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CS-W001157 4
Total: USD 88.00

2,3-Lutidine

  • CAS No. 583-61-9

  • Cat. No. CS-W011290
  • Purity≥97%
  • MDL No.MFCD00009605

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

2,3-Lutidine|CS-W011290

Structure of 583-61-9

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General Information

  • CAS No. 583-61-9
  • Cat. No. CS-W011290
  • Purity ≥97%
  • MDL No. MFCD00009605
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉N
  • Molecular Weight 107.15
  • Synonym(s) pyridine,2,3-dimethyl-; 2,3-Lutidine
  • SMILES CC(C=CC=N1)=C1C

Description

2,3-Lutidine serves as a sterically hindered nitrogen heterocycle with enhanced nucleophilicity at the pyridine ring. This bench-stable compound features a methyl group adjacent to the nitrogen, which modulates electronic properties and improves solubility in organic solvents. It functions effectively as a directing group in transition-metal-catalyzed C–H functionalization reactions.

Application

2,3-Lutidine serves as a versatile nitrogen-containing building block in synthetic organic chemistry, enabling selective functionalization at the 4-position via electrophilic substitution due to its electron-rich aromatic system. Its moderate basicity and bench-stable nature facilitate use in catalytic transformations and heterocycle synthesis. The compound functions effectively as a ligand in transition metal catalysis and as a precursor in medicinal chemistry scaffolds requiring controlled regioselectivity.

Synthesis

  • Route1
    • (2-Methylpyridin-3-yl)methyl acetate|CS-0674454
      87851-05-6
    • ~99%
    • In-stock
      2,3-Lutidine|CS-W011290
      583-61-9

    References

    • Reimann; Bauer Archiv der Pharmazie, 1983 , vol. 316, # 10 p. 879 - 887
  • Route2
    • null|null
      326893-28-1
    • ~79%
    • In-stock
      2,3-Lutidine|CS-W011290
      583-61-9

    References

    • Aelterman; De Kimpe; Tyvorskii; Kulinkovich Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 53 - 58
  • Route3
    • null|null
      78-93-3
    • ~30%
    • In-stock
      2,3-Lutidine|CS-W011290
      583-61-9
    • 2,3,6-Trimethylpyridine|CS-0583223
      1462-84-6
    • 2,3,4-Trimethylpyridine|CS-0682659
      2233-29-6

    References

    • J. Appl. Chem. USSR (Engl. Transl.), , vol. 62, # 1.2 p. 210 - 212,196 - 198

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS05,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H302-H315-H318-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P280-P304+P340-P330-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   1.69844
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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