Lot numbers can be found on the outside label of a product:
5,6-Dichloroisoindoline-1,3-dione
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CAS No. 15997-89-4
- Cat. No. CS-0309258
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 15997-89-4
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General Information
- CAS No. 15997-89-4
- Cat. No. CS-0309258
- Purity ≥98%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₃Cl₂NO₂
- Molecular Weight 216.02
- Synonym(s) 4,5-Dichlorophthalimide
- SMILES ClC1=C(Cl)C=C2C(NC(=O)C2=C1)=O
Description
5,6-Dichloroisoindoline-1,3-dione delivers a highly electron-deficient isoindoline scaffold with enhanced stability under standard conditions. The dual chloro substituents at the 5,6-positions intensify reactivity in cycloaddition and nucleophilic substitution processes. This bench-stable derivative serves as a strategic building block for complex heterocyclic architectures in synthetic methodology and medicinal chemistry applications.
Application
5,6-Dichloroisoindoline-1,3-dione serves as a versatile dienophile in Diels-Alder reactions and functions as a stable, bench-ready building block for heterocyclic synthesis. Its electron-deficient core enables efficient cycloadditions with dienes, facilitating rapid access to complex polycyclic frameworks. The dichloro substitution enhances reactivity while maintaining handling stability, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.
Synthesis
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Route1
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In-stock
942-06-3 - ~99%
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In-stock
15997-89-4
References
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Zhang, Lei; Chen, Xiaojie; Liu, Jun; Zhu, Qingzhang; Leng, Ying; Luo, Xiaomin; Jiang, Hualiang; Liu, Hong European Journal of Medicinal Chemistry, 2012 , vol. 58, p. 624 - 639
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Route2
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In-stock
56962-08-4 - ~78%
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In-stock
15997-89-4
References
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Crockett, Geoffrey C.; Swanson, Barry J.; Anderson, David R.; Koch, Tad H. Synthetic Communications, 1981 , vol. 11, # 6 p. 447 - 454
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Route3
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106727-86-0 - ~43%
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In-stock
15997-89-4
References
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Rosowsky, Andre; Vaidya, Chitra M.; Bader, Henry; Wright, Joel E.; Teicher, Beverly A. Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 286 - 299
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.17
- LogP 1.877
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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