362654

2-Fluoro-5-nitrobenzoic acid

98%

• Linear Formula: FC₆H₃(NO₂)CO₂H
• CAS Number: 7304-32-7
• Molecular Weight: 185.11
• MDL number: MFCD00134238
• UNSPSC Code: 12352100
• PubChem Substance ID: 24862326
• NACRES: NA.22

Properties

• Assay: 98%
• form: solid
• mp: 142-144 °C (lit.)
• functional group: carboxylic acid; fluoro; nitro
• SMILES string: OC(=O)c1cc(ccc1F)[N+]([O-])=O
• InChI: 1S/C7H4FNO4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,(H,10,11)
• InChI key: ICXSHFWYCHJILC-UHFFFAOYSA-N

Description

General description

2-Fluoro-5-nitrobenzoic acid is reported to react with an aldehyde, isonitrile and a primary amine tethered to a Boc-protected internal amino or hydroxyl nucleophile, to afford the Ugi product.[1]

Application

2-Fluoro-5-nitrobenzoic acid may be used in the synthesis of:

• dibenz[b,f]oxazepin-11(10H)-ones, via the nucleophilic aromatic substitution (S_NAr) of fluorine in 2-fluoro-5-nitrobenzoic acid with the OH of various 2-aminophenols on solid support[2]
• synthesis of substituted dibenzazocines on solid support, via S_NAr of fluorine in 2-fluoro-5-nitrobenzoic acid with the OH function of the immobilized polysubstituted phenols[3]
• in the synthesis of oxazepines[4]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves