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安全信息

226416

Sigma-Aldrich

α-亚甲基-γ-丁内酯

97%

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别名:
2-甲烯基丁内酯, Tulipane
经验公式（希尔记法）:
C5H6O2
CAS号:
547-65-9
分子量:
98.10
Beilstein:
107939
MDL编号:
MFCD00005407
PubChem化学物质编号:
24853566
NACRES:
NA.22

质量水平

200

检测方案

97%

形式

liquid

包含

~2% 2,6-di-tert-butyl-p-cresol as stabilizer

折射率

n20/D 1.472 (lit.)

bp

86-88 °C/12 mmHg (lit.)

溶解性

water: soluble(lit.)

密度

1.119 g/mL at 25 °C (lit.)

储存温度

2-8°C

SMILES string

C=C1CCOC1=O

InChI

1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2

InChI key

GSLDEZOOOSBFGP-UHFFFAOYSA-N

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相关类别

应用

α-亚甲基-γ-丁内酯（Tulipane）可用于通过Cu（I）催化外消旋选择性1,3-偶极环加成偶氮甲碱叶立德，从而开发光学活性螺型-[丁内酯-吡咯烷]。

象形图

FlameExclamation mark
GHS02,GHS07

警示用语：

Warning

危险声明

H226 - H317 - H412

危险分类

Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

98.6 °F - closed cup

闪点(°C)

37 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

危险化学品

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Qing-Hua Li et al.
Chemical communications (Cambridge, England), 49(83), 9642-9644 (2013-09-12)
An expedient access to optically active spiro-[butyrolactone-pyrrolidine] was successfully developed via an unprecedented Cu(I)-catalyzed exo-selective 1,3-DC of azomethine ylides with α-methylene-γ-butyrolactone, which exhibited high diastereoselectivity (>98 : 2), excellent enantioselectivity (96->99% ee) and a broad substrate scope under mild conditions.
Russell R A Kitson et al.
Angewandte Chemie (International ed. in English), 48(50), 9426-9451 (2009-11-26)
The amount of research activity concerning alpha-methylene-gamma-butyrolactones and alpha-alkylidene-gamma-butyrolactones has increased dramatically in recent years. This Review summarizes the structural types, biological activities, and biosynthesis of these compounds, concentrating on publications from the past 10 years. Traditional approaches to alpha-methylene-gamma-butyrolactones
E Rozas-Muñoz et al.
Actas dermo-sifiliograficas, 103(6), 456-477 (2012-01-06)
Allergic contact dermatitis due to plants is common. Potentially allergenic plants and plant products are found in many everyday environments, such as the home, the garden, the workplace, and recreational settings. By improving our knowledge of allergenic plant-derived chemical compounds
Francesca Cateni et al.
European journal of medicinal chemistry, 41(2), 192-200 (2005-12-22)
The synthesis of a series of alpha-methylene-gamma-butyrolactones (compounds 4a, 4b, 6-12, 16, 17) and alpha,beta-unsaturated-delta-lactones (compounds 19-23, 25, 26) starting from 4,4-dimethyldihydrofuran-2,3-dione (1) has been described. Their chemical structures were assigned by spectroscopic evidence. These new compounds exhibited significantly different
Sébastien Fuchs et al.
Photochemistry and photobiology, 86(3), 545-552 (2010-02-02)
(+) and (-) alpha-methylene-hexahydrobenzofuranone derivatives with a stereochemically pure cis ring junction were used as models of sesquiterpene lactones to study their photoreactivity toward thymidine. After 313 nm irradiation of a deoxygenated acetone solution of lactone models and thymidine, six
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