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Diphenylacetonitril

Diphenylacetonitrile Struktur
86-29-3
CAS-Nr.
86-29-3
Bezeichnung:
Diphenylacetonitril
Englisch Name:
Diphenylacetonitrile
Synonyma:
DIPAN;DPAN;dibenzylcyanide;-Cyanodiphenylmethane;Acetonitrile, diphenyl-;alpha-Cyanodiphenylmethane;Benzeneacetonitrile, α-phenyl-;alpha-phenylbenzeneacetonitrile;usafkf-13;USAF kf-13
CBNumber:
CB2782757
Summenformel:
C14H11N
Molgewicht:
193.25
MOL-Datei:
86-29-3.mol

Diphenylacetonitril Eigenschaften

Schmelzpunkt:
71-73 °C (lit.)
Siedepunkt:
181 °C/12 mmHg (lit.)
Dichte
1.1061 (rough estimate)
Dampfdruck
21.3 hPa (190 °C)
Brechungsindex
1.5850 (estimate)
Flammpunkt:
120 °C
storage temp. 
Store below +30°C.
L?slichkeit
INSOLUBLE
Aggregatzustand
Crystalline Powder
Farbe
White to creamy or faint yellow
Wasserl?slichkeit
INSOLUBLE
Merck 
14,3316
BRN 
1911160
Expositionsgrenzwerte
NIOSH: IDLH 25 mg/m3
InChIKey
NEBPTMCRLHKPOB-UHFFFAOYSA-N
LogP
2.795-3.197 at 25℃
CAS Datenbank
86-29-3(CAS DataBase Reference)
NIST chemische Informationen
Benzeneacetonitrile, «alpha»-phenyl-(86-29-3)
EPA chemische Informationen
Diphenylacetonitrile (86-29-3)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36-37/39
WGK Germany  2
RTECS-Nr. AL9800000
TSCA  Yes
HS Code  29269095
Toxizit?t LD50 orally in Rabbit: 3500 mg/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H303 May be harmfulif swallowed Acute toxicity,oral Category 5 P312
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

Diphenylacetonitril Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Chemische Eigenschaften

Diphenylacetonitrile is a white to creamy or faint yellow crystalline powder, Soluble in ethanol, ether. It is obtained by bromination and condensation of phenylacetonitrile. Diphenylacetonitrile is mainly used as an intermediate to manufacture API which deals in treatment of respiratory stimulant. It is used to manufacture APIs like stomach amine, Aminepentamide Sulphate, Diphenoxylate, Diphenylacetaldehyde, Doxapram, Loperamide, Methadone.

Verwenden

Mathadone (M225865) impurity. Used in synthesis of methadone, antispasmodics and other pharmaceuticals.
Diphenylacetonitrile is used to synthesize isocyanate, which is further prepared into UV paint, PU paint, transparent elastomer and adhesive, etc. In addition, it is also used in polyamide and epoxy resin industries.

synthetische

In a 100 mL, nitrogen-flushed pear flask was added indium(III) bromide (2.0 mmol, 10 mol %) in CH2Cl2 (40 mL) to give a white suspension. To this at room temperature was added trimethylsilyl cyanide (40 mmol, 2.0 equiv.), followed by dropwise addition of alcohol (20 mmol, 1.0 equiv.) to give a moderate exothermic reaction. The mixture slowly turned clear, and TLC showed mostly the desire product. Saturated NaHCO3 was added and the mixture was concentrated in vacuo to remove the volatiles. The residue was partitioned between saturated NaHCO3 and ethyl acetate, and the aqueous layer was extracted one more time with ethyl acetate. Combined organic layers were dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography on silica gel (5% ethyl acetate/hexanes) to give the desired Diphenylacetonitrile.

synthetische

Diphenylacetonitrile can be prepared in good yield by the dehydration of the amide of diphenyl acetic acid with phosphorous oxychloride. Diphenylacetonitrile undergoes anhydrous condensation with ethyl-4-bromo-butyrate. This is followed by its hydrolysis in alkaline medium that is used in the quantitative determination of 3-cyano-3,3-diphenylpropionic acid.

Allgemeine Beschreibung

Diphenylacetonitrile can be prepared in good yield by the dehydration of the amide of diphenyl acetic acid with phosphorous oxychloride.

Sicherheitsprofil

Poison by ingestion, intraperitoneal, and intravenous routes. Moderately toxic by subcutaneous route. Questionable carcinogen with experimental carcinogenic and tumorigenic data. When heated to decomposition it emits toxic fumes of NOx, and CN-. See also NITRILES.

l?uterung methode

Crystallise the nitrile from EtOH or pet ether (b 90-100o). [Beilstein 9 H 674, 9 IV 2505.]

Diphenylacetonitril Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Diphenylacetonitril Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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86-29-3(Diphenylacetonitril)Verwandte Suche:


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