2-(3-Buten-1-yl)-1H-isoindole-1,3(2H)-dione

Name: 2-(3-Buten-1-yl)-1H-isoindole-1,3(2H)-dione
Brand: ChemScene
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CAS No. 52898-32-5
Cat. No. CS-0207072
Molecule weight201.22
Purity≥97%
MDL No.MFCD00175471

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2-(3-Buten-1-yl)-1H-isoindole-1,3(2H)-dione|CS-0207072

Structure of 52898-32-5

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General Information

CAS No. 52898-32-5
Cat. No. CS-0207072
Purity ≥97%
MDL No. MFCD00175471
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₁NO₂
Molecular Weight 201.22
Synonym(s) N-(3-Buten-1-yl)phthalimide
SMILES C=CCCN1C(=O)C2=CC=CC=C2C1=O

Description

This isoindole derivative features a conjugated butenyl side chain enabling efficient coupling in synthetic transformations. The electron-deficient quinoid core enhances reactivity in cycloaddition processes, while the bench-stable structure supports reliable handling under standard conditions.

Application

2-(3-Buten-1-yl)-1H-isoindole-1,3(2H)-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted isoindolinone scaffolds via Pd-catalyzed cross-coupling or conjugate addition reactions. Its α,β-unsaturated lactam moiety exhibits excellent functional group tolerance and bench stability, facilitating straightforward purification and integration into complex molecular architectures relevant to medicinal chemistry and materials science.

Synthesis

Route1
- 5162-44-7
- 1074-82-4
- ~97%
- In-stock
  
  52898-32-5
References
- Harding, Kenn E.; Nam, Do-hyun Tetrahedron Letters, 1988 , vol. 29, # 31 p. 3793 - 3796
Route2
- 5162-44-7
- 136918-14-4
- ~84%
- In-stock
  
  52898-32-5
References
- Lipshutz, Bruce H.; Ghorai, Subir; Leong, Wendy Wen Yi Journal of Organic Chemistry, 2009 , vol. 74, # 7 p. 2854 - 2857
Route3
- 31645-84-8
- ~95%
- In-stock
  
  52898-32-5
References
- Hughes, Gregory; Lautens, Mark; Wu, Jingxiao Synlett, 2000 , # 6 p. 835 - 837

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 : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 37.38
LogP 1.8587
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

General Reagents Organic General Reagents

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2-(3-Buten-1-yl)-1H-isoindole-1,3(2H)-dione

CAS No. 52898-32-5

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