(E)-1-Chloro-4-(2-nitrovinyl)benzene

Name: (E)-1-Chloro-4-(2-nitrovinyl)benzene
Brand: ChemScene
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CAS No. 5153-70-8
Cat. No. CS-0047586
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(E)-1-Chloro-4-(2-nitrovinyl)benzene|CS-0047586

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General Information

CAS No. 5153-70-8
Cat. No. CS-0047586
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆ClNO₂
Molecular Weight 183.59
Synonym(s) trans-p-Chloronitrostyrene
SMILES ClC1=CC=C(/C=C/[N+]([O-])=O)C=C1

Description

(E)-1-Chloro-4-(2-nitrovinyl)benzene features a conjugated nitrovinyl group attached to a chlorinated aromatic ring, enabling efficient coupling in transition-metal-mediated transformations. This electron-deficient alkene integrates readily into complex molecular architectures under mild conditions.

Application

(E)-1-Chloro-4-(2-nitrovinyl)benzene serves as a versatile building block for constructing substituted aromatic systems, enabling efficient palladium-catalyzed cross-coupling reactions. The conjugated nitrovinyl group facilitates Michael additions and nitro group transformations, while the chloro substituent offers compatibility with standard Suzuki and Stille coupling protocols. Bench-stable and readily purified by column chromatography, it functions as a key intermediate in the synthesis of functionalized heterocycles and pharmaceutical scaffolds.

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS08
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H319-H334-H401
Precautionary Statements : P261-P264-P270-P273-P280-P284-P304+P340-P330-P501

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Computational Chemistry Data

TPSA 43.14
LogP 2.5874
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(E)-1-Chloro-4-(2-nitrovinyl)benzene

CAS No. 5153-70-8

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