Lot numbers can be found on the outside label of a product:
3,5-Dichloro-4-Picoline
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CAS No. 100868-46-0
- Cat. No. CS-W000393
- Purity≥98%
- MDL No.MFCD09839290
*For research and further manufacturing use only, not for direct human use.
Structure of 100868-46-0
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General Information
- CAS No. 100868-46-0
- Cat. No. CS-W000393
- Purity ≥98%
- MDL No. MFCD09839290
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅Cl₂N
- Molecular Weight 162.02
- Synonym(s) 3,5-Dichloro-4-methylpyridine
- SMILES Clc1cncc(c1C)Cl
Description
3,5-Dichloro-4-picoline features a pyridine ring substituted with chlorine atoms at the 3 and 5 positions and a methyl group at the 4 position, delivering enhanced electron deficiency and stability. This configuration enables efficient coupling in transition-metal-catalyzed reactions, particularly in C–H functionalization and cross-coupling processes. The compound exhibits favorable solubility in organic solvents and retains integrity under standard bench conditions.
Application
3,5-Dichloro-4-picoline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted pyridine scaffolds. Its ortho-dichloro substitution pattern provides enhanced electrophilicity for palladium-catalyzed coupling reactions, while the picoline nitrogen offers coordination stability in transition metal complexes. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns requiring functional group tolerance and predictable reactivity.
Synthesis
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Route1
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2457-47-8 -
74-88-4 - ~67%
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In-stock
100868-46-0
References
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Armani, Elisabetta; Amari, Gabriele; Rizzi, Andrea; Fanti, Renato De; Ghidini, Eleonora; Capaldi, Carmelida; Carzaniga, Laura; Caruso, Paola; Guala, Matilde; Peretto, Ilaria; La Porta, Elena; Bolzoni, Pier T.; Facchinetti, Fabrizio; Carnini, Chiara; Moretto, Nadia; Patacchini, Riccardo; Bassani, Franco; Cenacchi, Valentina; Volta, Roberta; Amadei, Francesco; Capacchi, Silvia; Delcanale, Maurizio; Puccini, Paola; Catinella, Silvia; Civelli, Maurizio; Villetti, Gino Journal of Medicinal Chemistry, 2014 , vol. 57, # 3 p. 793 - 816
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Route2
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74-88-4
- ~66%
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In-stock
100868-46-0
References
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CHIESI FARMACEUTICI S.P.A.. Patent: US2008/15226 A1, 2008 ; Location in patent: Page/Page column 10 ;
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Route3
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2457-47-8
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In-stock
144-55-8 -
74-88-4
- ~%
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In-stock
100868-46-0
References
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US5935978 A1, ; US 5935978 A
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 2.69682
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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