Lot numbers can be found on the outside label of a product:
3-Fluoro-4-nitroaniline
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CAS No. 2369-13-3
- Cat. No. CS-D1432
- Purity≥95%
- MDL No.MFCD03412239
*For research and further manufacturing use only, not for direct human use.
Structure of 2369-13-3
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General Information
- CAS No. 2369-13-3
- Cat. No. CS-D1432
- Purity ≥95%
- MDL No. MFCD03412239
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₅FN₂O₂
- Molecular Weight 156.11
- Synonym(s) 4-Nitro-3-fluoroaniline; NSC 402983; Fluoronitroaniline2
- SMILES NC1=CC=C([N+]([O-])=O)C(F)=C1
Description
3-Fluoro-4-nitroaniline features a fluorine atom at the meta position relative to an amino group and a nitro group at the para position, creating a highly electron-deficient aromatic system. This arrangement enables selective coupling reactions in synthetic pathways requiring strong electrophilic character. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient incorporation into complex molecular architectures through directed metallation or cross-coupling processes.
Application
3-Fluoro-4-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of fluorinated aryl motifs into complex heterocyclic scaffolds. Its dual functionalization—fluorine for metabolic stability and nitro group for subsequent reduction or coupling reactions—facilitates efficient access to diverse aniline derivatives. Bench-stable and compatible with standard purification protocols, it functions reliably in cross-coupling, cyclization, and reductive amination workflows.
Synthesis
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Route1
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372-19-0 - ~34%
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In-stock
2369-13-3
References
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TIBOTEC PHARMACEUTICALS LTD Patent: WO2003/76413 A1, 2003 ; Location in patent: Page/Page column 28-30 ; WO 03/076413 A1
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Route2
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1152311-98-2
- ~10%
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In-stock
2369-13-3
References
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VERTEX PHARMACEUTICALS INCORPORATED; RUAH, Sara, Hadida, S.; GROOTENHUIS, Peter, D., J.; VAN GOOR, Fredrick; MILLER, Mark, T.; MCCARTNEY, Jason; ZHOU, Jinglan; BEAR, Brian; NUMA, Mehdi, Michel, Djamel Patent: WO2010/53471 A1, 2010 ; Location in patent: Page/Page column 56 ;
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Route3
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In-stock
403-21-4 -
75-65-0
- ~0%
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658700-15-3 -
In-stock
2369-13-3
References
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BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. Patent: WO2004/14905 A1, 2004 ; Location in patent: Page 157-158 ; WO 2004/014905 A1
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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 69.16
- LogP 1.3161
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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