1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamin

Bezeichnung:1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamin

CAS-Nr36805-97-7

Englisch Name:N,N-Dimethylformamide di-tert-butyl acetal

CBNumberCB5296219

SummenformelC11H25NO2

Molgewicht203.32

MOL-Datei36805-97-7.mol

Synonyma

1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamin

1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamin physikalisch-chemischer Eigenschaften

Siedepunkt	56-57 °C8 mm Hg(lit.)
Dichte	0.848 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.413(lit.)
Flammpunkt	93 °F
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit	Miscible with toluene and benzene.
pka	5.34±0.50(Predicted)
Aggregatzustand	clear liquid
Farbe	Colorless to Almost colorless
Wichte	0.848
Sensitive	Moisture Sensitive
BRN	969629
InChI	InChI=1S/C11H25NO2/c1-10(2,3)13-9(12(7)8)14-11(4,5)6/h9H,1-8H3
InChIKey	DBNQIOANXZVWIP-UHFFFAOYSA-N
SMILES	C(OC(C)(C)C)(OC(C)(C)C)N(C)C
CAS Datenbank	36805-97-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	10-36/37/38
S-Sätze:	26-36
RIDADR	UN 1993 3/PG 3
WGK Germany	3
F	10-21
HazardClass	3
PackingGroup	III
HS Code	29221990
Speicherklasse	3 - Flammable liquids
Hazard Classifications	Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

N,N-Dimethylformamide di-tert-butyl acetal Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
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.
Verwenden
N,N-Dimethylformamide di-tert-butyl acetal may be used in the synthesis of following:
- (S)-2-(1-tert-butoxycarbonyl-2-{4-[2-(5-methyl-2-phenyloxazol-4-yl)ethoxy]phenyl}ethylamino)benzoic acid methyl ester
- 3-O-tert-butylmorphine
- tert-butylesters of pyrrole- and indolecarboxylic acids
Verwenden
Reagent used for the preparation of indolizines via intermolecular cyclization of picolinium salts.
Synthesis Reference(s)
Synthetic Communications, 15, p. 723, 1985 DOI: 10.1080/00397918508063864
Allgemeine Beschreibung
N,N-Dimethylformamide di-tert-butyl acetal is an derivatizing reagent.
reaction suitability
reagent type: derivatization reagent
reaction type: Acylations
Synthese
A mixture of 59.5 g (0.5 mol) of N, N-dimethylformamide dimethyl acetal and 147 mL (1.5 mol) of dry tert-butanol in a three-necked flask (250 mL) fitted with a thermometer magnetic stirrer, nitrogen inlet and a 33 x 1.9 cm silvered vacuum jacketed Goodloe column which was equipped with a reflux controlled take-off distilling head was heated at reflux for 1 hr, then 300 mg of 2,4,6-tri-tert-butylphenol was added. The reaction mixture was heated at 100-115°C for 48 hrs, during which time, at the rate of two drops/min, 56 mL of distillate was collected. Another 50 mL (0.52 mol) of tert-butanol was added to the reaction mixture, and the removal of methanol was continued for an additional 42 hrs to afford 64 mL of distillate. Distillation of the crude product with a similar but smaller column (20 x 1.4 cm) gave 53.2 g (52%) of N, N-Dimethylformamide di-tert-butyl acetal[1].
Einzelnachweise
[1] Mohacsi, E. “A New Synthetic Method for the Preparation of N,N-Dimethylformamide DI-Tert-Butyl Acetal.” Synthetic Communications 15 1 (1985): 723–725.

N,N-Dimethylformamide di-tert-butyl acetal Upstream-Materialien And Downstream Produkte

1,1-Bis(1,1-dimethylethoxy)-N,N,N-trimethylamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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