Lot numbers can be found on the outside label of a product:
2-(Prop-2-yn-1-yl)isoindoline-1,3-dione
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CAS No. 7223-50-9
- Cat. No. CS-0059174
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 7223-50-9
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General Information
- CAS No. 7223-50-9
- Cat. No. CS-0059174
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₇NO₂
- Molecular Weight 185.18
- Synonym(s) N-Propargylphthalimide
- SMILES O=C1N(CC#C)C(C2=C1C=CC=C2)=O
Description
This isoindoline-1,3-dione derivative features a propargyl group at the 2-position, enabling efficient copper-catalyzed azide-alkyne cycloaddition. The electron-deficient dione core facilitates conjugate addition reactions, while the alkyne handle offers orthogonal reactivity for bioconjugation and materials functionalization under mild conditions.
Application
2-(Prop-2-yn-1-yl)isoindoline-1,3-dione serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized isoindolinone scaffolds. The terminal alkyne group facilitates CuAAC and other transition-metal-catalyzed coupling reactions, while the phthalimide moiety provides excellent stability and orthogonal reactivity. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for modular synthesis workflows in medicinal chemistry and materials science.
Synthesis
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Route1
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136918-14-4 -
106-96-7
- ~90%
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In-stock
7223-50-9
References
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Alonso, Francisco; Moglie, Yanina; Radivoy, Gabriel; Yus, Miguel Organic and Biomolecular Chemistry, 2011 , vol. 9, # 18 p. 6385 - 6395
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Route2
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1074-82-4
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106-96-7
- ~95%
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In-stock
7223-50-9
References
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Kosuge, Hiroaki; Okada, Shuji; Oikawa, Hidetoshi; Nakanishi, Hachiro Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2002 , vol. 377, p. 13 - 18
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Route3
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136918-14-4
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624-65-7
- ~80%
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In-stock
7223-50-9
References
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Feng, Yi-Si; Xie, Chuan-Qi; Qiao, Wen-Long; Xu, Hua-Jian Organic Letters, 2013 , vol. 15, # 4 p. 936 - 939
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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 : H302-H319
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Precautionary Statements : P264-P270-P280-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 37.38
- LogP 0.9158
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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