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399299

Sigma-Aldrich

trans-4-Methoxy-β-nitrostyrene

99%

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About This Item

Linear Formula:
CH3OC6H4CH=CHNO2
CAS Number:
Molecular Weight:
179.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

mp

86-88 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, yellow

functional group

amine
nitro

SMILES string

[H]\C(=C(\[H])[N+]([O-])=O)c1ccc(OC)cc1

InChI

1S/C9H9NO3/c1-13-9-4-2-8(3-5-9)6-7-10(11)12/h2-7H,1H3/b7-6+

InChI key

JKQUXSHVQGBODD-VOTSOKGWSA-N

General description

trans-4-Methoxy-β-nitrostyrene participates in the Michael reaction on carbapenam intermediate.[1]

Application

trans-4-Methoxy-β-nitrostyrene acts as guest molecule and forms guest molecules forming co-crystal phases with the d-form of robust syndiotactic polystyrene (sPS).[2] It may be employed as a Michael acceptor in the synthesis of proline based chiral ionic liquid catalysts with two five-membered unsaturated aza-heterocycles.[3]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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    Sachin A Pawar et al.
    Organic & biomolecular chemistry, 11(48), 8294-8297 (2013-11-13)
    Herein, we report the development of mild, organocatalyzed routes to novel carbapenam derivatives through aldol, Mannich and Michael C-C bond forming reactions.
    Proline Based Chiral Ionic Liquids for Enantioselective Michael Reaction.
    Nobuoka K, et al.
    Organic Chemistry International (2014)
    Polymer co-crystalline films for photonics.
    Daniel C, et al.
    Journal of the European Optical Society: Rapid Publications, 4 (2009)

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