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质量水平
方案
98%
表单
solid
mp
92-96 °C (lit.)
溶解性
dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow
官能团
ester
ketal
储存温度
2-8°C
SMILES字符串
CC1(C)OC(=O)CC(=O)O1
InChI
1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3
InChI key
GXHFUVWIGNLZSC-UHFFFAOYSA-N
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一般描述
2,2-二甲基-1,3-二恶烷-4,6-二酮(米氏′酸)广泛用于有机合成,特别是对于多种CC键形成,因为它具有足够的酸性 (pKa 4.83) 和空间刚性。醛与米氏′酸之间的Knoevenagel缩合反应在离子液体中加速。
米氏′酸被用作合成杂环的有价值的起始原料和有机合成反应的中间体。
米氏′酸被用作合成杂环的有价值的起始原料和有机合成反应的中间体。
应用
2,2-二甲基-1,3-二恶烷-4,6-二酮用于合成:
- 大环 β-酮内酯
- 4-吡啶基取代的杂环
- 2-取代吲哚
- 异秦皮啶。
储存分类代码
11 - Combustible Solids
WGK
WGK 2
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
New multicomponent domino reactions (MDRs) in water: highly chemo-, regio-and stereoselective synthesis of spiro {[1, 3] dioxanopyridine}-4, 6-diones and pyrazolo [3, 4-b] pyridines.
Green Chemistry, 12?(8), 1357-1361 (2010)
Chemical & pharmaceutical bulletin, 58(1), 23-26 (2010-01-05)
Electrochemical oxidation of catechols in the presence of phenyl-Meldrum's acid as a nucleophile in aqueous solution has been studied in detail by means of cyclic voltammetry and controlled potential coulometry. The results indicate that the o-benzoquinone derived from catechols participates
The synthesis of β-keto lactones via cyclization of β-keto ester dianions or the cyclization of Meldrum's acid derivatives.
Canadian Journal of Chemistry, 70(5), 1427-1445 (1992)
Molecules (Basel, Switzerland), 17(12), 13856-13863 (2012-11-24)
A series of 4-aryl-6-methyl-3,4-dihydro-2H-pyrano[3,2-c]quinolin-2,5(6H)-diones were synthesized via the three-component reactions of aromatic aldehydes, 4-hydroxy-1-methylquinolin-2(1H)-one, and Meldrum's acid catalyzed by L-proline. The structures of the products were identified by spectroscopic analysis. A mechanism for this three-component reaction catalyzed by L-proline was
C, O-Dialkylation of Meldrum's Acid: Synthesis and Reactivity of 1, 3, 7, 7-Tetramethyl-4 H, 10 H-6, 8, 9-trioxa-2-thiabenz [f] azulen-5-one
The Journal of Organic Chemistry, 68(19), 7455-7459 (2013)
商品
Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.
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