5-Nitro-o-toluylsure

Bezeichnung:5-Nitro-o-toluylsure

CAS-Nr1975-52-6

Englisch Name:2-Methyl-5-nitrobenzoic acid

CBNumberCB9191415

SummenformelC8H7NO4

Molgewicht181.15

MOL-Datei1975-52-6.mol

Synonyma

5-Nitro-o-toluylsure

5-Nitro-o-toluylsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	177-180 °C (lit.)
Siedepunkt	314.24°C (rough estimate)
Dichte	1.4283 (rough estimate)
Brechungsindex	1.5468 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Chloroform
pka	3.12±0.10(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Yellow to beige
Wasserlöslichkeit	<0.1 g/100 mL at 22 ºC
BRN	2451300
InChI	InChI=1S/C8H7NO4/c1-5-2-3-6(9(12)13)4-7(5)8(10)11/h2-4H,1H3,(H,10,11)
InChIKey	DJRFJAVPROZZFL-UHFFFAOYSA-N
SMILES	C(O)(=O)C1=CC([N+]([O-])=O)=CC=C1C
CAS Datenbank	1975-52-6(CAS DataBase Reference)
NIST chemische Informationen	2-Methyl-5-nitrobenzoic acid(1975-52-6)
EPA chemische Informationen	2-Methyl-5-nitrobenzoic acid (1975-52-6)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-43-36/37/38-20/21/22
S-Sätze:	37/39-36/37/39-26-22
RIDADR	2811
WGK Germany	3
HazardClass	IRRITANT
HS Code	29163900
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Skin Sens. 1

Gefahreninformationscode (GHS)

2-Methyl-5-nitrobenzoic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R43:Sensibilisierung durch Hautkontakt möglich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S22:Staub nicht einatmen.
Chemische Eigenschaften
Light Yellow Solid
Verwenden
2-Methyl-5-nitrobenzoic Acid (cas# 1975-52-6) is a compound useful in organic synthesis.
Allgemeine Beschreibung
Needles or beige solid.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
2-Methyl-5-nitrobenzoic acid is a nitrated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.
Brandgefahr
Flash point data for 2-Methyl-5-nitrobenzoic acid are not available; however, 2-Methyl-5-nitrobenzoic acid is probably combustible.
Synthese

77324-87-9

1975-52-6

General procedure for the synthesis of 2-methyl-5-nitrobenzoic acid from methyl 2-methyl-5-nitrobenzoate: To a solution of methyl 2-methyl-5-nitrobenzoate (75.0 g, 0.46 mol) in tetrahydrofuran (THF, 500 mL) was added a 1N aqueous solution of lithium hydroxide (LiOH) (1 L, 0.92 mol). The reaction mixture was stirred at 30 °C for 4 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding reagent ratio of petroleum ether: ethyl acetate = 10:1), and after confirming the completion of the reaction, the mixture was concentrated under reduced pressure. The residue was extracted with ethyl acetate (200 mL x 2). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and subsequently concentrated under reduced pressure to afford 2-methyl-5-nitrobenzoic acid (67 g, 98% yield) as a brown solid, which could be used in subsequent steps without further purification. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 8.93 (s, 1H), 8.30-8.32 (d, J=8.0 Hz, 1H), 7.48-7.50 (d, J=8.0 Hz, 1H), 2.79 (s, 3H).
Einzelnachweise
[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 23, p. 6273 - 6278
[2] Patent: WO2006/117669, 2006, A1. Location in patent: Page/Page column 41; 114
[3] Organic letters, 2000, vol. 2, # 19, p. 2931 - 2934

2-Methyl-5-nitrobenzoic acid Upstream-Materialien And Downstream Produkte

5-Nitro-o-toluylsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1975-52-6, 2-Methyl-5-nitrobenzoic acid Verwandte Suche:

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