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400017

Sigma-Aldrich

trans-4-Bromo-β-nitrostyrene

99%

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About This Item

Linear Formula:
BrC6H4CH=CHNO2
CAS Number:
5153-71-9
Molecular Weight:
228.04
MDL number:
MFCD00191856
UNSPSC Code:
12352100
PubChem Substance ID:
24864862
NACRES:
NA.22

Quality Level

200

Assay

99%

form

solid

mp

148-150 °C (lit.)

functional group

amine
bromo
nitro

SMILES string

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

InChI

1S/C8H6BrNO2/c9-8-3-1-7(2-4-8)5-6-10(11)12/h1-6H/b6-5+

InChI key

LSGVHLGCJIBLMB-AATRIKPKSA-N

Related Categories

General description

trans-4-Bromo-β-nitrostyrene (trans-p-Bromonitrostyrene) is a halogenated hydrocarbon.

Application

trans-4-Bromo-β-nitrostyrene may be employed as Michael acceptor for the organocatalytic asymmetric Michael addition of protected 3-hydroxypropanal to β-nitrostyrenes.

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD7134V
WXBD2200V
WXBD5095V
WXBC6773V
WXBC5539V

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Chiral sulfamide-catalyzed asymmetric Michael addition of protected 3-hydroxypropanal to β-nitrostyrenes.
Tortoioli S, et al.
Tetrahedron Letters, 53(15), 1878-1881 (2012)

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