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主要文件

210145

Sigma-Aldrich

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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5 ML
¥1,446.06
15 ML
¥3,109.05

¥1,446.06


预计发货时间2025年7月21日详情


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5 ML
¥1,446.06
15 ML
¥3,109.05

About This Item

经验公式(希尔记法):
C6H8O4
CAS号:
分子量:
144.13
Beilstein:
117310
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

¥1,446.06


预计发货时间2025年7月21日详情


获取大包装报价

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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C5338P7892GE17090601
matrix active group

N-hydroxysuccinimide active ester

matrix active group

cyanate or related structures

matrix active group

-

matrix active group

-

form

isopropanol suspension

form

lyophilized powder

form

suspension

form

-

technique(s)

protein array: suitable

technique(s)

affinity chromatography: suitable

technique(s)

-

technique(s)

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

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[1]。醛与米氏′酸之间的Knoevenagel缩合反应在离子液体中加速。[2]

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。[3][4]

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[5]
  • 4-吡啶基取代的杂环[6]
  • 2-取代吲哚[7]
  • 异秦皮啶。[8]

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)

  • 技术规格说明书

  • 历史批次信息供参考:

    分析证书(COA)

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    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)
    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
    Snyder CA, et al.
    The Journal of Organic Chemistry, 68(19), 7455-7459 (2013)
    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)
    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
    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

    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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