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CS-W001157 4
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2-Cyano-3-phenylacrylic acid

  • CAS No. 1011-92-3

  • Cat. No. CS-0205762
  • Purity≥98%
  • MDL No.MFCD00016813

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

2-Cyano-3-phenylacrylic acid|CS-0205762

Structure of 1011-92-3

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General Information

  • CAS No. 1011-92-3
  • Cat. No. CS-0205762
  • Purity ≥98%
  • MDL No. MFCD00016813
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) α-Cyanocinnamic acid
  • SMILES O=C(O)C(C#N)=CC1=CC=CC=C1

Description

α-Cyanocinnamic acid features a conjugated system linking an electron-deficient cyano group to a vinyl-aryl scaffold, enabling efficient π-stacking and enhanced reactivity in photochemical and cycloaddition processes. This structural motif supports robust participation in Michael additions and Diels–Alder reactions under mild conditions.

Application

α-Cyanocinnamic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cinnamates and heterocyclic scaffolds. Its conjugated system supports Diels-Alder reactions and Michael additions, while the nitrile group offers orthogonal functionality for further derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling and cyclization protocols.

Synthesis

  • Route1
    • null|null
      100-52-7
    • null|null
      372-09-8
    • ~81%
    • In-stock
      2-Cyano-3-phenylacrylic acid|CS-0205762
      1011-92-3

    References

    • Green Chemistry, , vol. 11, # 4 p. 526 - 530
  • Route2
    • null|null
      100-52-7
    • null|null
      105-56-6
    • ~%
    • In-stock
      2-Cyano-3-phenylacrylic acid|CS-0205762
      1011-92-3

    References

    • Applied Catalysis A: General, , vol. 381, # 1-2 p. 226 - 232
  • Route3
    • null|null
      139413-81-3
    • ~%
    • In-stock
      2-Cyano-3-phenylacrylic acid|CS-0205762
      1011-92-3

    References

    • Journal of the Chemical Society, , p. 3040 - 3043

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   61.09
  • LogP   1.67818
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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