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210145

Sigma-Aldrich

2,2-二甲基-1,3-二噁烷-4,6-二酮

2,2-Dimethyl-1,3-dioxane-4,6-dione

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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$116.00
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10 G
$64.20
25 G
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100 G
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About This Item

经验公式（希尔记法）:
C6H8O4
CAS号:
2033-24-1
分子量:
144.13
Beilstein:
117310
EC 号:
217-992-8
MDL编号:
MFCD00006638
UNSPSC代码:
12352100
PubChem化学物质编号:
24852618
NACRES:
NA.22

$64.20

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质量水平

200

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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相关类别

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)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCH9274
STBJ3104
STBF4868V
STBG8233
STBD6952V

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1,3-二甲基巴比妥酸 ≥99.0% (T)

Sigma-Aldrich

39565

1,3-二甲基巴比妥酸

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
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
Tetrahedron, 63, 389-389 (2007)
Synthetic Communications, 25, 3067-3067 (1995)
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商品

Knoevenagel Condensation Reaction

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.

相关内容

Knoevenagel Condensation Reaction

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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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