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Merck

109533

Sigma-Aldrich

Dimethyl itaconate

97%

Sinónimos:

2-(Methylene)butanedioic dimethyl ester

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100 G
MXP 1,496.00
500 G
MXP 3,559.00

MXP 1,496.00


Fecha estimada de envío29 de marzo de 2025


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100 G
MXP 1,496.00
500 G
MXP 3,559.00

About This Item

Fórmula lineal:
CH3O2CCH2C(=CH2)CO2CH3
Número de CAS:
Peso molecular:
158.15
Beilstein/REAXYS Number:
386674
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
solid
assay:
97%

MXP 1,496.00


Fecha estimada de envío29 de marzo de 2025


Solicitar un pedido a granel

Quality Level

assay

97%

form

solid

bp

208 °C (lit.)

mp

37-41 °C (lit.)

density

1.124 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

COC(=O)CC(=C)C(=O)OC

InChI

1S/C7H10O4/c1-5(7(9)11-3)4-6(8)10-2/h1,4H2,2-3H3

InChI key

ZWWQRMFIZFPUAA-UHFFFAOYSA-N

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General description

Dimethyl itaconate undergoes enantioselective Rh(I)-catalyzed hydrogenation which can be enhanced by appropriate choice of substituents on aromatic ring of (1,2-diarylphosphinoxy)cyclohexane[1].

Application

Dimethyl itaconate may be used in functionalization of isotactic poly(propylene)[2]. It was used in crosslinking of polyesters: poly(isosorbide itaconate)and poly(isosorbide itaconate-co-succinate)[3].

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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Certificados de análisis (COA)

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M Sendra et al.
Fish & shellfish immunology, 106, 645-655 (2020-08-18)
Immune-responsive gene 1 (irg1) is a gene that is well-conserved among different taxa and is highly expressed in the mussel Mytilus galloprovincialis at the constitutive level. The expression of this gene increases after a bacterial infection, primarily in haemocytes. irg1
Modification of poly (propylene) through grafting with dimethyl itaconate in solution.
Yazdani-Pedram M, et al.
Macromolecular Chemistry and Physics, 199(11), 2495-2500 (1998)
T. V. RajanBabu et al.
The Journal of organic chemistry, 64(10), 3429-3447 (2001-10-25)
Enantioselectivity of Rh(I)-catalyzed asymmetric hydrogenation of dehydroamino acid derivatives and dimethyl itaconate can be enhanced by the appropriate choice of substituents on the aromatic rings of vicinal diarylphosphinites derived from carbohydrates as well as trans-cyclohexane-1,2-diol. For example, the use of
Polymers with shape memory effect from renewable resources: crosslinking of polyesters based on isosorbide, itaconic acid and succinic acid.
Goerz O and Ritter H.
Polymer International, 62(5), 709-712 (2013)
André M Charbonneau et al.
Materials (Basel, Switzerland), 13(21) (2020-11-01)
The egg yolk plasma (EYP)-a translucent fraction of the egg yolk (EY) obtained by centrifugation-was tested as a developmentally encouraging, cost-effective, biomaterial for salivary gland (SG) tissue engineering. To find optimal incubating conditions for both the human NS-SV-AC SG acinar

Questions

  1. If my product is in the liquid format, what is its concentration? How should I calculate its concentration?

    1 answer
    1. The concentration of this product can be determined using the lot-specific purity reported in the Certificate of Analysis, the density, and the compound molecular weight. This product has a density of 1.124 g/mL and a molecular weight of 158.15 g/mol. The minimum purity is 96.5%, thus the molarity will vary slightly from lot to lot. The molarity can range from 6.86M (96.5%) to 7.11M (100%).

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