2-Allylisoindoline-1,3-dione

Name: 2-Allylisoindoline-1,3-dione
Brand: ChemScene
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CAS No. 5428-09-1
Cat. No. CS-W021537
Purity≥97%
MDL No.None

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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+
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Structure of 5428-09-1

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Description

2-Allylisoindoline-1,3-dione features a reactive allyl group conjugated to a quinoid core, enabling efficient [4+2] cycloadditions and Diels-Alder reactions. This electron-deficient scaffold integrates readily into complex heterocyclic architectures under mild conditions, offering high functional group tolerance and stability during synthesis.

Application

2-Allylisoindoline-1,3-dione serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to complex isoindoline frameworks through [4+2] cycloadditions and subsequent functionalization. Its allyl group provides a handle for further diversification via Pd-catalyzed coupling or oxidative transformations, while the electron-deficient dione moiety enhances reactivity in Diels-Alder reactions. Bench-stable and readily purified by flash chromatography, it functions as a key building block for medicinal chemistry libraries and natural product analogs.

General Information

CAS No. 5428-09-1
Cat. No. CS-W021537
Purity ≥97%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉NO₂
Molecular Weight 187.20
Synonym(s) N-Allylphthalimide
SMILES O=C1N(CC=C)C(C2=C1C=CC=C2)=O

Computational Chemistry Data

TPSA 37.38
LogP 1.4686
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

General Reagents Organic General Reagents

Key Words

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2-Allylisoindoline-1,3-dione

CAS No. 5428-09-1

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