688983

Ethyl acetoacetate

Arxada quality, ≥99.0% (GC)

• Synonym(s): Acetoacetic ester
• Linear Formula: CH₃COCH₂COOC₂H₅
• CAS Number: 141-97-9
• Molecular Weight: 130.14
• Beilstein: 385838
• EC Number: 205-516-1
• MDL number: MFCD00009199
• UNSPSC Code: 12352100
• PubChem Substance ID: 329761207
• NACRES: NA.22

Properties

• vapor density: 4.48 (vs air)
• vapor pressure: 1 mmHg ( 28.5 °C)
• Assay: ≥99.0% (GC)
• form: liquid
• autoignition temp.: 580 °F
• quality: Arxada quality
• expl. lim.: 9.5 %
• manufacturer/tradename: Arxada AG
• impurities: ≤0.05% water; ≤0.10% acid (as acetic acid)
• color: APHA: ≤15
• bp: 180 °C; 181 °C (lit.)
• mp: −43 °C (lit.)
• solubility: water: soluble 130 g/L at 20 °C
• density: 1.029 g/mL at 20 °C (lit.)
• SMILES string: CCOC(=O)CC(C)=O
• InChI: 1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
• InChI key: XYIBRDXRRQCHLP-UHFFFAOYSA-N

Description

Application

Ethyl acetoacetate can undergo:

• Transesterification with primary and secondary alcohols in the presence of boric acid.
• Microbial reduction to form (S)-ethyl 3-hydroxybutyrate.
• C-acylation by acid chlorides in the presence of magnesium chloride and pyridine.
• Asymmetric biphasic catalytic hydrogenation in the presence of a water-soluble ruthenium-BINAP complex.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 164.3 °F - closed cup
• Flash Point(C): 73.5 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves