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226416

α-亚甲基-γ-丁内酯

Name: α-亚甲基-γ-丁内酯
Brand: ALDRICH

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:

547-65-9

分子量:

98.10

NACRES:

NA.22

UNSPSC Code:

12352100

PubChem Substance ID:

24853566

MDL number:

MFCD00005407

Beilstein/REAXYS Number:

107939

Assay:

97%

Form:

liquid

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属性

Quality Level

200

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

说明

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

GHS02,GHS07

signalword

Warning

hcodes

H226,H317,H412

pcodes

P210 - P233 - P240 - P273 - P280 - P303 + P361 + P353

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:

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exo-Selective construction of spiro-[butyrolactone-pyrrolidine] via 1,3-dipolar cycloaddition of azomethine ylides with α-methylene-γ-butyrolactone catalyzed by Cu(I)/DTBM-BIPHEP.

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.

Synthesis and biological properties of new alpha-methylene-gamma-butyrolactones and alpha,beta-unsaturated delta-lactones.

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

Chronic actinic dermatitis to sesquiterpene lactones: [2+2] photoreaction toward thymidine of (+) and (-) alpha-methylene-hexahydrobenzofuranone with a cis ring junction.

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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全球贸易项目编号

货号	GTIN
226416-5G	04061838780218
226416-1G	04061838780201