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CS-W001157 4
Total: USD 88.00

3-Methylenecyclobutanecarbonitrile

  • CAS No. 15760-35-7

  • Cat. No. CS-W005291
  • Purity≥98%
  • MDL No.MFCD01085401

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

3-Methylenecyclobutanecarbonitrile|CS-W005291

Structure of 15760-35-7

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General Information

  • CAS No. 15760-35-7
  • Cat. No. CS-W005291
  • Purity ≥98%
  • MDL No. MFCD01085401
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N
  • Molecular Weight 93.13
  • Synonym(s) 3-methylidenecyclobutanecarbonitrile
  • SMILES C1[CH](C#N)C[C]1=[CH2]

Description

3-Methylenecyclobutanecarbonitrile features a strained cyclobutane ring fused to an exocyclic methylene group and a nitrile handle, enabling direct incorporation into cycloaddition cascades. The electron-deficient alkene facilitates rapid Diels-Alder reactions, while the nitrile moiety offers downstream functionalization potential. This reactive scaffold streamlines access to complex nitrogen-containing carbocycles under mild conditions.

Application

3-Methylenecyclobutanecarbonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclobutane scaffolds. Its exocyclic methylene group facilitates conjugate additions and Diels-Alder reactions, while the nitrile moiety offers a robust handle for downstream transformations including hydrolysis, reduction, or nucleophilic addition. The compound exhibits good bench stability and compatibility with diverse reaction conditions, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
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      463-49-0
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      107-13-1
    • ~%
    • In-stock
      3-Methylenecyclobutanecarbonitrile|CS-W005291
      15760-35-7

    References

    • Journal of the American Chemical Society, , vol. 80, p. 5507,5512 Journal of the American Chemical Society, , vol. 81, p. 2723,2725
  • Route2
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      67-56-1
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      694-25-7
    • ~14%
    • In-stock
      3-Methylenecyclobutanecarbonitrile|CS-W005291
      15760-35-7
    • null|null
      4839-76-3
    • null|null
      4839-75-2

    References

    • Journal of Organic Chemistry, , vol. 51, # 24 p. 4537 - 4544
  • Route3
    • null|null
      463-49-0
    • null|null
      107-13-1
    • ~%
    • In-stock
      3-Methylenecyclobutanecarbonitrile|CS-W005291
      15760-35-7
    • null|null
      91565-78-5
    • null|null
      91565-77-4

    References

    • Journal of the American Chemical Society, , vol. 81, p. 2723,2725

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 1992
Class : 3 (6.1)
Packing Group : Ⅲ
Hazard Statements : H226-H301-H312+H332-H315-H317-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P272-P280-P304+P340-P330-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.47618
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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