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CS-W001157 4
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3-(Chloromethyl)pyridine hydrochloride

  • CAS No. 6959-48-4

  • Cat. No. CS-W003964
  • Purity≥97%
  • MDL No.MFCD00012818

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

3-(Chloromethyl)pyridine hydrochloride|CS-W003964

Structure of 6959-48-4

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General Information

  • CAS No. 6959-48-4
  • Cat. No. CS-W003964
  • Purity ≥97%
  • MDL No. MFCD00012818
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇Cl₂N
  • Molecular Weight 164.03
  • Synonym(s) 3-Picolyl Chloride Hydrochloride
  • SMILES ClCC1=CN=CC=C1.Cl

Description

3-(Chloromethyl)pyridine hydrochloride features a pyridine ring bearing a chloromethyl group, enabling efficient alkylation reactions. The hydrochloride salt enhances solubility and stability under standard conditions, facilitating straightforward handling in synthetic workflows. This reagent serves as a direct conduit for introducing pyridylmethyl functionality into complex molecular architectures.

Application

3-(Chloromethyl)pyridine hydrochloride serves as a versatile building block for pyridine-based heterocycles, enabling efficient functionalization via nucleophilic substitution. The chloromethyl group exhibits high reactivity toward amines, thiols, and carbanions under mild conditions, facilitating rapid access to pharmacophores and ligand scaffolds. Its crystalline solid form ensures excellent bench stability and ease of handling, while the hydrochloride salt enhances solubility in polar solvents without compromising reactivity. Widely used in medicinal chemistry and catalysis research, it functions reliably in standard synthetic workflows requiring selective alkylation or chain extension.

Synthesis

  • Route1

    References

    • Zeitlmann, Lutz; Niestroj, Andre; Heiser, Ulrich Patent: US2011/224225 A1, 2011 ; Location in patent: Page/Page column 27 ; US 20110224225 A1
  • Route2
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      500-22-1
    • ~%
    • In-stock
      3-(Chloromethyl)pyridine hydrochloride|CS-W003964
      6959-48-4

    References

    • US2011/224225 A1, ; US 20110224225 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS08
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H341
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.2422
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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