Key Documents

View All Documentation

N-(2-Hydroxyethyl)maleimide

Name: N-(2-Hydroxyethyl)maleimide
Brand: ALDRICH

97%

Synonym(s):

1-(2-Hydroxyethyl)-pyrrole-2,5-dione, 1-(2-Hydroxyethyl)maleimide, N-(Ethanol)maleimide, HEMI

Select a Size

Change View

Size/SKU	Availability	Price

About This Item

Empirical Formula (Hill Notation):

C₆H₇NO₃

CAS Number:

1585-90-6

Molecular Weight:

141.12

NACRES:

NA.22

PubChem Substance ID:

329767614

UNSPSC Code:

12352111

MDL number:

MFCD00465266

Assay:

97%

Form:

solid

Pricing and availability is not currently available.

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Segment

200

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

SMILES string

O=C(N1CCO)C=CC1=O

InChI

1S/C6H7NO3/c8-4-3-7-5(9)1-2-6(7)10/h1-2,8H,3-4H2

InChI key

AXTADRUCVAUCRS-UHFFFAOYSA-N

Description

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.

Compare Similar Items

View Full Comparison

Show Differences

1 of 1

This Item	8.00588	46939	1.03252
Sigma-Aldrich 773263 N-(2-Hydroxyethyl)maleimide	Sigma-Aldrich 8.00588 2-Hydroxyethyl methacrylate	Sigma-Aldrich 46939 Fluorescein diacetate 5-maleimide	Millipore 1.03252 2,2-Bis(hydroxyethyl)-(iminotris)- (hydroxymethyl)-methane
assay 97%	assay ≥97.0% (GC)	assay -	assay -
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 100
reaction suitability reagent type: cross-linking reagent	reaction suitability -	reaction suitability -	reaction suitability -
storage temp. 2-8°C	storage temp. 2-30°C	storage temp. −20°C	storage temp. 15-25°C
mp 66-67 °C (lit.), 67-74 °C	mp -60 °C	mp -	mp -
form solid	form liquid	form solid	form solid

pictograms

GHS07

signalword

Warning

hcodes

H319

pcodes

P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.