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Merck

389412

Sigma-Aldrich

N-甲基马来酰亚胺

97%

别名:

1-甲基-1H-吡咯-2,5-二酮, 1-甲基-2,5-二氢-1H-吡咯-2,5-二酮, 1-甲基吡咯-2,5-二酮, N-甲基吡咯-2,5-二酮, N-甲基马来酰亚胺

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5 G
$105.00
25 G
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About This Item

经验公式(希尔记法):
C5H5NO2
CAS号:
分子量:
111.10
Beilstein:
108550
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

97%

表单

powder

mp

94-96 °C (lit.)

官能团

imide
maleimide

SMILES字符串

CN1C(=O)C=CC1=O

InChI

1S/C5H5NO2/c1-6-4(7)2-3-5(6)8/h2-3H,1H3

InChI key

SEEYREPSKCQBBF-UHFFFAOYSA-N

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应用

N-甲基马来酰亚胺可用于:
  • 合成用于硅锗酸盐沸石设计的有机结构导向剂。[1]
  • 狄尔斯-阿尔德反应中的亲双烯体。[2]
  • 合成具有生物活性的吡咯并[2,1-a]异喹啉。[3]
  • 作为 [3 + 2] 偶极加成反应中的亲偶极体。 [4]
  • 作为苯乙烯的原子转移自由基聚合中的共聚单体,用于获得具有程序化微结构(programmed microstructure)的苯乙烯共聚物。[5]

象形图

CorrosionExclamation mark

警示用语:

Danger

危险声明

危险分类

Acute Tox. 4 Oral - Skin Corr. 1B - Skin Sens. 1

储存分类代码

8A - Combustible corrosive hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hui Zhou et al.
The Analyst, 143(10), 2390-2396 (2018-04-27)
Glutathione (GSH) exhibits many cellular functions in human pathologies. A sensitive and simple method capable of assaying GSH would be useful to understand the mechanism of GSH-related diseases. In this study, a new colorimetric and fluorescent off-on probe, 3-oxo-3H-phenoxazin-7-ylthiophene-2-carboxylate, is
A facile procedure for controlling monomer sequence distribution in radical chain polymerizations.
Pfeifer S and Lutz JF
Journal of the American Chemical Society, 129(31), 9542-9543 (2007)
The ITQ-37 mesoporous chiral zeolite.
Sun J, et al.
Nature, 458(7242), 1154-1154 (2009)
Visible-light-induced oxidation/[3+ 2] cycloaddition/oxidative aromatization sequence: a photocatalytic strategy to construct pyrrolo [2, 1-a] isoquinolines.
Zou YQ, et al.
Angewandte Chemie (International Edition in English), 50(31), 7171-7175 (2011)
Takujiro Homma et al.
Free radical research, 54(6), 397-407 (2020-07-02)
Ferroptosis is a type of iron-dependent, non-apoptotic cell death, which is typically induced by the suppression of phospholipid hydroperoxide-glutathione peroxidase (GPX4) activity and a corresponding elevation in lipid peroxidation products. While the inhibition of the xCT-mediated uptake of cystine commonly

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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