5-Nitroisoindoline-1,3-dione

Name: 5-Nitroisoindoline-1,3-dione
Brand: ChemScene
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CAS No. 89-40-7
Cat. No. CS-W023085
Purity≥98%
MDL No.MFCD00005884

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 89-40-7

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Description

5-Nitroisoindoline-1,3-dione features a fused bicyclic core bearing a nitro group at the 5-position, conferring strong electron-withdrawing character. This configuration enhances reactivity in cycloaddition and conjugate addition processes. The compound exhibits bench-stable handling properties and integrates readily into synthetic sequences requiring electron-deficient heterocyclic scaffolds.

Application

5-Nitroisoindoline-1,3-dione serves as a versatile scaffold for heterocyclic synthesis, enabling efficient construction of polycyclic systems through electrophilic substitution and cycloaddition reactions. Its electron-deficient aromatic core and dual carbonyl functionality facilitate robust coupling processes, while the nitro group enhances reactivity in transition-metal-catalyzed transformations. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science applications.

General Information

CAS No. 89-40-7
Cat. No. CS-W023085
Purity ≥98%
MDL No. MFCD00005884
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄N₂O₄
Molecular Weight 192.13
Synonym(s) 4-Nitrophthalimide
SMILES O=C1NC(C2=C1C=CC([N+]([O-])=O)=C2)=O

Computational Chemistry Data

TPSA 89.31
LogP 0.4784
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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5-Nitroisoindoline-1,3-dione

CAS No. 89-40-7

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