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CS-W001157 4
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5-(Chloromethyl)-2-methylpyridine hydrochloride

  • CAS No. 106651-81-4

  • Cat. No. CS-W019931
  • Purity≥98%
  • MDL No.MFCD11111128

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

5-(Chloromethyl)-2-methylpyridine hydrochloride|CS-W019931

Structure of 106651-81-4

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General Information

  • CAS No. 106651-81-4
  • Cat. No. CS-W019931
  • Purity ≥98%
  • MDL No. MFCD11111128
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉Cl₂N
  • Molecular Weight 178.06
  • Synonym(s) 3-Chloromethyl-6-methylpyridine hydrochloride; 5-Chloromethyl-2-methylpyridine hydrochloride; 2-Methyl-5-chloromethylpyridine hydrochloride
  • SMILES CC1=NC=C(CCl)C=C1.[H]Cl

Description

5-(Chloromethyl)-2-methylpyridine hydrochloride features a reactive chloromethyl group positioned ortho to a pyridine nitrogen, enabling efficient functionalization in synthetic transformations. The hydrochloride salt enhances solubility and stability under standard conditions, facilitating its use in medicinal chemistry and polymer side-chain derivatization workflows.

Application

5-(Chloromethyl)-2-methylpyridine hydrochloride serves as a versatile synthetic building block for heterocyclic and medicinal chemistry applications. The chloromethyl group enables efficient nucleophilic substitution, facilitating the introduction of diverse functional groups under mild conditions. Its pyridine core provides inherent basicity and coordination potential, while the hydrochloride salt enhances solubility and bench stability. This compound functions reliably in standard coupling and derivatization protocols, offering predictable reactivity and ease of purification in multi-step syntheses.

Synthesis

  • Route1

    References

    • Phan, Hieu Trung; Nguyen, Lan Mong; Azoulay, Raymond; Diep, Vinh Van; Eschenhof, Harald; Niesor, Eric Joseph; Bentzen, Craig Leigh; Ife, Robert John Patent: US2005/124586 A1, 2005 ; Location in patent: Page/Page column 7 ;
  • Route2

    References

    • WO2012/82689 A1, ; WO 2012/082689 A1

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   12.89
  • LogP   2.55062
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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