226416
α-亚甲基-γ-丁内酯
97%
别名:
2-甲烯基丁内酯, Tulipane
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关于此项目
经验公式（希尔记法）:
C5H6O2
化学文摘社编号:
分子量:
98.10
NACRES:
NA.22
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
107939
Assay:
97%
Form:
liquid
InChI
1S/C5H6O2/c1-4-2-3-7-5(4)6/h1-3H2
SMILES string
C=C1CCOC1=O
InChI key
GSLDEZOOOSBFGP-UHFFFAOYSA-N
assay
97%
form
liquid
contains
~2% 2,6-di-tert-butyl-p-cresol as stabilizer
Quality Level
bp
86-88 °C/12 mmHg (lit.)
solubility
water: soluble(lit.)
density
1.119 g/mL at 25 °C (lit.)
functional group
ester
storage temp.
2-8°C
Application
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]。
signalword
Warning
hcodes
Hazard Classifications
Aquatic Chronic 3 - Flam. Liq. 3 - Skin Sens. 1
存储类别
3 - Flammable liquids
flash_point_f
98.6 °F - closed cup
flash_point_c
37 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
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.
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
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
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
YuZhe Gao et al.
Organic & biomolecular chemistry, 10(20), 3991-3998 (2012-04-25)
A zinc or indium-mediated Barbier-type allylation of aldehydes with 3-bromomethyl-5H-furan-2-one in aqueous solvents was developed to provide an efficient route to α-methylene-γ-butyrolactone, which is synthetically very useful. The desired products were obtained in moderate to high yields in aqueous solvents.
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