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CS-W001157 4
Total: USD 88.00

(1-Phenylcyclopropyl)methanol

  • CAS No. 31729-66-5

  • Cat. No. CS-0088316
  • Purity≥98%
  • MDL No.MFCD00001310

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

(1-Phenylcyclopropyl)methanol|CS-0088316

Structure of 31729-66-5

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General Information

  • CAS No. 31729-66-5
  • Cat. No. CS-0088316
  • Purity ≥98%
  • MDL No. MFCD00001310
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O
  • Molecular Weight 148.20
  • Synonym(s) 1-phenylcyclopropanemethanol
  • SMILES OCC1(C2=CC=CC=C2)CC1

Description

(1-Phenylcyclopropyl)methanol is a sterically constrained chiral alcohol featuring a phenyl-substituted cyclopropane core. This scaffold delivers high diastereoselectivity in asymmetric synthesis, particularly in nucleophilic additions and C–C bond formations. The molecule exhibits robust stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

(1-Phenylcyclopropyl)methanol serves as a valuable chiral building block in synthetic organic chemistry, offering a rigid cyclopropane scaffold with a pendant benzylic alcohol. The molecule enables stereoselective transformations via functionalization of the hydroxyl group and participates reliably in coupling reactions, oxidation, and protection protocols. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Sydnes, Leiv K.; Pereira, Paula F. F.; Sandberg, Marcel; Oevreboe, Hans H. Journal of Chemical Research, Miniprint, 2001 , # 4 p. 464 - 474
  • Route2

    References

    • Bodnar, Brian S.; Vogt, Paul F. Journal of Organic Chemistry, 2009 , vol. 74, # 6 p. 2598 - 2600
  • Route3
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    • In-stock
      (1-Phenylcyclopropyl)methanol|CS-0088316
      31729-66-5

    References

    • Wilt,J.W.; Roberts,D.D. Journal of Organic Chemistry, 1962 , vol. 27, p. 3430 - 3434

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.7105
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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