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CS-W001157 4
Total: USD 88.00

1-(Hydroxymethyl)cyclopropanecarbonitrile

  • CAS No. 98730-77-9

  • Cat. No. CS-D0565
  • Purity≥95%
  • MDL No.MFCD11042632

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

1-(Hydroxymethyl)cyclopropanecarbonitrile|CS-D0565

Structure of 98730-77-9

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General Information

  • CAS No. 98730-77-9
  • Cat. No. CS-D0565
  • Purity ≥95%
  • MDL No. MFCD11042632
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO
  • Molecular Weight 97.12
  • Synonym(s) None
  • SMILES OCC1(C#N)CC1

Description

1-(Hydroxymethyl)cyclopropanecarbonitrile features a strained cyclopropyl ring bearing both a nitrile and hydroxymethyl group, enabling unique reactivity in synthetic transformations. This configuration supports efficient functionalization at the ring junction, delivering access to complex heterocyclic scaffolds under mild conditions. The molecule exhibits enhanced stability and solubility in polar solvents, facilitating use in iterative synthesis workflows.

Application

1-(Hydroxymethyl)cyclopropanecarbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized cyclopropyl scaffolds. The molecule combines a nitrile group for downstream transformations—such as amide or carboxylic acid derivatization—with a primary alcohol that facilitates conjugation, protection, or oxidation. Its rigid cyclopropyl core enhances metabolic stability and modulates physicochemical properties. Bench-stable and compatible with standard synthetic protocols, it functions effectively in multi-step syntheses of bioactive molecules.

Synthesis

  • Route1

    References

    • Rew, Yosup; McMinn, Dustin L.; Wang, Zhulun; He, Xiao; Hungate, Randall W.; Jaen, Juan C.; Sudom, Athena; Sun, Daqing; Tu, Hua; Ursu, Stefania; Villemure, Elisia; Walker, Nigel P.C.; Yan, Xuelei; Ye, Qiuping; Powers, Jay P. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 6 p. 1797 - 1801
  • Route2

    References

    • WO2012/66065 A1, ; WO 2012/066065 A1 WO2012/66070 A1, ; WO 2012/066070 A1
  • Route3

    References

    • WO2012/66065 A1, ; Page/Page column 72 ; WO 2012/066065 A1

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-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   0.28248
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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