Lot numbers can be found on the outside label of a product:
Anisole, 2-fluoro-5-nitro- 8CI
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CAS No. 454-16-0
- Cat. No. CS-D1128
- Purity≥98%
- MDL No.MFCD07782081
*For research and further manufacturing use only, not for direct human use.
Structure of 454-16-0
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General Information
- CAS No. 454-16-0
- Cat. No. CS-D1128
- Purity ≥98%
- MDL No. MFCD07782081
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₆FNO₃
- Molecular Weight 171.13
- Synonym(s) 1-Fluoro-2-methoxy-4-nitrobenzene; 2-Fluoro-5-nitroanisole; 2-Fluoro-5-nitrophenyl methyl ether
- SMILES O=[N+](C1=CC=C(F)C(OC)=C1)[O-]
Description
2-Fluoro-5-nitroanisole features a fluorinated aromatic ring paired with a nitro group and methoxy substituent, enabling selective coupling in cross-coupling reactions. The electron-deficient aryl fluoride facilitates palladium-catalyzed transformations, while the methoxy group enhances solubility and stability under standard conditions. This combination delivers efficient access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.
Application
2-Fluoro-5-nitroanisole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aromatic ring via Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. Its fluorine and nitro groups provide orthogonal reactivity, while the methoxy group enhances solubility and facilitates downstream transformations. Bench-stable and readily purified by column chromatography, it functions efficiently in multi-step synthesis of heterocyclic scaffolds and API intermediates.
Synthesis
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Route1
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In-stock
22510-08-3 -
74-88-4 - ~%
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In-stock
454-16-0
References
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Lori, Franco; Chafouleas, James; De Forni, Davide; Solinas, Antonio; Varga, Zoltán; Greff, Zoltán; Örfi, László; Kéri, György Patent: US2014/57911 A1, 2014 ; Location in patent: Paragraph 0635 ;
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Route2
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97-52-9
- ~%
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In-stock
454-16-0
References
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Yoneda; Fukuhara Tetrahedron, 1996 , vol. 52, # 1 p. 23 - 36
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References
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Smith, Keith; Musson, Adam; DeBoos, Gareth A. Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8448 - 8454
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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 52.37
- LogP 1.7425
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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