Lot numbers can be found on the outside label of a product:
5-Nitroisoindoline-1,3-dione
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CAS No. 89-40-7
- Cat. No. CS-W023085
- Purity≥98%
- MDL No.MFCD00005884
*For research and further manufacturing use only, not for direct human use.
Structure of 89-40-7
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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
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.
Synthesis
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Route1
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136918-14-4 - ~87%
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In-stock
89-40-7
References
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Yang, Na; Wang, Qing-He; Wang, Wen-Qian; Wang, Jian; Li, Feng; Tan, Shen-Peng; Cheng, Mao-Sheng Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 53 - 56
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Route2
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In-stock
5466-84-2 - ~90%
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In-stock
89-40-7
References
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Peng; Song; Qian Synthetic Communications, 2001 , vol. 31, # 12 p. 1927 - 1931
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Route3
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105969-98-0 - ~56%
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In-stock
89-40-7
References
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Jacq, Jerome; Berthiol, Florian; Einhorn, Cathy; Einhorn, Jacques Synlett, 2010 , # 15 p. 2263 - 2266
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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 89.31
- LogP 0.4784
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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