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461555

Sigma-Aldrich

(R)-(+)-N-(1-Phenylethyl)maleimide

97%

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About This Item

Empirical Formula (Hill Notation):
C12H11NO2
CAS Number:
6129-15-3
Molecular Weight:
201.22
MDL number:
MFCD00674054
UNSPSC Code:
12352005
PubChem Substance ID:
24869867
NACRES:
NA.22

assay

97%

optical activity

[α]24/D +61°, c = 2 in ethanol

refractive index

n20/D 1.556 (lit.)

bp

110-115 °C/0.004 mmHg (lit.)

density

1.138 g/mL at 25 °C (lit.)

SMILES string

C[C@@H](N1C(=O)C=CC1=O)c2ccccc2

InChI

1S/C12H11NO2/c1-9(10-5-3-2-4-6-10)13-11(14)7-8-12(13)15/h2-9H,1H3/t9-/m1/s1

InChI key

PWZXUQWQRVKGAH-SECBINFHSA-N

Application

This optically active maleimide undergoes radical copolymerization with styrene to yield a ~1:1 copolymer (~98%). Vinyl copolymers with asymmetric main chains can be used as nonlinear optical materials. Dienophile for diastereoselective Diels-Alder reactions.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Baldwin, S.W. et al.
Tetrahedron Letters, 32, 5877-5877 (1991)
Donnelly, I.H. et al.
J. Chem. Soc. Perkin Trans. II, 1821-1821 (1996)
Oishi, T. et al.
Polymer, 34, 2644-2644 (1993)

Chromatograms

application for HPLC

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