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CS-W001157 4
Total: USD 88.00

1,3-Dimethyl-2-phenylbenzimidazoline

  • CAS No. 3652-92-4

  • Cat. No. CS-0098800
  • Purity≥98%
  • MDL No.None

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

1,3-Dimethyl-2-phenylbenzimidazoline|CS-0098800

Structure of 3652-92-4

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General Information

  • CAS No. 3652-92-4
  • Cat. No. CS-0098800
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₆N₂
  • Molecular Weight 224.30
  • Synonym(s) 1,3-dimethyl-2-phenyl-2h-benzimidazole
  • SMILES CN1C(C2=CC=CC=C2)N(C)C3=CC=CC=C13

Description

1,3-Dimethyl-2-phenylbenzimidazoline features a rigid, electron-rich benzimidazole core with steric protection from methyl groups at the 1- and 3-positions. The para-substituted phenyl ring enhances planarity and π-conjugation, enabling stable charge delocalization. This bench-stable heterocycle integrates readily into redox-active systems and serves as a robust scaffold for ligand design in catalytic applications.

Application

1,3-Dimethyl-2-phenylbenzimidazoline serves as a stable, bench-ready building block for the synthesis of functionalized benzimidazole scaffolds. Its ortho-quinone-like reactivity enables efficient coupling with electrophiles and facilitates transition-metal-catalyzed transformations. The methyl groups enhance solubility and simplify purification, while the phenyl substituent provides structural rigidity and compatibility in multi-step synthetic sequences.

Synthesis

  • Route1
    • 1,3-Dimethyl-2-phenyl-1H-benzo[d]imidazol-3-ium iodide|CS-0096829
      3653-05-2
    • ~61%
    • In-stock
      1,3-Dimethyl-2-phenylbenzimidazoline|CS-0098800
      3652-92-4

    References

    • Hasegawa; Chiba; Nakajima; Suzuki; Yoneoka; Iwaya Synthesis, 2001 , # 8 p. 1248 - 1252
  • Route2
    • In-stock
      1,3-Dimethyl-1H-benzimidazolium iodide|CS-0091484
      7181-87-5
    • null|null
      100-58-3
    • ~77%
    • In-stock
      1,3-Dimethyl-2-phenylbenzimidazoline|CS-0098800
      3652-92-4

    References

    • Shi, Zhen; Gu, Huan Synthetic Communications, 1996 , vol. 26, # 22 p. 4175 - 4179
  • Route3
    • null|null
      53088-00-9
    • null|null
      74-88-4
    • ~%
    • In-stock
      1,3-Dimethyl-2-phenylbenzimidazoline|CS-0098800
      3652-92-4

    References

    • Lee, In-Sook Han; Kil, Hyun Joo; Ji, Young Ran Journal of Physical Organic Chemistry, 2007 , vol. 20, # 7 p. 484 - 490

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   3.2714
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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