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CS-W001157 4
Total: USD 88.00

Ethyl 2,2-difluoro-2-iodoacetate

  • CAS No. 7648-30-8

  • Cat. No. CS-0113019
  • Molecule weight249.98
  • Purity≥98%
  • MDL No.MFCD00798135

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

Ethyl 2,2-difluoro-2-iodoacetate|CS-0113019

Structure of 7648-30-8

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General Information

  • CAS No. 7648-30-8
  • Cat. No. CS-0113019
  • Purity ≥98%
  • MDL No. MFCD00798135
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅F₂IO₂
  • Molecular Weight 249.98
  • Synonym(s) Ethyl iododifluoroacetate
  • SMILES O=C(OCC)C(F)(I)F

Description

Ethyl 2,2-difluoro-2-iodoacetate is a fluorinated α-haloester featuring a trifunctional carbon center bearing ethoxy, difluoro, and iodo substituents. This electrophilic reagent integrates readily into synthetic sequences requiring dual fluorination and iodine-mediated coupling. The molecule exhibits enhanced stability under standard conditions while maintaining high reactivity in transition-metal-catalyzed transformations.

Application

Ethyl 2,2-difluoro-2-iodoacetate serves as a versatile electrophilic building block for the synthesis of fluorinated heterocycles and bioactive molecules. Its α-iodo carbonyl functionality enables efficient palladium-catalyzed cross-coupling reactions and facilitates nucleophilic substitution under mild conditions. The geminal difluoro substitution enhances metabolic stability and modulates electronic properties, making it valuable in medicinal chemistry applications. Bench-stable and readily handled, it offers predictable reactivity in standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      667-27-6
    • ~89%
    • In-stock
      Ethyl 2,2-difluoro-2-iodoacetate|CS-0113019
      7648-30-8

    References

    • Nguyen, Quynh Pham Bao; Kim, Bo Mi; Song, Mi-Seon; Yoon, Kwon-Ha; Chai, Kyu-Yun Bulletin of the Korean Chemical Society, 2014 , vol. 35, # 1 p. 313 - 315
  • Route2
    • null|null
      77570-00-4
    • null|null
      192569-10-1
    • ~%
    • In-stock
      Ethyl 2,2-difluoro-2-iodoacetate|CS-0113019
      7648-30-8

    References

    • US5763552 A1, ;
  • Route3
    • null|null
      64-17-5
    • null|null
      192569-10-1
    • ~90%
    • In-stock
      Ethyl 2,2-difluoro-2-iodoacetate|CS-0113019
      7648-30-8

    References

    • Hung, Ming-H.; Long, Lu; Yang, Zhen-Yu Journal of Organic Chemistry, 2004 , vol. 69, # 1 p. 198 - 201

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H302-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.5773
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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