689092

Isopropyl acetoacetate

Arxada quality, ≥99.0% (GC)

• Linear Formula: CH₃COCH₂COOCH(CH₃)₂
• CAS Number: 542-08-5
• Molecular Weight: 144.17
• Beilstein: 1757046
• EC Number: 208-798-4
• MDL number: MFCD00043933
• UNSPSC Code: 12352100
• PubChem Substance ID: 329761217
• NACRES: NA.22

Properties

• Assay: ≥99.0% (GC)
• form: liquid
• quality: Arxada quality
• manufacturer/tradename: Arxada AG
• impurities: ≤0.10% acid (as acetic acid); ≤0.10% water; ≤0.5% ethyl acetoacetate
• bp: 95 °C/52 hPa (lit.)
• density: 0.989 g/mL at 20 °C (lit.)
• SMILES string: CC(C)OC(=O)CC(C)=O
• InChI: 1S/C7H12O3/c1-5(2)10-7(9)4-6(3)8/h5H,4H2,1-3H3
• InChI key: GVIIRWAJDFKJMJ-UHFFFAOYSA-N

Description

Application

Isopropyl acetoacetate can be used as a reactant to synthesize:

• Isopropyl 2-acetyl-3-phenyl-2-propenoate via Knoevenagel reaction in the presence of Ti(O-i-Pr)₄.
• Substituted 1,4-dihydropyridines by reacting with cinnamaldehydes and primary amines.
• 5-Isopropoxycarbonyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-thione via Biginelli reaction with benzaldehyde and thiourea.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315
• Hazard Classifications: Skin Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 159.8 °F - closed cup
• Flash Point(C): 71 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves