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CS-W001157 4
Total: USD 88.00

Methyl 2-phenylacrylate,95% stabilized with TBC

  • CAS No. 1865-29-8

  • Cat. No. CS-0187824
  • Purity95% (stabilized with TBC)
  • MDL No.MFCD09032492

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

Methyl 2-phenylacrylate,95% stabilized with TBC|CS-0187824

Structure of 1865-29-8

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General Information

  • CAS No. 1865-29-8
  • Cat. No. CS-0187824
  • Purity 95% (stabilized with TBC)
  • MDL No. MFCD09032492
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₂
  • Molecular Weight 162.19
  • Synonym(s) 2-PHENYL-ACRYLIC ACID METHYL ESTER
  • SMILES C=C(C1=CC=CC=C1)C(=O)OC

Description

Methyl 2-phenylacrylate, stabilized with TBC, is a bench-stable α,β-unsaturated ester featuring a conjugated system that enables efficient Michael additions and Diels-Alder reactions. The para-phenyl group enhances electron delocalization, while the stabilizing TBC inhibitor prevents premature polymerization during storage and handling under standard conditions.

Application

Methyl 2-phenylacrylate (stabilized with TBC) serves as a versatile α,β-unsaturated ester in synthetic organic chemistry, enabling efficient Michael additions, Diels–Alder reactions, and palladium-catalyzed cross-couplings. Its bench-stable formulation enhances handling safety and storage longevity, while the phenyl group provides orthogonal reactivity for further functionalization. Widely used in heterocycle synthesis and natural product derivatization, it functions reliably in standard laboratory workflows.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      101-41-7
    • ~84%
    • In-stock
      Methyl 2-phenylacrylate,95% stabilized with TBC|CS-0187824
      1865-29-8

    References

    • Felpin, Francois-Xavier; Miqueu, Karinne; Sotiropoulos, Jean-Marc; Fouquet, Eric; Ibarguren, Oier; Laudien, Julia Chemistry - A European Journal, 2010 , vol. 16, # 17 p. 5191 - 5204
  • Route2
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      536-74-3
    • ~46%
    • In-stock
      Methyl 2-phenylacrylate,95% stabilized with TBC|CS-0187824
      1865-29-8
    • In-stock
      Methyl cinnamate|CS-W017928
      103-26-4

    References

    • SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V. Patent: EP1222157 B1, 2004 ; Location in patent: Page 4 ;
  • Route3
    • null|null
      34757-14-7
    • In-stock
      Phenylboronic acid|CS-W001090
      98-80-6
    • ~82%
    • In-stock
      Methyl 2-phenylacrylate,95% stabilized with TBC|CS-0187824
      1865-29-8

    References

    • Peng, Cheng; Yan, Guobin; Wang, Yan; Jiang, Yubo; Zhang, Yan; Wang, Jianbo Synthesis, 2010 , # 24 art. no. Z22510SS, p. 4154 - 4168

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H318-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P312-P332+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.8728
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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