Dibenzylcarbonat

Bezeichnung:Dibenzylcarbonat

CAS-Nr3459-92-5

Englisch Name:DIBENZYL CARBONATE

CBNumberCB5677478

SummenformelC15H14O3

Molgewicht242.27

MOL-Datei3459-92-5.mol

Synonyma

Dibenzylcarbonat

Dibenzylcarbonat physikalisch-chemischer Eigenschaften

Schmelzpunkt	29-33 °C(lit.)
Siedepunkt	180-190 °C2 mm Hg(lit.)
Dichte	1.1515 (rough estimate)
Brechungsindex	1.5485
Flammpunkt	>230 °F
Löslichkeit	Sparingly Soluble (0.099 g/L) (25°C).
Aggregatzustand	powder to lump
Farbe	White to Almost white
Sensitive	Air Sensitive
BRN	1882864
CAS Datenbank	3459-92-5(CAS DataBase Reference)
EPA chemische Informationen	Carbonic acid, bis(phenylmethyl) ester (3459-92-5)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	21/22
S-Sätze:	36
WGK Germany	3
TSCA	Yes
HS Code	29209090

Gefahreninformationscode (GHS)

DIBENZYL CARBONATE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
S-Sätze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Colorless low melting solid
Verwenden
Ionic liquids can effectively accelerate slow N-benzylation reactions utilizing dibenzyl carbonate as an alkylating reagent. Dibenzyl carbonate (DBzlC) has been used to benzylate phenylacetonitrile, benzyl phenylacetate and phenol. Selective N, N-dibenzylation of primary aliphatic amines was carried with dibenzyl carbonate in the presence of phosphonium salts.
synthetische
To a stirred solution of benzyl alcohol (0.216 g, 2.00 mol), tributylphosphine (0.303 g, 1.50 mmol), and CyTMG (0.394 g, 2.00 mmol) in DMF (2.00 mL), CO2 was added at room temperature. After 15 min, tetrabromomethane (0.663 g, 2.00 mmol) was added, the reaction vessel was sealed, and the contents were stirred for 2 h. Thereafter, the reaction mixture was diluted with ethyl acetate, washed successively with 0.5 m aqueous HCl and saturated aq. NaHCO3 solution, and dried over Na2SO4. Diphenylmetha- nol was added to the organic solution as an internal standard and the yield of dibenzyl carbonate was determined from the relative integrals of a methylene peak of the carbonate and a methine peak of diphenylmethanol in the 1H NMR spectrum of the ethyl acetate solution. Dibenzyl carbonate, prepared by a larger scale reaction of CO2 with benzyl alcohol (1.08 g, 10.0 mmol), was isolated by column chromatography (cyclohexane/ethyl acetate, 50:1) in 67.3% yield (0.816 g).
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 6205, 1995 DOI: 10.1021/jo00124a044
Allgemeine Beschreibung
Dibenzyl carbonate (DBC) is commonly used as a benzylating agent. Dimethyl carbonate and excess of benzyl alcohol undergoes transesterification in the presence of CsF/α-Al₂O₃ (cesium fluoride/aluminum oxide) to form DBC. The formation of N,N-dibenzyl derivatives by the reaction of primary aliphatic amines with DBC in the presence of phosphonium salts has been investigated.

DIBENZYL CARBONATE Upstream-Materialien And Downstream Produkte

Dibenzylcarbonat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

3459-92-5, DIBENZYL CARBONATE Verwandte Suche:

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