Skip to Content
Merck
All Photos(1)

Key Documents

408018

Sigma-Aldrich

N-Benzylmaleimide

99%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C11H9NO2
CAS Number:
Molecular Weight:
187.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

mp

70 °C (lit.)

functional group

imide
maleimide
phenyl

SMILES string

O=C1C=CC(=O)N1Cc2ccccc2

InChI

1S/C11H9NO2/c13-10-6-7-11(14)12(10)8-9-4-2-1-3-5-9/h1-7H,8H2

InChI key

MKRBAPNEJMFMHU-UHFFFAOYSA-N

General description

N-Benzylmaleimide is an N-substituted maleimide and its microwave-mediated facile and fast synthesis has been described. Radical and anionic copolymerization of N-benzylmaleimide with optically active N-(L-menthoxycarbonylmethyl)maleimide has been reported. Base-catalyzed asymmetric cycloaddition of anthrone with N-benzylmaleimide was studied in the presence of C2-chiral pyrrolidines. Stereoselctive iridium-catalyzed double incorporation reaction of styrene with N-benzylmaleimide affords cyclic product.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Customers Also Viewed

Microwave-induced One-pot Synthesis of N-carboxyalkyl Maleimides and Phthalimides.
Borah N, et al.
J. Chem. Res. Synop., 5, 272-273 (1998)
Construction of a single-chain Fv from an antibody which catalyses a Diels Alder cycloaddition.
L Brooks et al.
Biochemical Society transactions, 24(2), 313S-313S (1996-05-01)
Copolymerization of optically active N-(l-menthoxycarbonylmethyl) maleimide with N-phenyl-or N-benzylmaleimide.
Kagawa K, et al.
Polymer, 36(5), 941-948 (1995)
Asymmetric cycloaddition of anthrone with N-substituted maleimides with C2-chiral pyrrolidines.
Tokioka K, et al.
Tetrahedron Asymmetry, 8(1), 101-107 (1997)
X Wang et al.
Organic letters, 2(22), 3509-3512 (2000-11-18)
[reaction: see text] A new strategy for the synthesis and purification of synthetic intermediates is described using anthracene-tagged ester substrates in conjunction with an N-benzylmaleimide resin. Anthracene chemical tags permit use of standard solution-phase reaction conditions and reaction-monitoring techniques.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service