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CS-W001157 4
Total: USD 88.00

4-(Methoxymethyl)aniline

  • CAS No. 80936-82-9

  • Cat. No. CS-0150192
  • Purity≥98%
  • MDL No.MFCD06804487

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

4-(Methoxymethyl)aniline|CS-0150192

Structure of 80936-82-9

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General Information

  • CAS No. 80936-82-9
  • Cat. No. CS-0150192
  • Purity ≥98%
  • MDL No. MFCD06804487
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO
  • Molecular Weight 137.18
  • Synonym(s) 4-(Methoxymethyl)benzenamine
  • SMILES COCC1=CC=C(C=C1)N

Description

4-(Methoxymethyl)aniline features a methoxymethyl group appended to the para position of aniline, delivering enhanced solubility and stability compared to unsubstituted aniline. This electron-donating substituent facilitates nucleophilic reactions while maintaining compatibility with standard synthetic conditions. The compound serves as a valuable intermediate in pharmaceutical and agrochemical synthesis.

Application

4-(Methoxymethyl)aniline serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both aromatic amine and methoxymethyl functionalities. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient synthesis of diverse heterocyclic scaffolds and targeted API intermediates. The methoxymethyl group offers moderate protection for amines and can be selectively cleaved under mild acidic conditions.

Synthesis

  • Route1
    • null|null
      64-17-5
    • 1-(Methoxymethyl)-4-nitrobenzene|CS-0576493
      1515-83-9
    • ~88%
    • In-stock
      4-(Methoxymethyl)aniline|CS-0150192
      80936-82-9

    References

    • Cell Therapeutics, Inc. Patent: US2003/153570 A1, 2003 ;
  • Route2
    • 1-(Methoxymethyl)-4-nitrobenzene|CS-0576493
      1515-83-9
    • ~85%
    • In-stock
      4-(Methoxymethyl)aniline|CS-0150192
      80936-82-9

    References

    • Pitts; Harrison; Moody Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 9 p. 955 - 977
  • Route3

    References

    • Journal of Agricultural and Food Chemistry, , vol. 43, # 10 p. 2627 - 2635

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

Quality Control

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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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