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39565

Sigma-Aldrich

1,3-二甲基巴比妥酸

≥99.0% (T)

别名:

1,3-二甲基-2,4,6(1H,3H,5H)-嘧啶三酮

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About This Item

经验公式（希尔记法）:
C6H8N2O3
CAS号:
769-42-6
分子量:
156.14
Beilstein:
139810
EC 号:
212-211-7
MDL编号:
MFCD00006675
UNSPSC代码:
12352100
PubChem化学物质编号:
57649861
NACRES:
NA.22

$119.00

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方案

≥99.0% (T)

表单

solid

灼烧残渣

≤0.1%

mp

121-123 °C (lit.)
123-126 °C

溶解性

hot water: soluble 0.5 g/10 mL, clear, colorless to faintly yellow

SMILES字符串

CN1C(=O)CC(=O)N(C)C1=O

InChI

1S/C6H8N2O3/c1-7-4(9)3-5(10)8(2)6(7)11/h3H2,1-2H3

InChI key

VVSASNKOFCZVES-UHFFFAOYSA-N

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一般描述

1，3-二甲基巴比妥酸（1，3-二甲基-2，4，6（1H，3H，5H）-嘧啶三酮）是活性亚甲基化合物。它经历空心 Pd6 水溶性笼，与芘-1-甲醛，[{（tmen）Pd} 6（timb）4]（NO3）12（tmen =N,N,N′,N′-四甲基乙二胺，timb = 1，3，5-tris （1-咪唑基）苯）催化的诺文葛尔缩合反应。[1]它经过自分选的 Pd7 分子舟实验，其与各种芳香醛，具有内部纳米腔（催化剂）辅助的诺文葛尔缩合反应。[1]它通过 1，3-二甲基脲、丙二酸和乙酸酐在乙酸中反应合成。它广泛用于合成各种合成中间体和杂环化合物。[2]

应用

1，3-二甲基巴比妥酸可用于以下研究：
  • 具有五个立体中心的异色烯嘧啶二酮衍生物的对映选择性合成，通过一锅式迈克尔-诺文葛尔缩合-反电子-需要杂-狄尔斯-阿尔德反应。[3]
  • 5-芳基-6-（烷基 - 或芳基 - 氨基）-1，3-二甲基呋喃[2，3-d]嘧啶衍生物的合成。[4]
  • 微波促进醇的间接官能化，通过使用顺序一锅式 Ir（III）/Pd（0） 催化过程的螺环化。[5]

象形图

CorrosionExclamation mark
GHS05,GHS07

警示用语：

Danger

危险声明

H302,H318

危险分类

Acute Tox. 4 Oral - Eye Dam. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF5304V
WXBF4949V
WXBF3419V
WXBF4111V
WXBF3992V

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Malek Taher Maghsoodlou et al.
Molecular diversity, 15(1), 227-231 (2010-07-14)
5-Aryl-6-(alkyl- or aryl-amino)-1,3-dimethylfuro [2,3-d]pyrimidine derivatives were obtained by in situ reaction alkyl or aryl isocyanides and pyridinecarbaldehyde derivatives in the presence of 1,3-dimethylbarbituric acid in dichloromethane without any prior activation or modifications.
María Victoria Roux et al.
The journal of physical chemistry. A, 115(14), 3167-3173 (2011-03-25)
This paper reports an experimental and computational thermochemical study on 1,3-dimethylbarbituric acid. The value of the standard (p° = 0.1 MPa) molar enthalpy of formation in the gas phase at T = 298.15 K has been determined. The energy of
Burkhard Knopf et al.
Environmental science and pollution research international, 28(13), 16244-16252 (2020-12-18)
Cyanide compounds are naturally emitted into the environment in low levels by degradation processes or emitted from anthropogenic sources. In surface water, complex cyanide compounds as well as "free cyanide" are present. The latter term covers hydrogen cyanide and cyanide
Shahram Lotfi et al.
Materials science & engineering. C, Materials for biological applications, 76, 153-160 (2017-05-10)
Electrochemical oxidation of trimipramine in the absence and presence of 1,3 dimethyl barbituric acid as a nucleophile in aqueous solution has been studied using cyclic voltammetry and controlled-potential coulometry electrolysis. Voltammetric studies of electro-oxidation of trimipramine were realized in a
Christian Löfberg et al.
Chemical communications (Cambridge, England), (48)(48), 5000-5002 (2006-12-06)
Microwave assisted indirect functionalization of alcohols with 1,3-dimethylbarbituric acid followed by spirocyclisation employing a sequential one-pot Ir(III)/Pd(0) catalysed process, involving the formation of three new C-C bonds, one spirocyclic ring and one di- or tri-substituted exocyclic alkene, is described.
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