210145
2,2-二甲基-1,3-二噁烷-4,6-二酮
98%
别名:
丙二酸亚异丙酯, 丙二酸环亚异丙酯, 米氏酸
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关于此项目
经验公式（希尔记法）:
C6H8O4
化学文摘社编号:
分子量:
144.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-992-8
Beilstein/REAXYS Number:
117310
MDL number:
Assay:
98%
Form:
solid
InChI key
GXHFUVWIGNLZSC-UHFFFAOYSA-N
InChI
1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3
SMILES string
CC1(C)OC(=O)CC(=O)O1
assay
98%
form
solid
Quality Level
solubility
dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow
functional group
ester, ketal
storage temp.
2-8°C
General description
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。
Application
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。
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Songlei Zhu et al.
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
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.
Ma N, et al.
Green Chemistry, 12?(8), 1357-1361 (2010)
Davood Nematollahi et al.
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.
Lermer L, et al.
Canadian Journal of Chemistry, 70(5), 1427-1445 (1992)
Characterization of Meldrum?s acid derivative 5-(5-Ethyl-1, 3, 4-thiadiazol-2-ylamino) methylene-2, 2-dimethyl-1, 3-dioxane-4, 6-dione by Raman and FT-IR spectroscopy and DFT calculations
De Toledo TA, et al.
Journal of Molecular Structure, 37-42, 1091-1091 (2015)
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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