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CS-W001157 4
Total: USD 88.00

Benzylmethyl ether

  • CAS No. 538-86-3

  • Cat. No. CS-W013553
  • Purity≥97%
  • MDL No.MFCD00025901

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

Benzylmethyl ether|CS-W013553

Structure of 538-86-3

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General Information

  • CAS No. 538-86-3
  • Cat. No. CS-W013553
  • Purity ≥97%
  • MDL No. MFCD00025901
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀O
  • Molecular Weight 122.16
  • Synonym(s) None
  • SMILES COCC1=CC=CC=C1

Description

(Methoxymethyl)benzene serves as a robust, bench-stable aryl protecting group for alcohols and amines. This aromatic ether features a methoxymethyl moiety tethered to a benzene ring, offering enhanced stability under acidic conditions while enabling selective deprotection via mild acidolysis. The electron-donating methoxy group modulates reactivity, facilitating its integration into complex synthetic sequences without interference from competing functional groups.

Application

(Methoxymethyl)benzene serves as a stable, bench-ready benzyl-type protecting group for alcohols and amines, enabling selective deprotection under mild acidic conditions. Its orthogonal stability to many reaction conditions facilitates its use in complex synthesis workflows. The methoxymethyl moiety functions as a versatile building block in the construction of heterocyclic scaffolds and medicinal chemistry libraries.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      100-39-0
    • ~10%
    • In-stock
      Benzylmethyl ether|CS-W013553
      538-86-3
    • null|null
      101-41-7

    References

    • Jones, Ray V.H.; Lindsell, W. Edward; Palmer, Daniel D.; Preston, Peter N.; Whitton, Alan J. Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8695 - 8697
  • Route2
    • null|null
      67-56-1
    • null|null
      100-39-0
    • ~92%
    • In-stock
      Benzylmethyl ether|CS-W013553
      538-86-3

    References

    • Joshi, Girdhar; Adimurthy, Subbarayappa Synthetic Communications, 2011 , vol. 41, # 5 p. 720 - 728
  • Route3
    • null|null
      67-56-1
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~91%
    • In-stock
      Benzylmethyl ether|CS-W013553
      538-86-3

    References

    • Boyer, Bernard; Keramane, El-Mehdi; Roque, Jean-Pierre; Pavia, Andre A. Tetrahedron Letters, 2000 , vol. 41, # 16 p. 2891 - 2894

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 3271
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226
Precautionary Statements : P210-P240-P241-P280-P370+P378

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.833
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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