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CS-W001157 4
Total: USD 88.00

2-Methyladamantan-2-yl acrylate

  • CAS No. 249562-06-9

  • Cat. No. CS-0167407
  • Purity≥97%
  • MDL No.None

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

2-Methyladamantan-2-yl acrylate|CS-0167407

Structure of 249562-06-9

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General Information

  • CAS No. 249562-06-9
  • Cat. No. CS-0167407
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀O₂
  • Molecular Weight 220.31
  • Synonym(s) Acrylic Acid 2-Methyladamantan-2-yl Ester (stabilized with MEHQ)
  • SMILES CC1(OC(C=C)=O)[C@@H]2C[C@H]3C[C@H](C[C@@H]1C3)C2

Description

This acrylate ester features a rigid, polycyclic 2-methyladamantan-2-yl scaffold that imparts exceptional thermal and oxidative stability. The conjugated acrylate moiety enables efficient incorporation into polymer networks via radical-mediated crosslinking, delivering materials with high glass transition temperatures and enhanced mechanical robustness.

Application

2-Methyladamantan-2-yl acrylate serves as a robust, sterically hindered building block for synthetic applications requiring stable tertiary aliphatic esters. Its rigid adamantane core confers excellent bench stability and resistance to racemization, while the acrylate functionality enables facile Michael additions, copolymerization, and conjugate functionalization under mild conditions. The compound functions effectively in modular synthesis of bioactive scaffolds and polymer architectures where steric bulk and structural integrity are critical.

Synthesis

  • Route1
    • In-stock
      2-Methyladamantan-2-ol|CS-0091562
      702-98-7
    • null|null
      814-68-6
    • ~95%
    • In-stock
      2-Methyladamantan-2-yl acrylate|CS-0167407
      249562-06-9

    References

    • Sumitomo Chemical Company, Limited Patent: US6344582 B1, 2002 ; Location in patent: Example 2 ;
  • Route2
    • 2-Methylideneadamantane|CS-0232281
      875-72-9
    • null|null
      79-10-7
    • ~89%
    • In-stock
      2-Methyladamantan-2-yl acrylate|CS-0167407
      249562-06-9

    References

    • TOSOH CORPORATION Patent: US2003/139613 A1, 2003 ;

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

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.9304
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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