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CS-W001157 4
Total: USD 88.00

N-Methoxybenzamide

  • CAS No. 2446-51-7

  • Cat. No. CS-0155863
  • Purity≥98%
  • MDL No.MFCD19439675

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

N-Methoxybenzamide|CS-0155863

Structure of 2446-51-7

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General Information

  • CAS No. 2446-51-7
  • Cat. No. CS-0155863
  • Purity ≥98%
  • MDL No. MFCD19439675
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) N-methoxybenzenecarboximidic acid
  • SMILES C1=CC=CC(=C1)C(NOC)=O

Description

N-Methoxybenzamide features a methoxy group attached to the nitrogen of a benzamide scaffold, delivering enhanced solubility and stability compared to its unsubstituted counterpart. This substitution pattern facilitates selective reactivity in amide bond formation and enables efficient incorporation into peptide-like architectures under mild conditions.

Application

N-Methoxybenzamide serves as a stable, bench-ready amide surrogate that facilitates nucleophilic acyl substitution under mild conditions. Its methoxy group enhances electrophilicity at the carbonyl carbon, enabling efficient coupling with amines, alcohols, and hydrides. Functions as a key building block in heterocycle synthesis and peptide-like scaffold construction, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1
    • In-stock
      Methoxyamine hydrochloride|CS-W020192
      593-56-6
    • null|null
      98-88-4
    • ~99%
    • In-stock
      N-Methoxybenzamide|CS-0155863
      2446-51-7

    References

    • Miyata, Okiko; Koizumi, Tomoko; Asai, Hiroshi; Iba, Ryuichi; Naito, Takeaki Tetrahedron, 2004 , vol. 60, # 17 p. 3893 - 3914
  • Route2

    References

    • Bailen, Miguel A.; Chinchilla, Rafael; Dodsworth, David J.; Najera, Carmen Tetrahedron Letters, 2001 , vol. 42, # 30 p. 5013 - 5016
  • Route3
    • N-Hydroxybenzamide, potassium salt|CS-0963291
      32685-16-8
    • null|null
      74-88-4
    • ~46%
    • In-stock
      N-Methoxybenzamide|CS-0155863
      2446-51-7

    References

    • Digianantonio, Katherine M.; Glover, Stephen A.; Johns, Jennifer P.; Rosser, Adam A. Organic and Biomolecular Chemistry, 2011 , vol. 9, # 11 p. 4116 - 4126

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   0.9778
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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