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CS-W001157 4
Total: USD 88.00

2,3,4,5-Tetrahydro-1,1'-biphenyl

  • CAS No. 771-98-2

  • Cat. No. CS-W016196
  • Purity≥98%
  • MDL No.MFCD00001542

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

2,3,4,5-Tetrahydro-1,1'-biphenyl|CS-W016196

Structure of 771-98-2

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General Information

  • CAS No. 771-98-2
  • Cat. No. CS-W016196
  • Purity ≥98%
  • MDL No. MFCD00001542
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄
  • Molecular Weight 158.24
  • Synonym(s) cyclohex-1-en-1-ylbenzene
  • SMILES C1(C2=CC=CC=C2)=CCCCC1

Description

2,3,4,5-Tetrahydro-1,1'-biphenyl features a saturated biphenyl core with enhanced solubility and reduced aromaticity compared to unsubstituted biphenyl. This structural modification improves handling and compatibility in synthetic workflows while maintaining the molecular rigidity needed for pharmaceutical intermediates and ligand design.

Application

2,3,4,5-Tetrahydro-1,1'-biphenyl serves as a stable, bench-friendly aryl building block with enhanced solubility compared to fully aromatic biphenyl. Its partially saturated ring system enables selective functionalization at the 1- and 1'-positions while maintaining structural rigidity. The compound functions effectively in Suzuki-Miyaura and Stille couplings, facilitating access to biaryl scaffolds common in medicinal chemistry and materials science. Its resistance to oxidation and ease of purification make it well-suited for multi-step synthesis and process-scale applications.

Synthesis

  • Route1
    • In-stock
      Iodobenzene|CS-W008603
      591-50-4
    • null|null
      110-83-8
    • ~97%
    • In-stock
      2,3,4,5-Tetrahydro-1,1'-biphenyl|CS-W016196
      771-98-2

    References

    • Olsson, Vilhelm J.; Szabo, Kalman J. Angewandte Chemie - International Edition, 2007 , vol. 46, # 36 p. 6891 - 6893
  • Route2

    References

    • Punniyamurthy; Bhatia, Beena; Reddy, M. Madhava; Maikap, Golak C.; Iqbal, Javed Tetrahedron, 1997 , vol. 53, # 22 p. 7649 - 7670
  • Route3

    References

    • Markgraf, J. Hodge; Burns, Drew B.; Greeno, Edward W.; Leonard, Kathryn J.; Miller, Michael Synthetic Communications, 1984 , vol. 14, # 7 p. 647 - 654

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.644
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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