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Merck

242926

Sigma-Aldrich

Dimethyl fumarate

97%

Sinónimos:

(2E)-2-Butenedioic acid dimethyl ester, (E)-But-2-enedioic acid dimethyl ester, Allomaleic acid dimethyl ester, Boletic acid dimethyl ester, Dimethyl trans-ethylenedicarboxylate, Methyl fumarate, trans-1,2-Ethylenedicarboxylic acid dimethyl ester, trans-Butenedioic acid dimethyl ester

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25 G
$30.300
100 G
$62.800

$30.300


Fecha estimada de envío30 de mayo de 2025


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25 G
$30.300
100 G
$62.800

About This Item

Fórmula lineal:
CH3OCOCH=CHCOOCH3
Número de CAS:
Peso molecular:
144.13
Beilstein:
774590
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

$30.300


Fecha estimada de envío30 de mayo de 2025


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Ensayo

97%

Formulario

solid

bp

192-193 °C (lit.)

mp

102-106 °C (lit.)

grupo funcional

ester

cadena SMILES

[H]\C(=C(\[H])C(=O)OC)C(=O)OC

InChI

1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3+

Clave InChI

LDCRTTXIJACKKU-ONEGZZNKSA-N

Información sobre el gen

human ... KEAP1(9817)

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Aplicación

Dimethyl fumarate can be used:
  • In the preparation of an adduct [dimethyl-(+)-(11R,12R)-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate].[1]
  • As a ligand in the synthesis of Ni(II)-based catalytic system applicable in the Negishi alkylations of N-sulfonyl aziridines with organozinc reagents.[2]
  • As a ligand to synthesize zerovalent ruthenium metal complex namely Ru(η6-1,3,5-cyclooctatriene)(η2-dimethyl fumarate)2.[3]

Pictogramas

Exclamation markEnvironment

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Dermal - Aquatic Chronic 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Los clientes también vieron

Importance of c*--h based modes and large amplitude motion effects in vibrational circular dichroism spectra: the case of the chiral adduct of dimethyl fumarate and anthracene
Passarello M, et al.
The Journal of Physical Chemistry A, 118, 4339-4350 (2014)
Ru (η6-1, 3, 5-cyclooctatriene)(η2-dimethyl fumarate) 2: a novel, versatile zerovalent ruthenium complex with electron-deficient olefinic ligands
Mitsudo T, et al.
Journal of Organometallic Chemistry, 689, 4530-4539 (2004)
Marco Passarello et al.
The journal of physical chemistry. A, 118(24), 4339-4350 (2014-05-21)
The role played by the C*-H based modes (C* being the chiral carbon atom) and the large amplitude motions in the vibrational absorption (VA) and vibrational circular dichroism (VCD) spectra is investigated. The example of an adduct of dimethyl fumarate
Giovanna Casili et al.
Journal of neurotrauma, 35(13), 1437-1451 (2018-01-25)
Traumatic brain injury (TBI) is a serious neuropathology that causes secondary injury mechanisms, including dynamic interplay between ischemic, inflammatory, and cytotoxic processes. Fumaric acid esters (FAEs) showed beneficial effects in pre-clinical models of neuroinflammation and toxic oxidative stress, so the
Chung-Yang Huang et al.
Journal of the American Chemical Society, 134(23), 9541-9544 (2012-03-15)
A nickel-catalyzed cross-coupling reaction between N-sulfonyl aziridines and organozinc reagents is reported. The catalytic system comprises an inexpensive and air-stable Ni(II) source and dimethyl fumarate as ligand. Regioselective synthesis of β-substituted amines is possible under mild and functional-group-tolerant conditions. The

Questions

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  1. 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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  2. 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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