Phthalimide potassium salt - ≥98% , CAS No.1074-82-4

CAS: 1074-82-4 Cat. No.: P106220 Molecular Weight: 185.22 Beilstein Registry Number: 3598719 EC Number: 214-046-6

GRADE & PURITY ≥98%

Synonyms

Potassium 1,3-dioxoisoindolin-2-ide | DTXCID007358 | AKOS034830283 | AM90358 | 2-potassio-2,3-dihydro-1H-isoindole-1,3-dione | POTASSIUM PHTHALIMIDE | FT-0651552 | Q413572 | AKOS000121936 | BCP26871 | X6KKA27DIL | HSDB 5781 | potassium 1,3-dioxo-1,3-dihyd

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

A reagent which transforms allyl- and alkyl halides into protected primary amines.
Usually used as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions,and also used as reagent for the transformation of allyl- and alkyl halides into protected primary amines.

Application

Condensation of phthalimide potassium with organic halide in dimethylformamide has been reported.Reaction of potassium phthalimide and sulfur monochloride in petroleum ether has been studied.
Phthalimide potassium salt was employed as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions. It was also employed as reagent for the transformation of allyl- and alkyl halides into protected primary amines.

Specifications

Synonyms

Potassium 1, 3-dioxoisoindolin-2-ide | DTXCID007358 | AKOS034830283 | AM90358 | 2-potassio-2, 3-dihydro-1H-isoindole-1, 3-dione | POTASSIUM PHTHALIMIDE | FT-0651552 | Q413572 | AKOS000121936 | BCP26871 | X6KKA27DIL | HSDB 5781 | potassium 1, 3-dioxo-1, 3-dihyd

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504762543
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504762543
• Canonical Smiles: C1=CC=C2C(=C1)C(=O)[N-]C2=O.[K+]
• IUPAC Name: potassium;isoindol-2-ide-1,3-dione
• InChIKey: FYRHIOVKTDQVFC-UHFFFAOYSA-M
• INCHI: 1S/C8H5NO2.K/c10-7-5-3-1-2-4-6(5)8(11)9-7;/h1-4H,(H,9,10,11);/q;+1/p-1
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)[N-]C2=O.[K+]
• WGK Germany: 3
• Molecular Weight: 185.22
• Beilstein: 3598719
• Reaxy-Rn: 473209
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=473209&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Isoindoles and derivatives
      • Subclass Isoindolines
        • Level5 Isoindolones
          • Level6 Phthalimides

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Isoindoles and derivatives
• Subclass: Isoindolines
• Intermediate Tree Nodes: Isoindolones
• Direct Parent: Phthalimides
• Alternative Parents: Isoindoles Benzenoids Carboxylic acids and derivatives Carbene-type 1,3-dipolar compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic potassium salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phthalimide - Isoindole - Benzenoid - Carboxylic acid derivative - Carbene-type 1,3-dipolar compound - Organic 1,3-dipolar compound - Azacycle - Organic alkali metal salt - Organic nitrogen compound - Organic potassium salt - Organic salt - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phthalimides. These are aromatic heterocyclic compounds containing a 1,3-dioxoisoindoline moiety. They are imide derivatives of phthalic anhydrides.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BCHE Tclin Butyrylcholinesterase (7174 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water
• Sensitivity: Moisture Sensitive
• Melt Point(°C): >300°C
• Molecular Weight: 185.220 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 184.988 Da
• Monoisotopic Mass: 184.988 Da
• Topological Polar Surface Area: 35.100 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 195.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Lingli Jin, Fengjiao Chen, Xianwu Chen, Shun Zhang, Zhenjiang Liang, Lingling Zhao, Hui Tan.  (2023)  pH/Temperature Dual-Responsive Protein–Polymer Conjugates for Potential Therapeutic Hypothermia in Ischemic Stroke.  ACS Applied Bio Materials,      [PMID:37903779] [10.1021/acsabm.3c00836]

2. Lu Lin, Zirui Lin, Jiaqi Zhu, Kuo Wang, Wanlong Wu, Tong Qiu, Xiaoqi Sun.  (2022)  A semi-conductive organic cathode material enabled by extended conjugation for rechargeable aqueous zinc batteries.  Energy & Environmental Science,  16  (1): (89-96).  [PMID:] [10.1039/D2EE02961H]

3. Zhilan Pan, Hao Guo, Bingqing Liu, Lei Sun, Yuan Chen, Hao Zhang, Ning Wu, Zongyan Lu, Wu Yang.  (2022)  A sensitive electrochemical sensing platform based on nitrogen-rich covalent organic framework for simultaneous detection of guanine and adenine.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2022.112030]

4. Lin Zirui, Shi Hua-Yu, Lin Lu, Yang Xianpeng, Wu Wanlong, Sun Xiaoqi.  (2021)  A high capacity small molecule quinone cathode for rechargeable aqueous zinc-organic batteries.  Nature Communications,  12  (1): (1-9).  [PMID:34285215] [10.1038/s41467-021-24701-9]

5. Chen Binglin, Li Jiachen, Feng Yunchao, Le Kai, Zai Yuxia, Tang Xing, Sun Yong, Zeng Xianhai, Lin Lu.  (2021)  Green and mild production of 5-aminolevulinic acid from algal biomass.  KOREAN JOURNAL OF CHEMICAL ENGINEERING,  38  (5): (899-905).  [PMID:] [10.1007/s11814-021-0774-8]

6. ChenDi Ding, Ying Liu, MingDong Wang, Ting Wang, JiaJun Fu.  (2016)  Self-healing, superhydrophobic coating based on mechanized silica nanoparticles for reliable protection of magnesium alloys.  Journal of Materials Chemistry A,  4  (21): (8041-8052).  [PMID:] [10.1039/C6TA02575G]

7. Gaili Yang, Rui Zhang, Huahua Huang, Lixin Liu, Lei Wang, Yongming Chen.  (2015)  Synthesis of novel biobased polyimides derived from isomannide with good optical transparency, solubility and thermal stability.  RSC Advances,  5  (83): (67574-67582).  [PMID:] [10.1039/C5RA14526K]

8. Dai Runying, Wu Gang, Chen Hongzheng.  (2011)  Stable titanium dioxide grafted with poly [N-(p-vinyl benzyl) phthalimide] composite particles in suspension for electrophoretic displays.  COLLOID AND POLYMER SCIENCE,  289  (4): (401-407).  [PMID:] [10.1007/s00396-011-2375-2]

9. Yumeng Jia, Haiguang Gao, Wei Jin, Dengfeng Guo, Zhidong Chen, Jianyu Cao, Yong-Miao Shen, Yucheng Huang, Juan Xu.  (2024)  High-capacity π-conjugated organic anode with multielectron redox for zinc-metal-free zinc-ion batteries.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2024.234138]

10. Hongyang Niu, Haichun Li, Yi Wang, Bingtao Hu, Xue Liu.  (2025)  Intramicellar sensor assays: Improving sensing sensitivity of sensor array for thiol biomarkers.  BIOSENSORS & BIOELECTRONICS,      [PMID:39837236] [10.1016/j.bios.2025.117173]

11. Xiongjian Li, Yichen Wang, Erdong Bao, Haiguang Gao, Juan Xu, Yong-Miao Shen, Jianyu Cao.  (2025)  Nickel Diaminonaphthoquinone Complexes with Nickel–Nitrogen and Hydrogen Bonding toward Enhanced Lithium-Ion Storage.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.4c06059]

12. Guoliang Zhang, Cong Xue, Ruxangul Jamal, Tursun Abdiryim, Feng Xu, Qian Cheng.  (2025)  Enhanced molecularly imprinted electrochemical sensing of L-Tyrosine using PEDOT-CH2NH2/Ti3C2TX/Au NPs: A strategy for food quality control.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.114453]

13. Jundong Zhu, Zhichao Zhou, Cuihong Yang, Deling Kong, Ying Wan, Zheng Wang.  (2011)  Folate-conjugated amphiphilic star-shaped block copolymers as targeted nanocarriers.  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A,      [PMID:21509931] [10.1002/jbm.a.33071]

14. Jiabin Li, Haoran Guan, Shiyang Zhu, Bing Liu, Hongyan Yao, Shaowei Guan.  (2025)  Organic cathode with high-density active sites and extended π-conjugated structure for advanced high-performance lithium-ion batteries.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40367869] [10.1016/j.jcis.2025.137858]

15. Xia-Yue Yuan, Wei-Bin Zhang, Ashkar Batol, Xin-Yu Liu, Nan-Sen Zhou, Juan Zhou, Jie Feng, Jun-Hu Liu, Xue-Jing Ma.  (2025)  Quinone-based electrode in electrochemical conversion of salinity gradient energy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.165103]

16. Zirui Lin, Hua-Yu Shi, Yihao Song, Yaowen Xing, Xiahui Gui.  (2026)  A High-Capacity π-Conjugated Polymer Cathode With Electron Reservoirs for Rechargeable Aqueous Zinc Batteries.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202525867]

17. Lu Lin, Ziwei Tong, Zhiqing Xue, Tong Qiu, Yong Chen, Zhongchao Bai, Shixue Dou, Nana Wang, Xiaoqi Sun, Guoxiu Wang.  (2026)  Tautomerization-driven charge delocalization in organic cathodes for fast cation storage in aqueous Zn batteries.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2026.02.005]