质量水平
检测方案
98%
形式
solid
mp
92-96 °C (lit.)
溶解性
dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow
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。
WGK
WGK 2
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Mohammad Bagher Teimouri et al.
ACS combinatorial science, 13(6), 659-666 (2011-09-17)
An efficient and practical method has been developed for the diversity-oriented synthesis of chromone-containing tripeptides via pseudo-five-component reaction between 3-formylchromones, Meldrum's acid, isocyanides and primary aromatic amines for the generation of a wide range of structurally interesting and pharmacologically significant
Liam Payne et al.
Molecules (Basel, Switzerland), 25(21) (2020-10-30)
Donor-acceptor Stenhouse adducts (DASAs) are a novel class of solvatochromic photoswitches with increasing importance in photochemistry. Known for their reversibility between open triene and closed cyclized states, these push-pull molecules are applicable in a suite of light-controlled applications. Recent works
New route to 2-substituted indoles by pyrolysis of N-acylacetylphenylhydroxylamines.
Hirao K-I, et al.
Tetrahedron Letters, 33(11), 1459-1462 (1992)
Sheng Cui et al.
Journal of the American Chemical Society, 132(2), 436-437 (2009-12-22)
The enantioselective conjugate addition of alkynyl nucleophiles has been a long-standing challenge in synthetic chemistry. This paper describes a highly practical asymmetric conjugate alkynylation of Meldrum's acid-derived acceptors using cinchonidine (<$100/kg) as the chiral mediator. The process provides practical access
Synthetic Communications, 25, 3067-3067 (1995)
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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