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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:
Molecular Weight:
201.22
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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

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