Lot numbers can be found on the outside label of a product:
4-(4-Chlorophenyl)pyridine
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CAS No. 5957-96-0
- Cat. No. CS-0157545
- Purity≥98%
- MDL No.MFCD00956749
*For research and further manufacturing use only, not for direct human use.
Structure of 5957-96-0
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General Information
- CAS No. 5957-96-0
- Cat. No. CS-0157545
- Purity ≥98%
- MDL No. MFCD00956749
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₈ClN
- Molecular Weight 189.64
- Synonym(s) Pyridine, 4-(4-chlorophenyl)-
- SMILES C1=C(C=CC(=C1)Cl)C2=CC=NC=C2
Description
4-(4-Chlorophenyl)pyridine features a rigid, planar architecture with complementary electron-rich and electron-deficient regions. This structural balance enables robust π-stacking interactions and enhances stability in solution. The para-chlorophenyl group imparts lipophilicity and facilitates functionalization via cross-coupling reactions. The molecule exhibits excellent bench stability and compatibility with standard synthetic protocols, making it a reliable scaffold for advanced materials and pharmaceutical intermediates.
Application
4-(4-Chlorophenyl)pyridine serves as a versatile building block in medicinal chemistry and materials science, enabling the construction of biaryl scaffolds through palladium-catalyzed cross-coupling reactions. Its robust bench stability, functional group tolerance, and compatibility with standard coupling protocols make it ideal for synthesizing kinase inhibitors, OLED emitters, and other advanced functional molecules.
Synthesis
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Route1
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In-stock
51304-61-1 - ~90%
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In-stock
5957-96-0
References
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Nicolaou; Mathison, Casey J. N.; Montagnon, Tamsyn Journal of the American Chemical Society, 2004 , vol. 126, # 16 p. 5192 - 5201
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Route2
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30005-58-4 - ~76%
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In-stock
5957-96-0
References
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Nicolaou; Mathison, Casey J. N.; Montagnon, Tamsyn Angewandte Chemie - International Edition, 2003 , vol. 42, # 34 p. 4077 - 4082
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Route3
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In-stock
106-39-8 -
93830-58-1
- ~76%
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In-stock
5957-96-0
References
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Ishikura; Ohta; Terashima Chemical and Pharmaceutical Bulletin, 1985 , vol. 33, # 11 p. 4755 - 4763
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 3.402
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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