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1694-31-1 - tert-Butyl acetoacetate, 98+% - Acetoacetic acid tert-butyl ester - A11115 - Alfa Aesar

A11115 tert-Butyl acetoacetate, 98+%

CAS-Nummer
1694-31-1
Synonyme
Acetoacetic acid tert-butyl ester

Größe Preis ($) Menge Verfügbarkeit
100g 30,69
500g 97,03
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tert-Butyl acetoacetate, 98+%

MDL
MFCD00008811
EINECS
216-904-5

Chemische Eigenschaften

Formel
C8H14O3
Molmasse
158.20
Schmelzpunkt
-38°
Siedepunkt
71-72°/11mm
Flammpunkt
76°(169°F)
Dichte
0.961
Brechungsindex
1.4200
Löslichkeit
Soluble in water (9g/L).

Anwendungen

tert-Butyl acetoacetate is used as intermediate for the syntheses of different organic chemicals. Raw material in pharmaceutical Industry, In agrochemical industry. Reagent for Acyloin synthesis and ?,β - unsaturated ketones synthesis.

Bemerkungen

Keep container tightly closed. Store away from oxidizing agents.

Literaturverweise

J. Stewart Witzeman.; W. Dell Nottingham. Transacetoacetylation with tert-butyl acetoacetate: synthetic applications. J. Org. Chem. 1991, 56, (5), 1713-1718.

Anthony F. Garito.; Bradford B. Wayland. Thermodynamics and magnetic resonance of five-coordinate copper tert-butyl acetoacetate-pyridine adducts in cyclohexane. J. Am. Chem. Soc. 1969, 91, (4), 866-872.

Alternative to Ethyl­ acetoacetate, A12544, allowing decarboxylative cleavage of the ester group by acid catalyzed thermolysis, as in a general synthesis of ɑß-unsaturated ketones: Acta Chem. Scand., 17, 2216 (1963). Application in the synthesis of acyloins: Arkiv. Chem., 17, 457 (1961); levulinic acids and δ-keto nitriles: Acta Chem. Scand., 16, 1191, 1324 (1962). Alkylation, NBS bromination and decarboxylative cleavage provide a sequence for the regiospecific synthesis of ɑ-bromo ketones: Synth. Commun., 25, 1045 (1995).

The dimetallated species reacts selectively with electrophiles at the 4-position: J. Am. Chem. Soc., 96, 1082 (1974); J. Org. Chem., 43, 788 (1978).

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H227

Combustible liquid.

Sicherheitshinweise: P210-P280-P370+P378a-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. In case of fire: Use for extinction: CO2, powder or water spray. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1680303
Harmonized Tariff Code
2918.30
TSCA
Yes

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