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1-Iodo-2-methoxy-ethane

  • CAS No. 4296-15-5

  • Cat. No. CS-0139205
  • Purity≥98%
  • MDL No.None

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

1-Iodo-2-methoxy-ethane|CS-0139205

Structure of 4296-15-5

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General Information

  • CAS No. 4296-15-5
  • Cat. No. CS-0139205
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₇IO
  • Molecular Weight 185.99
  • Synonym(s) 2-IODOETHYL METHYL ETHER
  • SMILES COCCI

Description

1-Iodo-2-methoxy-ethane is a reactive alkylating agent featuring a labile iodide leaving group and a methoxy substituent. This combination enables efficient coupling in nucleophilic substitution reactions, particularly in the synthesis of ether-functionalized compounds. The molecule exhibits favorable reactivity under mild conditions, offering reliable access to ethereal linkages with minimal side-product formation.

Application

1-Iodo-2-methoxy-ethane serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient introduction of the methoxyethyl group under mild conditions. Its iodide functionality provides high reactivity in SN2 reactions, while the ether linkage offers good stability and compatibility with diverse functional groups. The compound facilitates rapid access to oxygenated heterocycles and is well-suited for applications requiring selective alkylation in complex molecule synthesis.

Synthesis

  • Route1

    References

    • Doebbelin, Markus; Azcune, Itxaso; Bedu, Melanie; Ruiz De Luzuriaga, Alaitz; Genua, Aratz; Jovanovski, Vasko; Cabanero, German; Odriozola, Ibon Chemistry of Materials, 2012 , vol. 24, # 9 p. 1583 - 1590
  • Route2
    • null|null
      6482-24-2
    • ~67%
    • In-stock
      1-Iodo-2-methoxy-ethane|CS-0139205
      4296-15-5

    References

    • ISIS PHARMACEUTICALS, INC.; WAN, Brad, W.; MIGAWA, Michael, T. Patent: WO2011/115817 A1, 2011 ; Location in patent: Page/Page column 14 ;
  • Route3
    • null|null
      627-42-9
    • ~%
    • In-stock
      1-Iodo-2-methoxy-ethane|CS-0139205
      4296-15-5

    References

    • Jones; Powers Journal of the American Chemical Society, 1924 , vol. 46, p. 2530

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 1992
Class : 3,6.1
Packing Group : Ⅲ
Hazard Statements : H226-H301-H315-H319-H335
Precautionary Statements : P210-P240-P241-P242-P243-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.0678
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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