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CS-W001157 4
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Methyl 2-(2-bromoethyl)benzoate

  • CAS No. 25109-86-8

  • Cat. No. CS-W022777
  • Purity≥97%
  • MDL No.MFCD21340317

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

Methyl 2-(2-bromoethyl)benzoate|CS-W022777

Structure of 25109-86-8

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General Information

  • CAS No. 25109-86-8
  • Cat. No. CS-W022777
  • Purity ≥97%
  • MDL No. MFCD21340317
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BrO₂
  • Molecular Weight 243.10
  • Synonym(s) Benzoic acid, 2-(2-bromoethyl)-, methyl ester
  • SMILES O=C(OC)C1=CC=CC=C1CCBr

Description

Methyl 2-(2-bromoethyl)benzoate features a bromoethyl side chain attached to the aromatic ring, enabling efficient alkylation reactions. The ester functionality offers stability and compatibility with diverse synthetic transformations. This compound serves as a valuable intermediate in the construction of complex heterocycles and bioactive molecules.

Application

Methyl 2-(2-bromoethyl)benzoate serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds via intramolecular cyclization. The bromoalkyl side chain readily participates in palladium-catalyzed coupling reactions, while the ester group offers compatibility with standard functional group manipulations. Its bench-stable nature and predictable reactivity facilitate straightforward purification and integration into multi-step syntheses for medicinal chemistry and materials applications.

Synthesis

  • Route1
    • null|null
      1176904-62-3
    • ~66%
    • In-stock
      Methyl 2-(2-bromoethyl)benzoate|CS-W022777
      25109-86-8

    References

    • Genrich, Florian; Harms, Guido; Schaumann, Ernst; Gjikaj, Mimoza; Adiwidjaja, Gunadi Tetrahedron, 2009 , vol. 65, # 28 p. 5577 - 5587
  • Route2

    References

    • ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E. Patent: US2013/231338 A1, 2013 ;
  • Route3
    • null|null
      42247-75-6
    • ~%
    • In-stock
      Methyl 2-(2-bromoethyl)benzoate|CS-W022777
      25109-86-8

    References

    • ALLERGAN, INC.; YUAN, HAIQING; BEARD, RICHARD L.; LIU, XIAOXIA; DONELLO, JOHN E.; VISWANATH, VEENA; GARST, MICHAEL E. Patent: US2013/231338 A1, 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

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.4106
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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