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CS-W001157 4
Total: USD 88.00

3-(Methoxymethyl)aniline

  • CAS No. 53473-83-9

  • Cat. No. CS-0130353
  • Purity≥97%
  • MDL No.None

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

3-(Methoxymethyl)aniline|CS-0130353

Structure of 53473-83-9

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General Information

  • CAS No. 53473-83-9
  • Cat. No. CS-0130353
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO
  • Molecular Weight 137.18
  • Synonym(s) 3-(Methoxymethyl)benzenamine
  • SMILES NC1=CC=CC(COC)=C1

Description

3-(Methoxymethyl)aniline features a methoxymethyl group appended to the aromatic ring, enhancing solubility and reactivity in synthetic transformations. This bench-stable derivative serves as a selective building block for pharmaceutical intermediates and functional materials, offering improved handling over traditional anilines.

Application

3-(Methoxymethyl)aniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both aromatic amine and methoxymethyl functional groups. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of targeted scaffolds. The methoxymethyl group offers orthogonal protection options and can be selectively cleaved under mild acidic conditions, enhancing flexibility in multi-step sequences.

Synthesis

  • Route1
    • 1-(Methoxymethyl)-3-nitrobenzene|CS-0447210
      1515-84-0
    • ~53%
    • In-stock
      3-(Methoxymethyl)aniline|CS-0130353
      53473-83-9

    References

    • Gnichwitz, Jan-Frederik; Marczak, Renata; Werner, Fabian; Lang, Nina; Jux, Norbert; Guldi, Dirk M.; Peukert, Wolfgang; Hirsch, Andreas Journal of the American Chemical Society, 2010 , vol. 132, # 50 p. 17910 - 17920
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 15, # 3 p. 1430 - 1438
  • Route3
    • In-stock
      3-Aminobenzyl alcohol|CS-W019472
      1877-77-6
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-(Methoxymethyl)aniline|CS-0130353
      53473-83-9

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 19 p. 6128 - 6139

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   1.4152
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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