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Merck
CN

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
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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。

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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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