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CS-W001157 4
Total: USD 88.00

(E)-3,4-Dimethoxycinnamic acid

  • CAS No. 14737-89-4

  • Cat. No. CS-0031476
  • Purity≥98%
  • MDL No.MFCD00004387

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

(E)-3,4-Dimethoxycinnamic acid|CS-0031476

Structure of 14737-89-4

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General Information

  • CAS No. 14737-89-4
  • Cat. No. CS-0031476
  • Purity ≥98%
  • MDL No. MFCD00004387
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂O₄
  • Molecular Weight 208.21
  • Synonym(s) (E)-O-Methylferulic acid
  • SMILES O=C(/C=C/C1=CC=C(C(OC)=C1)OC)O

Description

(E)-3,4-Dimethoxycinnamic acid features a conjugated olefinic bridge flanked by electron-rich methoxy groups, enhancing its resonance stability and solubility in polar organic solvents. This structural motif enables direct integration into synthetic routes for bioactive molecules and functional materials.

Application

(E)-3,4-Dimethoxycinnamic acid serves as a versatile building block for synthesizing bioactive heterocycles and natural product analogs. Its conjugated enone system enables reliable Michael additions and Diels-Alder reactions, while the ortho-dimethoxy substitution enhances electron density and stability. The compound exhibits excellent bench stability, simplifies purification due to crystalline nature, and functions effectively in standard coupling protocols.

Synthesis

  • Route1
    • null|null
      141-82-2
    • Veratraldehyde Verapamil Impurity|CS-0229507
      120-14-9
    • ~97%
    • In-stock
      (E)-3,4-Dimethoxycinnamic acid|CS-0031476
      14737-89-4

    References

    • Mitra, Alok Kumar; De, Aparna; Karchaudhuri, Nilay Synthetic Communications, 1999 , vol. 29, # 4 p. 573 - 581
  • Route2
    • null|null
      201230-82-2
    • null|null
      69731-27-7
    • ~95%
    • In-stock
      (E)-3,4-Dimethoxycinnamic acid|CS-0031476
      14737-89-4

    References

    • Alper, Howard; Amer, Ibrahim; Vasapollo, Giuseppe Tetrahedron Letters, 1989 , vol. 30, # 20 p. 2615 - 2616
  • Route3
    • In-stock
      Caffeic acid|CS-8205
      331-39-5
    • null|null
      77-78-1
    • ~78%
    • In-stock
      (E)-3,4-Dimethoxycinnamic acid|CS-0031476
      14737-89-4

    References

    • Zhang, Li; Zhang, Jie; Fang, Hao; Wang, Qiang; Xu, Wenfang Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 24 p. 8286 - 8294

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   55.76
  • LogP   1.8016
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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