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CS-W001157 4
Total: USD 88.00

3-Cyclopropyl-3-oxopropanenitrile

  • CAS No. 118431-88-2

  • Cat. No. CS-0006959
  • Purity≥95%
  • MDL No.MFCD04114392

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

3-Cyclopropyl-3-oxopropanenitrile|CS-0006959

Structure of 118431-88-2

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General Information

  • CAS No. 118431-88-2
  • Cat. No. CS-0006959
  • Purity ≥95%
  • MDL No. MFCD04114392
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO
  • Molecular Weight 109.13
  • Synonym(s) 3-CYCLOPROPYL-3-OXO-PROPIONITRILE
  • SMILES O=C(CC#N)C1CC1

Description

3-Cyclopropyl-3-oxopropanenitrile features a reactive nitrile group flanked by a ketone and a strained cyclopropyl ring, enabling efficient conjugation in synthetic transformations. This electron-deficient acyclic system integrates readily into heterocyclic scaffolds under mild conditions. The molecule exhibits bench-stable handling with tolerance to moisture and air, simplifying use in multistep synthesis workflows.

Application

3-Cyclopropyl-3-oxopropanenitrile serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to pyrrolidine and oxazolidine scaffolds via cyclization reactions. Its α,β-unsaturated nitrile functionality facilitates conjugate additions and acts as a key building block in the construction of bioactive nitrogen-containing rings. The molecule exhibits good bench stability and tolerates a range of functional groups, simplifying purification and integration into multi-step sequences.

Synthesis

  • Route1
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      2868-37-3
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      75-05-8
    • ~95%
    • In-stock
      3-Cyclopropyl-3-oxopropanenitrile|CS-0006959
      118431-88-2

    References

    • Getlik, Matthaeus; Gruetter, Christian; Simard, Jeffrey R.; Nguyen, Hoang D.; Robubi, Armin; Aust, Beate; Van Otterlo, Willem A.L.; Rauh, Daniel European Journal of Medicinal Chemistry, 2012 , vol. 48, p. 1 - 15
  • Route2
    • null|null
      4606-07-9
    • null|null
      75-05-8
    • ~%
    • In-stock
      3-Cyclopropyl-3-oxopropanenitrile|CS-0006959
      118431-88-2

    References

    • WO2007/27842 A1, ; Page/Page column 69 ;
  • Route3
    • In-stock
      o-Phenanthroline|CS-W004544
      66-71-7
    • null|null
      4023-34-1
    • null|null
      372-09-8
    • ~55%
    • In-stock
      3-Cyclopropyl-3-oxopropanenitrile|CS-0006959
      118431-88-2

    References

    • Merck and Co., Inc. Patent: US5260285 A1, 1993 ; US 5260285 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   0.87918
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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