Precautionary Statements : P260-P261-P264-P270-P272-P273-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P391-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   2.0738
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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