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CS-W001157 4
Total: USD 88.00

(2-Iodoethyl)cyclopropane

  • CAS No. 335449-19-9

  • Cat. No. CS-0012702
  • Purity≥97%
  • MDL No.MFCD08669937

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

(2-Iodoethyl)cyclopropane|CS-0012702

Structure of 335449-19-9

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General Information

  • CAS No. 335449-19-9
  • Cat. No. CS-0012702
  • Purity ≥97%
  • MDL No. MFCD08669937
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉I
  • Molecular Weight 196.03
  • Synonym(s) (2-IODOETHYL) CYCLOPROPANE
  • SMILES ICCC1CC1

Description

(2-Iodoethyl)cyclopropane features a strained cyclopropyl ring fused to an iodoethyl tether, enabling efficient intramolecular cyclization. The iodide serves as a potent electrophilic handle for palladium-catalyzed cross-coupling reactions, while the cyclopropane moiety imparts unique conformational rigidity and enhanced reactivity in synthetic transformations. This combination delivers precise control over molecular architecture in complex scaffold construction.

Application

(2-Iodoethyl)cyclopropane serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient functionalization of nucleophiles under mild conditions. Its cyclopropyl ring imparts unique steric and electronic properties that enhance regioselectivity in C–C bond formation. The iodide group exhibits high reactivity in palladium-catalyzed cross-coupling reactions and facilitates clean displacement by amines, thiols, and other soft nucleophiles. This compound demonstrates excellent bench stability and ease of purification, making it well-suited for use in the construction of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • PHARMACIA CORPORATION Patent: WO2004/811 A1, 2003 ; Location in patent: Page 170-171 ; WO 2004/000811 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H302-H312-H315-H318-H332-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.2215
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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