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CS-W001157 4
Total: USD 88.00

4-(iodomethyl)oxane

  • CAS No. 101691-94-5

  • Cat. No. CS-W001910
  • Purity≥97%
  • MDL No.MFCD06410724

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

4-(iodomethyl)oxane|CS-W001910

Structure of 101691-94-5

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General Information

  • CAS No. 101691-94-5
  • Cat. No. CS-W001910
  • Purity ≥97%
  • MDL No. MFCD06410724
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁IO
  • Molecular Weight 226.06
  • Synonym(s) 4-IODOMETHYLTETRAHYDROPYRAN
  • SMILES ICC1CCOCC1

Description

4-(Iodomethyl)tetrahydro-2H-pyran features a reactive iodomethyl group appended to a stable tetrahydro-2H-pyran ring, enabling efficient alkylation under mild conditions. This bench-stable, moisture-tolerant reagent integrates seamlessly into synthetic workflows requiring selective C–H functionalization or protected ether synthesis.

Application

4-(Iodomethyl)tetrahydro-2H-pyran serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient functionalization at the tetrahydro-2H-pyran scaffold. The iodomethyl group exhibits high reactivity in SN₂ displacements, facilitating the construction of complex ethers and heterocyclic systems. Its bench-stable nature and compatibility with diverse nucleophiles make it a practical choice for iterative synthesis workflows and late-stage derivatization in medicinal chemistry.

Synthesis

  • Route1
    • (Tetrahydro-2H-pyran-4-yl)methyl methanesulfonate|CS-0008715
      132291-95-3
    • ~93%
    • In-stock
      4-(iodomethyl)oxane|CS-W001910
      101691-94-5

    References

    • PROSIDION LIMITED Patent: WO2006/16174 A1, 2006 ; Location in patent: Page/Page column 14 ; WO 2006/016174 A1
  • Route2

    References

    • US2003/225283 A1, ; Page 26-27 ;
  • Route3

    References

    • Yamagami, Takafumi; Hatsuda, Masanori; Utsugi, Masayuki; Kobayashi, Ryo; Moritani, Yasunori European Journal of Organic Chemistry, 2013 , # 33 p. 7467 - 7470

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.848
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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