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226416

Sigma-Aldrich

α-亚甲基-γ-丁内酯

97%

同義詞:

2-甲烯基丁内酯, Tulipane

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About This Item

經驗公式(希爾表示法):
C5H6O2
CAS號碼:
分子量::
98.10
Beilstein:
107939
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

97%

形狀

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.)

溶解度

water: soluble(lit.)

密度

1.119 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

C=C1CCOC1=O

InChI

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

InChI 密鑰

GSLDEZOOOSBFGP-UHFFFAOYSA-N

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應用

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]

象形圖

FlameExclamation mark

訊號詞

Warning

危險聲明

危險分類

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

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

98.6 °F - closed cup

閃點(°C)

37 °C - closed cup

個人防護裝備

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


分析證明 (COA)

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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.
T Patrick Montgomery et al.
Journal of the American Chemical Society, 134(27), 11100-11103 (2012-06-28)
Upon exposure of acrylic ester 1 to alcohols 2a-i in the presence of a cyclometalated iridium catalyst modified by (-)-TMBTP, catalytic C-C coupling occurs, providing enantiomerically enriched 5-substituted α-exo-methylene γ-butyrolactones 3a-i. Bromination of the methylene butyrolactone products followed by zinc-mediated
Fernando Torres et al.
Cancer letters, 269(1), 139-147 (2008-06-03)
In this study, we investigated the effect of three synthetic alpha-methylene-gamma-butyrolactones (MBL) on viability of 10 human tumor cell lines and found that these lactones were highly cytotoxic against leukemia cells. Studies performed on HL-60 cells indicate that MBL induce
Joëlle Moïse et al.
Organic letters, 9(9), 1695-1698 (2007-04-05)
[reaction: see text] Olefin cross-metathesis between alpha-methylene-gamma-butyrolactone and terminal olefins is described. Moderate to excellent yields of alpha-alkylidene-gamma-butyrolactones were obtained with high E-stereoselectivity in the presence of low catalyst loading in refluxing CH2Cl2. In addition, the use of various additives
David M Hodgson et al.
Organic letters, 13(10), 2594-2597 (2011-04-15)
Zinc or a chromium(II) source with 3-(bromomethyl)furan-2(5H)-one (3) and an aldehyde gives β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones 5 in good yields and high diastereoselectivities. The methodology is demonstrated in concise syntheses of (±)-hydroxymatairesinol (8) and (±)-methylenolactocin (10) by subsequent arylboronate conjugate addition and translactonization

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