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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

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.

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). 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.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Polymer co-crystalline films for photonics.
Daniel C, et al.
Journal of the European Optical Society: Rapid Publications, 4 (2009)
Proline Based Chiral Ionic Liquids for Enantioselective Michael Reaction.
Nobuoka K, et al.
Organic Chemistry International (2014)
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.

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