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123-54-6 - 2,4-Pentanedione, 99% - Acetylacetone - acac - A14117 - Alfa Aesar

A14117 2,4-Pentanedione, 99%

Numéro CAS
123-54-6
Synonymes
Acetylacetone
acac

Dimensions Prix ($) Quantité Disponibilité
100ml 27,50
500ml 40,02
2500ml 145,23
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2,4-Pentanedione, 99%

MDL
MFCD00008787
EINECS
204-634-0

Propriétés chimiques

Formule
C5H8O2
Poids formulaire
100.12
Point de fusion
-23°
Point d'ébullition
140-141°
Point d'éclair
34°(93°F)
Densité
0.973
Indice de réfraction
1.4520
Solubilité
It is readily miscible with water.

Applications

2,4-Pentanedione is used as a precursor to acetylacetonate, a common bidentate and a raw material for the synthesis of heterocyclic compounds. It is used in pharmaceuticals, organic intermediates for solvents, analytical reagents, tungsten and molybdenum in aluminum extraction agent.

Notes

Incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides.

Références bibliographiques

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).

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).

/n

Freeman, F. Mechanisms of Reactions of Sulfur Hydride Hydroxide: Tautomerism, Condensations, and C-Sulfenylation and O-Sulfenylation of 2,4-Pentanedione. J. Phys. Chem. A 2015, 119 (14), 3500-3517.

Freeman, F. Mechanisms of Reactions of Sulfur Hydride Hydroxide: Tautomerism, Condensations, and C-Sulfenylation and O-Sulfenylation of 2, 4-Pentanedione. J. Phys. Chem. A 2015, 199 (14), 3500-3517.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H311-H331-H302-H226

Toxic in contact with skin. Toxic if inhaled. Harmful if swallowed. Flammable liquid and vapour.

Mentions de prudence: P210-P261-P280-P240-P303+P361+P353-P361-P304+P340-P311-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,81
Beilstein
741937
Classe de danger
3
Groupe d'emballage
III
Code tarifaire harmonisé
2914.19
TSCA
Yes
RTECS
SA1925000

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