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CS-W001157 4
Total: USD 88.00

2-Methoxycinnamic acid

  • CAS No. 6099-03-2

  • Cat. No. CS-0016806
  • Purity≥98%
  • MDL No.MFCD00064238

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

2-Methoxycinnamic acid|CS-0016806

Structure of 6099-03-2

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General Information

  • CAS No. 6099-03-2
  • Cat. No. CS-0016806
  • Purity ≥98%
  • MDL No. MFCD00064238
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) None
  • SMILES O=C(O)/C=C/C1=CC=CC=C1OC

Description

2-Methoxycinnamic acid features a conjugated cinnamic acid backbone with a methoxy group at the ortho position, enhancing electron donation and modulating photophysical properties. This structural motif enables integration into UV-absorbing materials and photoresponsive systems. The compound exhibits improved solubility and stability under standard conditions, facilitating use in synthetic organic chemistry and materials development workflows.

Application

2-Methoxycinnamic acid serves as a versatile building block for synthesizing bioactive heterocycles and pharmaceutical intermediates. Its conjugated enone system enables reliable Michael additions, while the methoxy group enhances electrophilicity at the β-position. The compound exhibits good bench stability, facilitates straightforward purification via recrystallization, and functions effectively in standard coupling reactions and esterification protocols.

Synthesis

  • Route1
    • null|null
      64-19-7
    • 2-Methoxybenzaldehyde, ≥97%|CS-1269021
      135-02-4
    • ~52%
    • In-stock
      2-Methoxycinnamic acid|CS-0016806
      6099-03-2

    References

    • Kaur, Sandeep; Sharma; Kaur, Jasvir; Sharma, Poonam Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013 , vol. 52, # 12 p. 1513 - 1520
  • Route2
    • null|null
      141-82-2
    • 2-Methoxybenzaldehyde, ≥97%|CS-1269021
      135-02-4
    • ~87%
    • In-stock
      2-Methoxycinnamic acid|CS-0016806
      6099-03-2

    References

    • Tyman, John H. P.; Grundy, Jesse; Brown, George R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 336 - 343
  • Route3
    • In-stock
      1-Iodo-2-methoxybenzene|CS-W009305
      529-28-2
    • null|null
      79-10-7
    • ~81%
    • In-stock
      2-Methoxycinnamic acid|CS-0016806
      6099-03-2

    References

    • Shi, Xianying; Han, Xiaoyan; Ma, Wenjuan; Fan, Juan; Wei, Junfa Applied Organometallic Chemistry, 2012 , vol. 26, # 1 p. 16 - 20

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.793
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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