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CS-W001157 4
Total: USD 88.00

2-Dimethylaminophenol

  • CAS No. 3743-22-4

  • Cat. No. CS-W019849
  • Purity≥98%
  • MDL No.MFCD09965948

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

2-Dimethylaminophenol|CS-W019849

Structure of 3743-22-4

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General Information

  • CAS No. 3743-22-4
  • Cat. No. CS-W019849
  • Purity ≥98%
  • MDL No. MFCD09965948
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO
  • Molecular Weight 137.18
  • Synonym(s) None
  • SMILES OC=1C=CC=CC1N(C)C

Description

2-Dimethylaminophenol delivers a highly electron-rich phenolic scaffold with enhanced solubility and stability under standard conditions. The dimethylamino group imparts strong resonance donation, increasing nucleophilicity at the ortho position. This enables efficient coupling in oxidative transformations and facilitates incorporation into redox-active molecular architectures.

Application

2-Dimethylaminophenol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and electron-rich aromatic systems. Its phenolic hydroxyl group facilitates straightforward derivatization, while the ortho-dimethylamino substituent enhances electron donation and supports metal-catalyzed coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for use in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      88-75-5
    • ~83%
    • In-stock
      2-Dimethylaminophenol|CS-W019849
      3743-22-4

    References

    • Jin, Zhonghao; Li, Dao; Wang, Xingyi; Lu, Guanzhong Chinese Journal of Chemistry, 2010 , vol. 28, # 1 p. 16 - 20
  • Route2
    • null|null
      95-55-6
    • null|null
      74-88-4
    • ~61%
    • In-stock
      2-Dimethylaminophenol|CS-W019849
      3743-22-4

    References

    • Feng, Yang; Wang, Huifeng; Sun, Fangfang; Li, Yaming; Fu, Xinmei; Jin, Kun Tetrahedron, 2009 , vol. 65, # 47 p. 9737 - 9741
  • Route3
    • null|null
      874-52-2
    • ~0%
    • null|null
      1137-79-7
    • null|null
      6590-81-4
    • In-stock
      2-Dimethylaminophenol|CS-W019849
      3743-22-4

    References

    • Shudo, Koichi; Ohta, Toshiharu; Okamoto, Toshihiko Journal of the American Chemical Society, 1981 , vol. 103, # 3 p. 645 - 653

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H301-H315-H318-H335-H412
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.47
  • LogP   1.4582
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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