2,4-Pentanedione Or Acetylacetone CAS 123-54-6
2,4-Pentanedione or Acetylacetone CAS 123-54-6 Product Name: 2,4-Pentanedione or Acetylacetone Synonyms: ACAC; Acetoacetone; Acetylacetonate; Acetyl 2-propanone; Diacetylmethane; Pentan-2,4-dione; 2,4-Pentanedione; Pentanedione-2,4 ; 2,4-Pentanedione CAS Number: 123-54-6 Characteristics:...
2,4-Pentanedione or Acetylacetone CAS 123-54-6
Product Name: 2,4-Pentanedione or Acetylacetone
Synonyms: ACAC; Acetoacetone; Acetylacetonate; Acetyl 2-propanone; Diacetylmethane; Pentan-2,4-dione; 2,4-Pentanedione; Pentanedione-2,4 ; 2,4-Pentanedione
CAS Number: 123-54-6
Characteristics: colorless to slightly yellow liquid
Assay: 99.0% min. (by GC) 2,4-Pentanedione
Formula: C5H8O2 ; CH3COCH2COCH3
Transportation Conditions: UN 2310 3/PG 3
Dangerous Class: Class 3 dangerous cargo
Melting/freezing point: - 23°C
Boiling Point/Range: 139°C
Flash Point: 34°C / 93°F
Vapor Pressure: 8.5 hPa @ 20°C
Vapor Density: 3.5 g/l
Specific Gravity: 0.972 - 0.978 g/cm³ @ 20°C
Water Solubility: 16 g/100mL @ 20°C
Solubility in other solvents: Soluble in most organic solvents.
Auto-ignition temp: 350°C / 662°F * Estimated
Package: 200Kgs/Drum or as client's request.
Yearly production ability: 40,000Mt/Year
KEY Words: 2,4-Pentanedione or Acetylacetone
Description of 2,4-Pentanedione or Acetylacetone:
2, 4-Pentanedione is found in papaya. Acetylacetone is isolated from ethereal oil of Pinus sylvestris (Scotch pine). 2, 4-Pentanedione belongs to the group of Acryloyl Compounds, which are organic compounds containing the acryloyl functional group.
2,4-Pentanedione or Acetylacetone CH3COCH2OCCH3 is a colorless liquid with a pleasant odor and a boiling point of 140.5°C; It is soluble in water; 2,4-Pentanedione or Acetylacetone is popularly utilized as a solvent, lubricant additive, paint drier, and pesticide.
Normally, 2,4-Pentanedione or Acetylacetone is an organic compound which exists in 2 tautomeric forms that interconvert rapidly and are treated as a single compound in most applications. Although 2,4-Pentanedione or Acetylacetone is formally named as the diketone form, pentane-2,4-dione, the enol form forms a substantial component of the material and is actually the favored form in many solvents. 2,4-Pentanedione or Acetylacetone is a colourless liquid that is a precursor to acetylacetonate (acac), a common bidentate ligand. It is also a building block for the synthesis of heterocyclic compounds.
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2,4-Pentanedione or Acetylacetone Usage and applications:
-2,4-Pentanedione can be used to synthesize heterocycles (isoxazoles, pyrazoles, pyrimidines, pyridines etc.)
-Acetylacetone is also useful in the preparation of metal acetylacetonates. 2,4-Pentanedione works as catalysts
-2,4-Pentanedione is also sometimes used in the production of anti-corrosion preparations
-Pharmaceutically, Acetylacetone or 2,4-Pentanedione is an Intermediate for drugs (for example, Sulfamethazine, Nicarbazine), and also important in vitamin B6 and vitamin K raw material making.
-2,4-Pentanedione or Acetylacetone can be an intermediate for pesticides like fungicides, sulfonylurea-herbicides
Main Indexes of 2,4-Pentanedione, Acetylacetone:
Colorless transparent liquid
Density at 20°C g/cm3
0.970 to 0.975
Residue on evaporation
Colorless transparent liquid
Colorless transparent liquid
Acid contents (By acetic acid)%≤
High boilers %≤
Evaporation residue %≤
Top Quality, 2,4-Pentanedione, Acetylacetone Raw Material Suppliers in China. China 2,4-Pentanedione, Acetylacetone Manufacturers.
Preparation of 2,4-Pentanedione, Acetylacetone
(CH3CO)2O + CH3C(O)CH3 → CH3C(O)CH2C(O)CH3
NaOEt + EtO2CCH3 + CH3C(O)CH3 → NaCH3C(O)CHC(O)CH3 + 2 EtOH
NaCH3C(O)CHC(O)CH3 + HCl → CH3C(O)CH2C(O)CH3 + NaCl
2,4-Pentanedione or Acetylacetone is prepared industrially by the thermal rearrangement of isopropenyl acetate.
CH2(CH3)COC(O)Me - MeC(O)CH2C(O)Me
Laboratory routes to 2,4-Pentanedione or Acetylacetone begin also with acetone. Acetone and acetic anhydride upon the addition of BF3 catalyst:
(CH3CO)2O + CH3C(O)CH3 - CH3C(O)CH2C(O)CH3
A second synthesis involves the base-catalyzed condensation of acetone and ethyl acetate, followed by acidification:
NaOEt + EtO2CCH3 + CH3C(O)CH3 - NaCH3C(O)CHC(O)CH3 + 2 EtOH
NaCH3C(O)CHC(O)CH3 + HCl - CH3C(O)CH2C(O)CH3 + NaCl
Because of the ease of these syntheses, many analogues of acetylacetonates are known. Some examples include C6H5C(O)CH2C(O)C6H5 (dbaH) and (CH3)3CC(O)CH2C(O)CC(CH3)3. Hexafluoroacetylacetonate is also widely used to generate volatile metal complexes.
2,4-Pentanedione or Acetylacetone is a versatile bi-functional precursor to heterocycles because both keto groups undergo condensation. Hydrazine reacts to produce pyrazoles. Urea gives pyrimidines. Condensation with two aryl- and alkylamines to gives NacNacs, wherein the oxygen atoms in acetylacetone are replaced by NR (R = aryl, alkyl).
Condensation of 2,4-Pentanedione or Acetylacetone with 3,4-dihydroxy-5-nitrobenzaldehyde gives nitecapone.
The acetylacetonate anion, acac-, forms complexes with many transition metal ions. A general method of synthesis is to react the metal ion with 2,4-Pentanedione or Acetylacetone in the presence of a base (B):
MBz + z Hacac - M(acac)z + z BH
which assists the removal of a proton from 2,4-Pentanedione or Acetylacetone and shifts the equilibrium in favour of the complex. Both oxygen atoms bind to the metal to form a six-membered chelate ring. In some cases the chelate effect is so strong that no added base is needed to form the complex. Since the metal complex carries no electrical charge, it is often insoluble in water but soluble in nonpolar organic solvents.
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