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CS-W001157 4
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2,2'-Dimethoxybiphenyl

  • CAS No. 4877-93-4

  • Cat. No. CS-0150309
  • Purity≥97%
  • MDL No.MFCD00067073

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

2,2'-Dimethoxybiphenyl|CS-0150309

Structure of 4877-93-4

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General Information

  • CAS No. 4877-93-4
  • Cat. No. CS-0150309
  • Purity ≥97%
  • MDL No. MFCD00067073
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₄O₂
  • Molecular Weight 214.26
  • Synonym(s) 2,2-Dimethoxybiphenyl
  • SMILES COC1=CC=CC=C1C2=CC=CC=C2OC

Description

2,2'-Dimethoxybiphenyl features two methoxy groups at the ortho positions of a biphenyl scaffold, conferring enhanced solubility and stability under standard conditions. This electron-rich aryl system serves as a robust building block in cross-coupling reactions and ligand design, particularly in palladium-catalyzed transformations where steric and electronic modulation are critical.

Application

2,2'-Dimethoxybiphenyl serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura and Stille couplings. Its ortho-dimethoxy substitution enhances solubility and stability while enabling selective functionalization at the para positions. The molecule functions effectively as a ligand scaffold and provides robust performance in the synthesis of biaryl architectures relevant to pharmaceutical and materials chemistry.

Synthesis

  • Route1

    References

    • Hua, Si-Kai; Hu, Qiu-Peng; Ren, Jiangmeng; Zeng, Bu-Bing Synthesis (Germany), 2013 , vol. 45, # 4 art. no. SS-2012-H0751-OP, p. 518 - 526
  • Route2

    References

    • Hu, Yu-Lin; Li, Fu; Gu, Guo-Liang; Lu, Ming Catalysis Letters, 2011 , vol. 141, # 3 p. 467 - 473
  • Route3

    References

    • Seganish, W. Michael; Mowery, Molly E.; Riggleman, Shaundra; DeShong, Philip Tetrahedron, 2005 , vol. 61, # 8 p. 2117 - 2121

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   3.3708
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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