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Merck
CN

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
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Quality Level

assay

97%

form

liquid

contains

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

refractive index

n20/D 1.472 (lit.)

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

SMILES string

C=C1CCOC1=O

InChI

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

InChI key

GSLDEZOOOSBFGP-UHFFFAOYSA-N

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]


pictograms

FlameExclamation mark

signalword

Warning

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

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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.
Taiji Nomura et al.
Plant physiology, 159(2), 565-578 (2012-04-05)
Tuliposides, the glucose esters of 4-hydroxy-2-methylenebutanoate and 3,4-dihydroxy-2-methylenebutanoate, are major secondary metabolites in tulip (Tulipa gesneriana). Their lactonized aglycons, tulipalins, function as defensive chemicals due to their biological activities. We recently found that tuliposide-converting enzyme (TCE) purified from tulip bulbs
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



全球贸易项目编号

货号GTIN
226416-1G04061838780201
226416-5G04061838780218