3-Nitrobenzaldehyd

Bezeichnung:3-Nitrobenzaldehyd

CAS-Nr99-61-6

Englisch Name:3-Nitrobenzaldehyde

CBNumberCB7101540

SummenformelC7H5NO3

Molgewicht151.12

MOL-Datei99-61-6.mol

Synonyma

3-Nitrobenzaldehyd

3-Nitrobenzaldehyd physikalisch-chemischer Eigenschaften

Schmelzpunkt	56 °C
Siedepunkt	285-290 °C
Dichte	1.2792
Dampfdichte	5.21 (vs air)
Brechungsindex	1.5800 (estimate)
Flammpunkt	164°C/23mm
storage temp.	Store below +30°C.
Löslichkeit	1.6g/l
Aggregatzustand	Granular Powder
Farbe	Yellow to yellow-brown
Wasserlöslichkeit	Slightly soluble in water.
Sensitive	Air Sensitive
Merck	14,6587
BRN	386795
InChI	1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H
InChIKey	ZETIVVHRRQLWFW-UHFFFAOYSA-N
SMILES	[O-][N+](=O)c1cccc(C=O)c1
LogP	1.47
CAS Datenbank	99-61-6(CAS DataBase Reference)
NIST chemische Informationen	Benzaldehyde, 3-nitro-(99-61-6)
EPA chemische Informationen	Benzaldehyde, 3-nitro- (99-61-6)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38-51/53-22
S-Sätze:	26-36-24/25-61-37/39-29
RIDADR	UN3077
WGK Germany	3
RTECS-Nr.	CU7250000
Hazard Note	Irritant
TSCA	TSCA listed
HS Code	29130000
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Aquatic Chronic 2
Toxizität	LD50 orally in Rabbit: 1075 mg/kg

Gefahreninformationscode (GHS)

3-Nitrobenzaldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R22:Gesundheitsschädlich beim Verschlucken.
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.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S29:Nicht in die Kanalisation gelangen lassen.
Beschreibung
3-Nitrobenzaldehyde, meta-nitrobenzaldehyde or m-nitrobenzaldehyde is an organic aromatic compound containing a nitro group meta-substituted to an aldehyde. 3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid.
Chemische Eigenschaften
yellowish to yellow-brown granular powder
Verwenden
3-Nitrobenzaldehyde is a benzaldhyde with a nitro group in the meta position.
Verwenden
3-Nitrobenzaldehyde is used in the synthesis of other organic compounds, ranging from pharmaceuticals to plastic additives and intermediate for the processing of perfume and flavoring compounds and in the preparation of certain aniline dyes.
synthetische
89 mL (1.7 mol) concentrated H2SO4 are filled in a 500 mL three-neck flask equipped with an internal thermometer and an addition funnel with pressure balance. Whilst cooling with an ice bath 45 mL (0.95 mol) fuming HNO3 are added carefully under stirring, the temperature must not exceed 10 °C. To this nitrating acid, 10.6 g (10.2 mL, 100 mmol) benzaldehyde are added under further cooling so that the temperature can be constantly kept at 15 °C (about 1 hour). The ice bath is removed and the reaction mixture is stored over night at room temperature.
The reaction mixture is poured in a 1 L beaker on 500 g crunched ice, the yellow precipitation is sucked off at 16 hPa over a Buechner funnel and washed with 200 mL of cold water. Crude yield (humid): 14.4 g
The humid crude product is dissolved in 125 mL tert-butyl methyl ether and then shaken out with 125 mL of a 5% NaHCO3 solution. The organic phase is dried over sodium sulfate, filtered and the solvent evaporated at a rotary evaporator. The residue is recrystallized from toluene / petroleumether (60-80 °C) by dissolving it in toluene whilst heating and then adding the double amount of petroleum ether in portions under ice cooling. The crystalllized light yellow 3-nitrobenzaldehyde is sucked off over a Buechner funnel. The product is dried over silica gel in an evacuated desiccator.
Yield: 8.0 g (53 mmol, 53%); mp 56 °C
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 3, p. 644, 1955
Tetrahedron Letters, 28, p. 1195, 1987 DOI: 10.1016/S0040-4039(00)95324-3
läuterung methode
Crystallise the aldehyde from water or EtOH/water, then sublime it twice at 2mm pressure at a temperature slightly above its melting point. [Beilstein 7 IV 591.]

3-Nitrobenzaldehyde Upstream-Materialien And Downstream Produkte

3-Nitrobenzaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

99-61-6, 3-Nitrobenzaldehyde Verwandte Suche:

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