Lot numbers can be found on the outside label of a product:
4'-Nitro-[1,1'-biphenyl]-4-carboxylic acid
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CAS No. 92-89-7
- Cat. No. CS-0157586
- Purity≥95%
- MDL No.MFCD00043911
*For research and further manufacturing use only, not for direct human use.
![4'-Nitro-[1,1'-biphenyl]-4-carboxylic acid|CS-0157586](https://file.chemscene.com/productPIC/CS-0157586.gif)
Structure of 92-89-7
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General Information
- CAS No. 92-89-7
- Cat. No. CS-0157586
- Purity ≥95%
- MDL No. MFCD00043911
- Storage Store at room temperature, keep dry and cool
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₉NO₄
- Molecular Weight 243.21
- Synonym(s) 4'-Nitrodiphenyl-4-carboxylic acid
- SMILES C1=C(C=CC(=C1)C(=O)O)C2=CC=C(C=C2)[N+](=O)[O-]
Description
4'-Nitro-[1,1'-biphenyl]-4-carboxylic acid features a conjugated biphenyl core with a nitro group at the para position and a carboxylic acid function at the opposing terminus. This dual functionality enables integration into modular synthesis platforms for pharmaceutical intermediates and functional materials. The electron-deficient aryl system enhances reactivity in coupling processes, while the carboxylic acid provides a handle for derivatization under standard conditions.
Application
4'-Nitro-[1,1'-biphenyl]-4-carboxylic acid serves as a versatile building block for constructing biaryl scaffolds in medicinal chemistry and materials science. Its dual functional groups—nitro and carboxylic acid—enable sequential transformations, including reduction to aniline derivatives and coupling via amide or ester formation. The compound exhibits good bench stability, facilitates straightforward purification, and functions reliably in standard cross-coupling and heterocycle-forming protocols.
Synthesis
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Route1
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586-78-7 -
In-stock
180516-87-4 - ~%
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In-stock
92-89-7
References
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Journal of Medicinal Chemistry, , vol. 40, # 20 p. 3144 - 3150
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Route2
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![Methyl 4'-nitro-[1,1'-biphenyl]-4-carboxylate|CS-0465871](https://file.chemscene.com/productPIC/CS-0465871.gif)
5730-75-6 - ~92%
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In-stock
92-89-7
References
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Adachi, Yusuke; Nakagawa, Hidehiko; Matsuo, Kazuya; Suzuki, Takayoshi; Miyata, Naoki Chemical Communications, 2008 , # 41 p. 5149 - 5151
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Route3
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In-stock
![[1,1'-Biphenyl]-4-carboxylic acid|CS-D1119](https://file.chemscene.com/productPIC/CS-D1119.gif)
92-92-2 - ~57%
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In-stock
92-89-7
References
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Lu, Chenshu; Tang, Ke; Li, Yan; Li, Peng; Lin, Ziyun; Yin, Dali; Chen, Xiaoguang; Huang, Haihong European Journal of Medicinal Chemistry, 2014 , vol. 77, p. 351 - 360
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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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 80.44
- LogP 2.96
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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