537594

tert-Butylacetoacetat

reagent grade, 98%

• Synonym(e): TBAA
• Lineare Formel: CH₃COCH₂COOC(CH₃)₃
• CAS-Nummer: 1694-31-1
• Molekulargewicht: 158.19
• Beilstein: 1680303
• MDL-Nummer: MFCD00008811
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24878235
• NACRES: NA.22

Eigenschaften

• Qualität: reagent grade
• Assay: 98%
• Expl.-Gr.: 8 % (lit.)
• Verunreinigungen: ≤0.20% water; water
• Brechungsindex: n20/D 1.419 (lit.)
• bp: 71-72 °C/11 mmHg (lit.)
• mp (Schmelzpunkt): -38 °C (lit.)
• Dichte: 0.954 g/mL at 25 °C (lit.)
• Funktionelle Gruppe: ester; ketone
• SMILES String: CC(=O)CC(=O)OC(C)(C)C
• InChI: 1S/C8H14O3/c1-6(9)5-7(10)11-8(2,3)4/h5H2,1-4H3
• InChIKey: JKUYRAMKJLMYLO-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

tert-Butyl acetoacetate (t-BAA) is a cheap and easy to store commercial reagent. Reaction demonstrated that the more hindered tert-butyl acetoacetate (t-BAA, la) is ca.15-20-fold more reactive than the more commonly used methyl or ethyl analogs. It is widely employed as an acetoacetylating reagent.

Anwendung

tert-Butyl acetoacetate may be used in the synthesis of:

• various acetoacetic acid derivatives
• acetoacetates
• acetoacetamides
• 1-(diethylamino)-2-acetoacetoxypropane
• (S)-tert-butyl 3-hydroxybutyrate
• benzothiazole β-keto ester derivatives
• 3,4-disubstituted pyrroles

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 1
• Flammpunkt (°F): 150.8 °F - closed cup
• Flammpunkt (°C): 66 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter