773263
N-(2-Hydroxyethyl)maleimide
97%
Synonym(s):
1-(2-Hydroxyethyl)-pyrrole-2,5-dione, 1-(2-Hydroxyethyl)maleimide, N-(Ethanol)maleimide, HEMI
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About This Item
Empirical Formula (Hill Notation):
C6H7NO3
CAS Number:
Molecular Weight:
141.12
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352111
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2
SMILES string
O=C(N1CCO)C=CC1=O
InChI key
AXTADRUCVAUCRS-UHFFFAOYSA-N
assay
97%
form
solid
reaction suitability
reagent type: cross-linking reagent
mp
66-67 °C (lit.), 67-74 °C
functional group
hydroxyl, maleimide
storage temp.
2-8°C
Quality Level
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Application
N-(2-Hydroxyethyl)maleimide can be used:
- In the synthesis of (EFA)-based multifunctional oligoester resins with maleimides as end groups by reacting with 9,10-epoxy-18-hydroxyoctadecanoic acid (EFA) and dimethyl adipate catalyzed by Candida antarctica lipase B (CalB).
- As an initiator in ring-opening polymerization of δ-valerolactone catalyzed by trifluoromethanesulfonimide.
- In one-pot synthesis of bio-based polyurethane-imides by reacting with castor oil, eleostearic acid diethanol amide and isophorone diisocyanate.
N-(2-Hydroxyethyl)maleimide may be used to synthesize [2,2-bis(maleimidoethoxy)-
propane (BMEP)], a protein cross-linking reagent with potential application in constructing immunotoxins. It may also be used in preparing thermoresponsive self-healing polyurethanes with the shape-memory property.
propane (BMEP)], a protein cross-linking reagent with potential application in constructing immunotoxins. It may also be used in preparing thermoresponsive self-healing polyurethanes with the shape-memory property.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Eddie K Hasty et al.
Orthopedics, 40(4), e641-e647 (2017-04-19)
Proximal humerus fractures in the elderly are increasing in frequency as the population ages. The purpose of this study was to investigate surgical and cost trends in the Medicare population. The PearlDiver database was queried using diagnosis codes to identify
Self?Healing Polyurethanes with Shape Recovery.
Heo Y & Sodano HA.
Advances in Functional Materials, 24(33), 5261-5268 (2014)
One-pot synthesis of polyurethane-imides with tailored performance from castor and tung oil
Feng Y, et al.
Progress in Organic Coatings, 132(17), 62-69 (2019)
Controlled/living ring-opening polymerization of δ-valerolactone using triflylimide as an efficient cationic organocatalyst
Kakuchi R, et al.
Macromolecules, 43(17), 7090-7094 (2010)
New protein crosslinking reagents that are cleaved by mild acid.
Srinivasachar K & Neville Jr DM.
Biochemistry, 28(6), 2501-2509 (1989)
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