Lot numbers can be found on the outside label of a product:
2-Methyl-2-(4-nitrophenyl)propanoic acid
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CAS No. 42206-47-3
- Cat. No. CS-0051881
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 42206-47-3
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General Information
- CAS No. 42206-47-3
- Cat. No. CS-0051881
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₁NO₄
- Molecular Weight 209.20
- Synonym(s) 2-METHYL-2-(4-NITROPHENYL)-PROPIONIC ACID
- SMILES CC(C)(C(O)=O)C1=CC=C(C=C1)[N+]([O-])=O
Description
2-Methyl-2-(4-nitrophenyl)propanoic acid features a sterically hindered tertiary carbon bearing a para-nitroaryl group, delivering enhanced stability and controlled reactivity. This electron-deficient aryl moiety facilitates efficient coupling in synthetic transformations. The compound exhibits robust bench stability and compatibility with standard organic reaction conditions.
Application
2-Methyl-2-(4-nitrophenyl)propanoic acid serves as a versatile building block for heterocyclic synthesis and functionalized aromatic systems. Its benzylic carboxylic acid functionality enables direct derivatization via esterification, amide coupling, or decarboxylation protocols. The electron-withdrawing nitro group enhances the acidity of the α-proton and facilitates subsequent substitution reactions. The molecule exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis in medicinal chemistry and process development workflows.
Synthesis
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Route1
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83397-45-9 - ~99%
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In-stock
42206-47-3
References
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Walsh, Thomas F; Toupence, Richard B; Ujjainwalla, Feroze; Young, Jonathan R; Goulet, Mark T Tetrahedron, 2001 , vol. 57, # 24 p. 5233 - 5241
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Route2
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74002-19-0 - ~99%
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In-stock
42206-47-3
References
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ADDEX PHARMA SA Patent: WO2008/117175 A2, 2008 ; Location in patent: Page/Page column 124 ; WO 2008/117175 A2
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Route3
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In-stock
59115-08-1 - ~%
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In-stock
42206-47-3
References
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Shang, Rui; Huang, Zheng; Chu, Ling; Fu, Yao; Liu, Lei Organic Letters, 2011 , vol. 13, # 16 p. 4240 - 4243
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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 80.44
- LogP 1.957
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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