Substance
ID:716822
Names and Identifiers
IUPAC Traditional name
acetylacetone
Synonyms
AcetylacetoneAcAc2,4-戊烷二酮2,4-Pentanedione
IUPAC name
pentane-2,4-dione
Registration numbers
Beilstein Number
EC Number
MDL Number
CAS Number
Merck Index
Properties
Safety Information
RTECS
SA1925000
Packing Group
III
TSCA Listed
是
UN Number
UN2310
Safety Statements
21-23-24/25
GHS Pictograms
Flammable gases, category 1
Flammable aerosols, categories 1,2
Flammable liquids, categories 1,2,3
Self-reactive substances and mixtures, Types B,C,D,E,F
Pyrophoric liquids, category 1
Pyrophoric solids, category 1
Self-heating substances and mixtures
Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3
Organic peroxides, Types B,C,D,E,F
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Risk Statements
10-22
GHS Hazard statements
H226-H302
European Hazard Symbols
Harmful (X)GHS Precautionary statements
P210-P241-P280-P303+P361+P353-P403+P235-P501A
Hazard Class
3
Physical Property
Boiling Point
140-141°C
Melting Point
-23°C
Density
0.973
Flash Point
34°C(93°F)
Refractive Index
1.4520
Product Information
Purity
99%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Strong bases, e.g. NaNH2, form the dianion which reacts with electrophiles, e.g. alkyl halides, esters, acyl halides, Michael acceptors, etc., at the less-stabilized terminal carbon: J. Org. Chem., 26, 1716 (1961); Tetrahedron Lett., 357 (1970); J. Org. Chem., 39, 2289 (1974); Org. Synth. Coll., 5, 848 (1973). For arylation at the 1-position, see Diphenyliodonium chloride, A15149. For reviews of dimetallation, see: Org. React., 17, 155 (1969); Synthesis, 509 (1977).
• A simple procedure for the synthesis of methyl ketones involves alkylation at the 3-position with an alkyl halide using K2CO3 in EtOH, with in situ acetyl cleavage: Org. Synth. Coll., 5, 767 (1973). Knoevenagel condensation with aldehydes in THF in the presence of K2CO3 also occurs with acetyl cleavage, providing a simple route to alkenyl ketones: Chem. Lett., 1325 (1978). With K2CO3 and TBAB, selective one-pot monoalkylation or dialkylation with different alkyl groups can be achieved: Synthesis, 688 (1989). 3-Arylation with aryl bromides takes place in the presence of Cu(I) or Cu(II) salts in DMF: Chem. Lett., 597 (1982); Org. Synth. Coll., 6, 36 (1988).