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CS-W001157 4
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2-Phenylcyclobutan-1-one

  • CAS No. 42436-86-2

  • Cat. No. CS-0051808
  • Purity≥95%
  • MDL No.MFCD19382274

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

2-Phenylcyclobutan-1-one|CS-0051808

Structure of 42436-86-2

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General Information

  • CAS No. 42436-86-2
  • Cat. No. CS-0051808
  • Purity ≥95%
  • MDL No. MFCD19382274
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O
  • Molecular Weight None
  • Synonym(s) 2-Phenylcyclobutanone
  • SMILES O=C1CCC1C1=CC=CC=C1

Description

2-Phenylcyclobutan-1-one features a rigid, strained cyclobutanone ring fused to a phenyl group, delivering enhanced reactivity at the carbonyl site. This structure supports efficient conjugate additions and enables direct functionalization in synthetic routes. The compound serves as a key scaffold for constructing complex polycyclic frameworks in medicinal chemistry and natural product synthesis.

Application

2-Phenylcyclobutan-1-one serves as a versatile building block in synthetic organic chemistry, enabling the construction of complex carbocyclic and heterocyclic scaffolds. Its ketone functionality supports standard transformations such as nucleophilic addition, reduction, and enolization, while the adjacent phenyl group enhances stability and facilitates downstream functionalization. The compound exhibits bench stability and compatibility with common reaction conditions, making it valuable for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • (Cyclopropylidenemethyl)benzene|CS-0439103
      7555-67-1
    • ~87%
    • In-stock
      2-Phenylcyclobutan-1-one|CS-0051808
      42436-86-2

    References

    • Yu, Lei; Ren, Lingfeng; Yi, Rong; Wu, Yulan; Chen, Tian; Guo, Rong Journal of Organometallic Chemistry, 2011 , vol. 696, # 10 p. 2228 - 2233
  • Route2
    • null|null
      246180-23-4
    • ~93%
    • In-stock
      2-Phenylcyclobutan-1-one|CS-0051808
      42436-86-2

    References

    • Nemoto, Hideo; Miyata, Junji; Hakamata, Hideki; Fukumoto, Keiichiro Tetrahedron Letters, 1995 , vol. 36, # 7 p. 1055 - 1058
  • Route3
    • null|null
      104824-00-2
    • ~49%
    • In-stock
      2-Phenylcyclobutan-1-one|CS-0051808
      42436-86-2

    References

    • Nakajima, Tadashi; Segi, Masahito; Mituoka, Takeshi; Fukute, Yasuyuki; Honda, Mitsunori; Naitou, Kaneyuki Tetrahedron Letters, 1995 , vol. 36, # 10 p. 1667 - 1670

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   2.1331
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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