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CS-W001157 4
Total: USD 88.00

3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one

  • CAS No. 66521-54-8

  • Cat. No. CS-0112437
  • Purity≥95%
  • MDL No.None

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

3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one|CS-0112437

Structure of 66521-54-8

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General Information

  • CAS No. 66521-54-8
  • Cat. No. CS-0112437
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂N₂O
  • Molecular Weight 176.22
  • Synonym(s) 3-(Dimethylamino)-1-(pyridine-2-yl)prop-2-en-1-one
  • SMILES O=C(C1=NC=CC=C1)/C=C/N(C)C

Description

This enone features a conjugated system linking a dimethylamino donor group to a 2-pyridinyl acceptor, creating a strong push–pull architecture. The molecule exhibits enhanced solubility in organic solvents and stability under standard bench conditions, enabling straightforward integration into synthetic pathways for heterocyclic derivatives and photoactive materials.

Application

3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one serves as a versatile enone building block in synthetic organic chemistry, enabling efficient construction of nitrogen-containing heterocycles. Its conjugated system supports Michael additions and cyclization reactions under mild conditions, with the dimethylamino group enhancing nucleophilicity and the pyridine moiety providing orthogonal reactivity. Bench-stable and readily purified by chromatography, it facilitates scalable synthesis of pharmacologically relevant scaffolds.

Synthesis

  • Route1
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • In-stock
      DMF-DMA|CS-0016065
      4637-24-5
    • ~98%
    • In-stock
      3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one|CS-0112437
      66521-54-8

    References

    • Organometallics, , vol. 29, # 20 p. 4472 - 4485
  • Route2
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • null|null
      1188-33-6
    • ~66%
    • In-stock
      3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one|CS-0112437
      66521-54-8

    References

    • Chemische Berichte, , vol. 125, # 3 p. 701 - 710
  • Route3
    • 1-(Pyridin-2-yl)ethanone  Imatinib Impurity|CS-0167014
      1122-62-9
    • null|null
      68-12-2
    • ~%
    • In-stock
      3-(Dimethylamino)-1-(2-pyridinyl)-2-propen-1-one|CS-0112437
      66521-54-8

    References

    • Asian Journal of Chemistry, , vol. 25, # 4 p. 2035 - 2037

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   33.2
  • LogP   1.3396
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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