Lot numbers can be found on the outside label of a product:
2,6-Dichloropyridine-4-methanol
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CAS No. 101990-69-6
- Cat. No. CS-W021525
- Purity≥97%
- MDL No.MFCD00052638
*For research and further manufacturing use only, not for direct human use.
Structure of 101990-69-6
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General Information
- CAS No. 101990-69-6
- Cat. No. CS-W021525
- Purity ≥97%
- MDL No. MFCD00052638
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅Cl₂NO
- Molecular Weight 178.02
- Synonym(s) 2,6-Dichloro-4-(hydroxymethyl)pyridine
- SMILES ClC1=NC(=CC(=C1)CO)Cl
Description
2,6-Dichloropyridine-4-methanol features a pyridine core functionalized with chloro groups at the 2 and 6 positions and a methanol handle at the 4 position. This configuration enables selective coupling reactions in synthetic pathways requiring electron-deficient heterocycles. The pendant hydroxyl group offers direct derivatization potential for further functionalization. The molecule exhibits enhanced stability under standard bench conditions and tolerates moisture better than analogous halogenated pyridines.
Application
2,6-Dichloropyridine-4-methanol serves as a versatile building block in medicinal chemistry, enabling efficient functionalization at the pyridine ring and methanol handle. Its dichloro substitution pattern facilitates directed metalation and nucleophilic aromatic substitution, while the benzylic alcohol group offers compatibility with standard protection and coupling strategies. The compound exhibits excellent bench stability and simplifies purification, making it well-suited for modular synthesis of heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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In-stock
5398-44-7 - ~90%
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In-stock
101990-69-6
References
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Mello, Jesse V.; Finney, Nathaniel S. Journal of the American Chemical Society, 2005 , vol. 127, # 29 p. 10124 - 10125
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Route2
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In-stock
1604-14-4 - ~94%
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In-stock
101990-69-6
References
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Kumar, Rohan J.; Karlsson, Susanne; Streich, Daniel; Jensen, Alice Rolandini; Jaeger, Michael; Becker, Hans-Christian; Bergquist, Jonas; Johansson, Olof; Hammarstroem, Leif Chemistry - A European Journal, 2010 , vol. 16, # 9 p. 2830 - 2842
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Route3
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42521-08-4 - ~%
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In-stock
101990-69-6
References
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Journal fuer Praktische Chemie (Leipzig), , vol. <2>134, p. 177,184
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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 33.12
- LogP 1.8807
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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