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389412

Sigma-Aldrich

N-Methylmaleimide

97%

Sinônimo(s):

1-Methyl-1H-pyrrole-2,5-dione, 1-Methyl-2,5-dihydro-1H-pyrrole-2,5-dione, 1-Methylpyrrole-2,5-dione, N-Methyl maleic imide, N-Methylpyrrole-2,5-dione

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About This Item

Fórmula empírica (Notação de Hill):
C5H5NO2
Número CAS:
Peso molecular:
111.10
Beilstein:
108550
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

Ensaio

97%

Formulário

powder

pf

94-96 °C (lit.)

grupo funcional

imide
maleimide

cadeia de caracteres SMILES

CN1C(=O)C=CC1=O

InChI

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

chave InChI

SEEYREPSKCQBBF-UHFFFAOYSA-N

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Aplicação

N-Methylmaleimide can be used:
  • In the synthesis of organic structure directing agents for designing silicogermanate zeolites.[1]
  • As a dienophile in Diels-Alder reaction.[2]
  • For the synthesis of biologically active pyrrolo[2,1-a]isoquinolines.[3]
  • As a dipolarophile in [3 + 2] dipolar addition reactions.[4]
  • As a co-monomer in atom transfer radical polymerization of styrene to obtain styrene copolymers with programmed microstructure.[5]

Pictogramas

CorrosionExclamation mark

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

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

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

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


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Certificados de análise (COA)

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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)
Asymmetric organocatalytic three-component 1, 3-dipolar cycloaddition: Control of stereochemistry via a chiral br?nsted acid activated dipole.
Chen XH, et al.
Journal of the American Chemical Society, 130(17), 5652-5653 (2008)

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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