Lot numbers can be found on the outside label of a product:
4-Pyridin-4-yl-benzaldehyde
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CAS No. 99163-12-9
- Cat. No. CS-W017048
- Purity≥95%
- MDL No.MFCD02684110
*For research and further manufacturing use only, not for direct human use.
Structure of 99163-12-9
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General Information
- CAS No. 99163-12-9
- Cat. No. CS-W017048
- Purity ≥95%
- MDL No. MFCD02684110
- Storage RT, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₉NO
- Molecular Weight 183.21
- Synonym(s) 4-Pyridin-4-ylbenzaldehyde
- SMILES C2=C(C1=CC=NC=C1)C=CC(=C2)C=O
Description
4-Pyridin-4-yl-benzaldehyde features a conjugated bipyridyl-aldehyde architecture that enables efficient integration into cross-coupling and condensation reactions. The aldehyde group provides a reactive handle for nucleophilic addition, while the para-substituted pyridine ring enhances solubility and electronic modulation in transition metal catalysis. This compound serves as a key building block for functionalized heterocycles and advanced ligand systems.
Application
4-Pyridin-4-yl-benzaldehyde serves as a versatile bifunctional building block in synthetic organic chemistry, enabling efficient construction of conjugated systems and heterocyclic scaffolds. Its dual aromatic functionality—pyridine and benzene rings flanking an aldehyde group—facilitates reliable coupling reactions, including Suzuki-Miyaura cross-couplings and reductive aminations. The aldehyde moiety exhibits excellent stability under standard bench conditions and tolerates a range of functional groups, supporting straightforward purification and integration into complex molecular architectures.
Synthesis
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Route1
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1120-87-2 -
In-stock
87199-17-5 - ~81%
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In-stock
99163-12-9
References
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Xiong, Zhengchang; Wang, Nengdong; Dai, Mingji; Li, Ang; Chen, Jiahua; Yang, Zhen Organic Letters, 2004 , vol. 6, # 19 p. 3337 - 3340
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Route2
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1120-87-2
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In-stock
24856-58-4 - ~90%
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In-stock
99163-12-9
References
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Euticals Prime European Therapeutical SpA Patent: US6765097 B1, 2004 ; Location in patent: Page column 14 ;
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Route3
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4423-10-3 - ~51%
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In-stock
99163-12-9
References
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Nicolaou; Baran; Zhong Journal of the American Chemical Society, 2001 , vol. 123, # 13 p. 3183 - 3185
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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-P330-P362-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.96
- LogP 2.5611
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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