D95654
Diethyl fumarate
98%
Synonym(s):
(2E)-2-Butenedioic acid diethyl ester, (E)-But-2-enedioic acid diethyl ester, Diethyl (E)-but-2-enedioate, Diethyl fumaric acid ester, Ethyl fumarate
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About This Item
Linear Formula:
C2H5OCOCH=CHCOOC2H5
CAS Number:
Molecular Weight:
172.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-819-7
Beilstein/REAXYS Number:
775347
MDL number:
Assay:
98%
Form:
liquid
InChI key
IEPRKVQEAMIZSS-AATRIKPKSA-N
InChI
1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5+
SMILES string
[H]\C(=C(\[H])C(=O)OCC)C(=O)OCC
assay
98%
form
liquid
refractive index
n20/D 1.44 (lit.)
bp
218-219 °C (lit.)
mp
1-2 °C (lit.)
density
1.052 g/mL at 25 °C (lit.)
Quality Level
Related Categories
General description
Diethyl fumarate is an electrophilic compound, commonly used in the Diels-Alder reaction.
Application
- Relaxation and Amorphous Structure of Polymers: This study examines the behavior of polymers with rigid fumarate segments, including diethyl fumarate, and their impact on the relaxation and amorphous structures, enhancing polymer design and processing (Suzuki et al., 2022).
- Gradient versus End-Capped Degradable Polymer Sequence Variations: The research explores the mechanical properties of photochemically 3D-printed substrates using diethyl fumarate-based polymers, presenting new possibilities in creating tailored biomaterials for medical applications (Shin and Becker, 2022).
- Novel Curcumin-Diethyl Fumarate Hybrid for Parkinson′s Disease: This study investigates a hybrid molecule combining curcumin and diethyl fumarate, highlighting its dual function as a GSK-3β inhibitor and Nrf2 inducer, which could be significant for Parkinson′s disease treatment strategies (Di Martino et al., 2020).
- Synthesis and 3D Printing of PEG-Poly(propylene fumarate) Copolymers: This article describes the synthesis and application of diethyl fumarate in the creation of novel diblock and triblock copolymer hydrogels for 3D printing, expanding the utility in biomedicine and tissue engineering (Dilla et al., 2018).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
197.6 °F - closed cup
flash_point_c
92 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Recent advances in understanding NRF2 as a druggable target: development of pro-electrophilic and non-covalent NRF2 activators to overcome systemic side effects of electrophilic drugs like dimethyl fumarate
Takumi S et al.
F1000Research, 6 (2017)
Phung Xuan Lan et al.
Journal of materials science. Materials in medicine, 20(1), 271-279 (2008-09-03)
Poly(propylene fumarate) (PPF) is an ultraviolet-curable and biodegradable polymer with potential applications for bone regeneration. In this study, we designed and fabricated three-dimensional (3D) porous scaffolds based on a PPF polymer network using micro-stereolithography (MSTL). The 3D scaffold was well
G Kubal et al.
Chemical research in toxicology, 8(5), 780-791 (1995-07-01)
Conjugation reactions of glutathione (GSH) and related thiols with diethyl maleate (DEM) and other alpha, beta-unsaturated carbonyl compounds have been investigated by 1H NMR spectroscopy. The products from the reaction with DEM and diethyl fumarate (DEF) are shown to be
S Beke et al.
Journal of the Royal Society, Interface, 9(76), 3017-3026 (2012-06-15)
We demonstrate high-resolution photocross-linking of biodegradable poly(propylene fumarate) (PPF) and diethyl fumarate (DEF) using UV excimer laser photocuring at 308 nm. The curing depth can be tuned in a micrometre range by adjusting the total energy dose (total fluence). Young's
A kinetic study of the Diels-Alder reaction: An experiment illustrating simple second-order reaction kinetics
Michael S G et al.
Journal of Chemical Education, 66, 690-690 (1989)
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