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CS-W001157 4
Total: USD 88.00

Ethyl 3-bromo-2,2-difluoropropanoate

  • CAS No. 111773-24-1

  • Cat. No. CS-0235495
  • Purity≥97%
  • MDL No.MFCD15144891

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

Ethyl 3-bromo-2,2-difluoropropanoate|CS-0235495

Structure of 111773-24-1

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General Information

  • CAS No. 111773-24-1
  • Cat. No. CS-0235495
  • Purity ≥97%
  • MDL No. MFCD15144891
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BrF₂O₂
  • Molecular Weight 217.01
  • Synonym(s) Ethyl 3-bromo-2,2-difluoropropionate
  • SMILES CCOC(=O)C(CBr)(F)F

Description

Ethyl 3-bromo-2,2-difluoropropanoate features a trifluoromethyl-like electronic profile due to the geminal difluoro substitution, enabling unique reactivity in fluorinated building block synthesis. The α-bromo ester moiety facilitates nucleophilic displacement and cross-coupling transformations under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures requiring stereocontrolled fluorination or C–C bond formation.

Application

Ethyl 3-bromo-2,2-difluoropropanoate serves as a versatile building block for fluorinated synthetic intermediates, enabling efficient construction of difluoromethyl-containing motifs via nucleophilic substitution or elimination reactions. Its stability under standard bench conditions and compatibility with palladium-catalyzed cross-couplings facilitate the synthesis of complex fluorinated scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1
    • null|null
      765-63-9
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      60-29-7
    • ~80%
    • In-stock
      Ethyl 3-bromo-2,2-difluoropropanoate|CS-0235495
      111773-24-1

    References

    • Yamada, Shigeyuki; Kato, Masahiro; Komori, Yudai; Konno, Tsutomu; Ishihara, Takashi Organic and Biomolecular Chemistry, 2011 , vol. 9, # 15 p. 5493 - 5502
  • Route2
    • null|null
      70-23-5
    • ~%
    • In-stock
      Ethyl 3-bromo-2,2-difluoropropanoate|CS-0235495
      111773-24-1

    References

    • Joyeau, Roger; Molines, Huguette; Labia, Roger; Wakselman, Michel Journal of Medicinal Chemistry, 1988 , vol. 31, # 2 p. 370 - 374
  • Route3
    • null|null
      64-17-5
    • null|null
      61444-65-3
    • ~75%
    • In-stock
      Ethyl 3-bromo-2,2-difluoropropanoate|CS-0235495
      111773-24-1

    References

    • Gassen, K.-R.; Bielefeldt, D.; Marhold, A.; Andres P. Journal of Fluorine Chemistry, 1991 , vol. 55, # 2 p. 149 - 162

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 3272
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H301-H315-H319-H332-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.5797
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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