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CS-W001157 4
Total: USD 88.00

4-Chloro-2-picoline

  • CAS No. 3678-63-5

  • Cat. No. CS-W007979
  • Purity≥98%
  • MDL No.MFCD00038833

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

4-Chloro-2-picoline|CS-W007979

Structure of 3678-63-5

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General Information

  • CAS No. 3678-63-5
  • Cat. No. CS-W007979
  • Purity ≥98%
  • MDL No. MFCD00038833
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClN
  • Molecular Weight 127.57
  • Synonym(s) 4-Chloro-2-methylpyridine
  • SMILES C1=C(C=CN=C1C)Cl

Description

4-Chloro-2-picoline is a chlorinated pyridine derivative featuring a chlorine substituent at the para position relative to the nitrogen. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block in pharmaceutical synthesis. The molecule exhibits enhanced reactivity due to the combined influence of the electron-withdrawing chlorine and the basic nitrogen atom.

Application

4-Chloro-2-picoline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the pyridine ring due to its activated C–Cl bond. Its ortho-directing methyl group facilitates selective metallation or electrophilic substitution, while the chlorine atom undergoes reliable cross-coupling reactions with palladium catalysts. The compound exhibits good bench stability and is compatible with standard purification methods, making it a practical choice for constructing nitrogen-containing heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Malhotra, Sushant; Seng, Pamela S.; Koenig, Stefan G.; Deese, Alan J.; Ford, Kevin A. Organic Letters, 2013 , vol. 15, # 14 p. 3698 - 3701
  • Route2
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    • In-stock
      4-Chloro-2-picoline|CS-W007979
      3678-63-5

    References

    • Abbott Laboratories Patent: US5580872 A1, 1996 ;
  • Route3
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      5470-66-6
    • ~%
    • In-stock
      4-Chloro-2-picoline|CS-W007979
      3678-63-5

    References

    • Profft; Rolle Wiss. Z.T.H. Leuna-Merseburg, 1959 , vol. 2, p. 187,190

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

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.04342
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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