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CS-W001157 4
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Methyl 1-cyclopentene-1-carboxylate

  • CAS No. 25662-28-6

  • Cat. No. CS-D0999
  • Purity≥97%
  • MDL No.MFCD00239506

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

Methyl 1-cyclopentene-1-carboxylate|CS-D0999

Structure of 25662-28-6

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General Information

  • CAS No. 25662-28-6
  • Cat. No. CS-D0999
  • Purity ≥97%
  • MDL No. MFCD00239506
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₂
  • Molecular Weight 126.15
  • Synonym(s) Methyl cyclopentene-1-carboxylate
  • SMILES O=C(C1=CCCC1)OC

Description

Methyl 1-cyclopentene-1-carboxylate features a strained cyclopentene ring fused to an ester group, enabling direct participation in Diels-Alder reactions. The electron-deficient alkene serves as a potent dienophile, pairing efficiently with dienes under mild conditions. This bench-stable reagent delivers high regioselectivity and enables rapid access to functionalized cyclohexene derivatives in synthetic sequences.

Application

Methyl 1-cyclopentene-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclopentane derivatives. Its conjugated enoate functionality facilitates Diels-Alder reactions, Michael additions, and transition-metal-catalyzed couplings. The ester group provides a handle for selective reduction or hydrolysis, while the cyclopentenyl scaffold offers structural rigidity beneficial in medicinal chemistry and natural product synthesis. Bench-stable and readily purified by distillation or chromatography, it supports scalable transformations in both academic and industrial R&D workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      142-29-0
    • ~46%
    • In-stock
      Methyl 1-cyclopentene-1-carboxylate|CS-D0999
      25662-28-6
    • In-stock
      Methyl cyclopentanecarboxylate|CS-W005310
      4630-80-2
    • null|null
      120-92-3

    References

    • Journal of Organic Chemistry, , vol. 67, # 14 p. 5005 - 5008
  • Route2

    References

    • Tetrahedron Letters, , vol. 33, # 49 p. 7461 - 7464
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 110, # 26 p. 8734 - 8736 Heterocycles, , vol. 36, # 10 p. 2345 - 2366

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

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.2697
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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