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3-Hydroxycyclobutane-1-carbonitrile

  • CAS No. 20249-17-6

  • Cat. No. CS-0051336
  • Purity≥97%
  • MDL No.MFCD13659429

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

3-Hydroxycyclobutane-1-carbonitrile|CS-0051336

Structure of 20249-17-6

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General Information

  • CAS No. 20249-17-6
  • Cat. No. CS-0051336
  • Purity ≥97%
  • MDL No. MFCD13659429
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO
  • Molecular Weight 97.12
  • Synonym(s) 3-Hydroxycyclobutanecarbonitrile
  • SMILES OC1CC(C1)C#N

Description

3-Hydroxycyclobutane-1-carbonitrile features a strained cyclobutane ring bearing a hydroxyl group and a nitrile functionality, enabling its use in targeted synthetic transformations. The adjacent polar groups enhance solubility and reactivity, supporting applications in medicinal chemistry and molecular scaffold development under standard conditions.

Application

3-Hydroxycyclobutane-1-carbonitrile serves as a versatile building block for strained cycloalkane scaffolds, enabling access to functionalized heterocycles and bioactive analogs. Its hydroxyl and nitrile groups offer orthogonal reactivity—facilitating derivatization via oxidation, reduction, or nucleophilic addition—while maintaining bench stability and compatibility with standard purification protocols.

Synthesis

  • Route1

    References

    • MERCK SHARP and DOHME LIMITED Patent: WO2007/60484 A1, 2007 ; Location in patent: Page/Page column 23; 36-37 ;
  • Route2

    References

    • MERCK SHARP and DOHME CORP.; WU, Wen-Lian; BURNETT, Duane, A.; STAMFORD, Andrew; CUMMING, Jared, N.; ASBEROM, Theodros; BENNETT, Chad; SASISKUMAR, Thavalakulamgara, K.; SCOTT, Jack, D. Patent: WO2013/28670 A1, 2013 ; Location in patent: Page/Page column 115 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P311-P312-P330-P361-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.02
  • LogP   0.28088
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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