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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
产品名称
2,2-二甲基-1,3-二噁烷-4,6-二酮, 98%
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
mp
92-96 °C (lit.)
solubility
dioxane: soluble 5%, clear to very slightly hazy, colorless to faintly yellow
functional group
ester
ketal
storage temp.
2-8°C
Quality Level
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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。
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。
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)
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)
Tetrahedron, 63, 389-389 (2007)
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
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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