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1-Methylcyclobutan-1-ol

  • CAS No. 20117-47-9

  • Cat. No. CS-0168123
  • Purity≥95%
  • MDL No.MFCD01218890

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

1-Methylcyclobutan-1-ol|CS-0168123

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General Information

  • CAS No. 20117-47-9
  • Cat. No. CS-0168123
  • Purity ≥95%
  • MDL No. MFCD01218890
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀O
  • Molecular Weight 86.13
  • Synonym(s) Cyclobutanol, 1-methyl-
  • SMILES OC1(C)CCC1

Description

1-Methylcyclobutan-1-ol is a sterically hindered tertiary alcohol featuring a cyclobutane ring with a methyl group and hydroxyl substituent at the same carbon. This configuration imparts enhanced stability and resistance to dehydration under standard conditions. The molecule serves as a valuable scaffold in synthetic organic chemistry, particularly for constructing complex carbocyclic frameworks and exploring conformational constraints in medicinal chemistry applications.

Application

1-Methylcyclobutan-1-ol serves as a valuable chiral building block in synthetic organic chemistry, offering a rigid cyclobutane scaffold with a tertiary alcohol functionality. Its bench-stable nature and compatibility with standard functional group manipulations enable efficient access to complex cyclic architectures. The molecule facilitates stereoselective transformations and functions effectively in the synthesis of heterocyclic systems and bioactive compounds requiring constrained ring frameworks.

Synthesis

  • Route1
    • null|null
      1191-95-3
    • null|null
      75-16-1
    • ~99%
    • In-stock
      1-Methylcyclobutan-1-ol|CS-0168123
      20117-47-9

    References

    • BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; PATEL, Manoj; D'ANDREA, Stanley; ZHENG, Zhizhen Barbara; CONNOLLY, Timothy P.; LANGLEY, David R.; PEESE, Kevin; WANG, Zhongyu; WALKER, Michael A.; KADOW, John F. Patent: WO2014/28384 A1, 2014 ; Location in patent: Page/Page column 213 ;
  • Route2
    • null|null
      1191-95-3
    • ~%
    • In-stock
      1-Methylcyclobutan-1-ol|CS-0168123
      20117-47-9

    References

    • Zeeland Chemicals, Inc. Patent: US6090950 A1, 2000 ;
  • Route3
    • null|null
      1191-95-3
    • null|null
      917-54-4
    • ~%
    • In-stock
      1-Methylcyclobutan-1-ol|CS-0168123
      20117-47-9

    References

    • Brown, Pamela; Calvert, Stephen H.; Chapman, Pauline C. A.; Cosham, Suzanne C.; Eglington, A. John; et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 4 p. 881 - 891

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H302-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   0.9213
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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