苯甲醯丙酮

苯甲醯丙酮
	IUPAC名; 1-phenylbutane-1,3-dione
別名	1-苯基-1,3-丁二酮
識別
CAS號	93-91-4
PubChem	7166
ChemSpider	6898
SMILES	CC(=O)CC(=O)C1=CC=CC=C1;
性質
化學式	C10H10O2
摩爾質量	162.19 g·mol−1
密度	1.0599 g/cm3
熔點	56 °C（329 K）
沸點	261.5 °C（535 K）
危險性
	GHS危險性符號;
GHS提示詞	警告
H-術語	H315, H319, H335
P-術語	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

苯甲醯丙酮是一種有機化合物，化學式為C₆H₅C(O)CH₂C(O)CH₃。它是一種β-二羰基化合物，為許多雜環化合物（如吡唑）的前體。^[1]苯甲醯丙酮主要以烯醇（C₆H₅C(OH)=CHC(O)CH₃）的形式存在。^[2]它的共軛鹼（pKa = 8.7）可以和過渡金屬或鑭系金屬形成穩定的配合物。^[3]

參考文獻

^ Penning, Thomas D.; Talley, John J.; Bertenshaw, Stephen R.; Carter, Jeffery S.; Collins, Paul W.; Docter, Stephen; Graneto, Matthew J.; Lee, Len F.; Malecha, James W.; Miyashiro, Julie M.; Rogers, Roland S.; Rogier, D. J.; Yu, Stella S.; Anderson, Gary D.; Burton, Earl G.; Cogburn, J. Nita; Gregory, Susan A.; Koboldt, Carol M.; Perkins, William E.; Seibert, Karen; Veenhuizen, Amy W.; Zhang, Yan Y.; Isakson, Peter C. Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors: Identification of 4-[5-(4-Methylphenyl)-3- (Trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib). Journal of Medicinal Chemistry. 1997, 40 (9): 1347–1365. PMID 9135032. doi:10.1021/JM960803Q.
^ Jones, R. D. G. The crystal and molecular structure of the enol form of 1-phenyl-1,3-butanedione (Benzoylacetone) by neutron diffraction. Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 1976, 32 (7): 2133–2136. doi:10.1107/S0567740876007267.
^ McGehee, M. D.; Bergstedt, T.; Zhang, C.; Saab, A. P.; o'Regan, M. B.; Bazan, G. C.; Srdanov, V. I.; Heeger, A. J. Narrow Bandwidth Luminescence from Blends with Energy Transfer from Semiconducting Conjugated Polymers to Europium Complexes. Advanced Materials. 1999, 11 (16): 1349–1354. doi:10.1002/(SICI)1521-4095(199911)11:16<1349::AID-ADMA1349>3.0.CO;2-W.

[1] Penning, Thomas D.; Talley, John J.; Bertenshaw, Stephen R.; Carter, Jeffery S.; Collins, Paul W.; Docter, Stephen; Graneto, Matthew J.; Lee, Len F.; Malecha, James W.; Miyashiro, Julie M.; Rogers, Roland S.; Rogier, D. J.; Yu, Stella S.; Anderson, Gary D.; Burton, Earl G.; Cogburn, J. Nita; Gregory, Susan A.; Koboldt, Carol M.; Perkins, William E.; Seibert, Karen; Veenhuizen, Amy W.; Zhang, Yan Y.; Isakson, Peter C. Synthesis and Biological Evaluation of the 1,5-Diarylpyrazole Class of Cyclooxygenase-2 Inhibitors: Identification of 4-[5-(4-Methylphenyl)-3- (Trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (SC-58635, Celecoxib). Journal of Medicinal Chemistry. 1997, 40 (9): 1347–1365. PMID 9135032. doi:10.1021/JM960803Q.

[2] Jones, R. D. G. The crystal and molecular structure of the enol form of 1-phenyl-1,3-butanedione (Benzoylacetone) by neutron diffraction. Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. 1976, 32 (7): 2133–2136. doi:10.1107/S0567740876007267.

[3] McGehee, M. D.; Bergstedt, T.; Zhang, C.; Saab, A. P.; o'Regan, M. B.; Bazan, G. C.; Srdanov, V. I.; Heeger, A. J. Narrow Bandwidth Luminescence from Blends with Energy Transfer from Semiconducting Conjugated Polymers to Europium Complexes. Advanced Materials. 1999, 11 (16): 1349–1354. doi:10.1002/(SICI)1521-4095(199911)11:16<1349::AID-ADMA1349>3.0.CO;2-W.

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