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CS-W001157 4
Total: USD 88.00

Methyl 3-cyano-4-methoxybenzoate

  • CAS No. 25978-74-9

  • Cat. No. CS-W015850
  • Purity≥97%
  • MDL No.MFCD00052930

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

Methyl 3-cyano-4-methoxybenzoate|CS-W015850

Structure of 25978-74-9

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General Information

  • CAS No. 25978-74-9
  • Cat. No. CS-W015850
  • Purity ≥97%
  • MDL No. MFCD00052930
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₃
  • Molecular Weight 191.19
  • Synonym(s) Benzoic acid, 3-cyano-4-methoxy-, methyl ester
  • SMILES O=C(OC)C1=CC=C(OC)C(C#N)=C1

Description

Methyl 3-cyano-4-methoxybenzoate features a cyano group flanked by methoxy and ester functionalities, enabling versatile integration into synthetic sequences. This electron-deficient aromatic scaffold supports palladium-catalyzed cross-coupling reactions and serves as a key building block in pharmaceutical and agrochemical synthesis.

Application

Methyl 3-cyano-4-methoxybenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to functionalized heterocycles and bioactive scaffolds. Its complementary cyano and methoxy groups facilitate selective transformations, including nucleophilic additions, electrophilic substitutions, and palladium-catalyzed couplings. The methyl ester provides a handle for further derivatization, while the compound exhibits good bench stability and ease of purification, making it well-suited for iterative synthesis campaigns.

Synthesis

  • Route1
    • In-stock
      3-Cyano-4-hydroxybenzoic acid methyl ester|CS-0033761
      156001-68-2
    • null|null
      74-88-4
    • ~52%
    • In-stock
      Methyl 3-cyano-4-methoxybenzoate|CS-W015850
      25978-74-9

    References

    • WO2009/158393 A1, ; Page/Page column 109 ;
  • Route2
    • null|null
      77-78-1
    • In-stock
      3-Cyano-4-hydroxybenzoic acid methyl ester|CS-0033761
      156001-68-2
    • ~%
    • In-stock
      Methyl 3-cyano-4-methoxybenzoate|CS-W015850
      25978-74-9

    References

    • US2012/184587 A1, ; Page/Page column 33 ;
  • Route3

    References

    • US2012/184587 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.32
  • LogP   1.35348
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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