4-Fluor-3-nitrobenzoesure

Bezeichnung:4-Fluor-3-nitrobenzoesure

CAS-Nr453-71-4

Englisch Name:4-Fluoro-3-nitrobenzoic acid

CBNumberCB7378836

SummenformelC7H4FNO4

Molgewicht185.11

MOL-Datei453-71-4.mol

Synonyma

4-Fluor-3-nitrobenzoesure

4-Fluor-3-nitrobenzoesure physikalisch-chemischer Eigenschaften

Schmelzpunkt	123-126 °C (lit.)
Siedepunkt	92°C 15mm
Dichte	1.5071 (estimate)
Flammpunkt	92°C/15mm
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	95% ethanol: soluble50mg/mL, clear, light yellow
pka	3.54±0.10(Predicted)
Aggregatzustand	Powder or Crystals
Farbe	Light yellow to tan
Wasserlöslichkeit	insoluble
BRN	2107562
InChI	InChI=1S/C7H4FNO4/c8-5-2-1-4(7(10)11)3-6(5)9(12)13/h1-3H,(H,10,11)
InChIKey	BOJWTAQWPVBIPG-UHFFFAOYSA-N
SMILES	C(O)(=O)C1=CC=C(F)C([N+]([O-])=O)=C1
CAS Datenbank	453-71-4(CAS DataBase Reference)
NIST chemische Informationen	4-Fluoro-3-nitrobenzoic acid(453-71-4)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	26-36-24/25
WGK Germany	2
HazardClass	IRRITANT
HS Code	29163990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

4-Fluoro-3-nitrobenzoic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
white to light yellow crystal powder
Verwenden
4-Fluoro-3-nitrobenzoic acid was used:
- as starting reagent in the preparation of novel benzimidazoles having antimycobacterial activity
- in preparation of series of novel acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitors containing benzimidazole core structure
- in preparation of bis(heterocyclic) skeletal precursors for the Pictet-Spengler reaction
- in solid-phase synthesis of trisubstituted [1,3,5]triazino[1,2-a]benzimidazole-2,4(3H,10H)-diones
Synthese

456-22-4

453-71-4

General procedure for the synthesis of 4-fluoro-3-nitrobenzoic acid from 4-fluorobenzoic acid: Potassium nitrate (39.7 g, 0.39 mol, 1.1 eq.) was added in batches to a solution of 4-fluorobenzoic acid (50.0 g, 0.36 mol, 1.0 eq.) dissolved in concentrated sulphuric acid (180 ml) under cooling in an ice bath. The reaction mixture was stirred overnight at room temperature and then slowly poured over crushed ice (800 g) under continuous stirring. The resulting mixture was allowed to stand at room temperature overnight, followed by filtration and washing of the solid product with plenty of water. Finally, treatment by azeotropic drying with toluene afforded 59.5 g (90% yield) of 4-fluoro-3-nitrobenzoic acid as a light yellow solid.1H NMR (400 MHz, DMSO-d6): δ 7.69-7.74 (m, 1H), 8.29-8.32 (m, 1H), 8.56 (d, J=7.2 Hz, 1H), 13.75 ( br s, 1H).
Einzelnachweise
[1] Patent: US2008/249101, 2008, A1. Location in patent: Page/Page column 20
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 10, p. 1905 - 1917
[3] Tetrahedron Letters, 2017, vol. 58, # 43, p. 4145 - 4148
[4] Journal of Organic Chemistry, 2014, vol. 79, # 11, p. 5134 - 5144
[5] Bulletin de la Classe des Sciences, Academie Royale de Belgique, 1921, vol. <5> 7, p. 536

4-Fluoro-3-nitrobenzoic acid Upstream-Materialien And Downstream Produkte

4-Fluor-3-nitrobenzoesure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

453-71-4, 4-Fluoro-3-nitrobenzoic acid Verwandte Suche:

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