Potassium phthalimide

Base Information

• Chemical Name: Potassium phthalimide
• CAS No.: 1074-82-4
• Deprecated CAS: 92014-68-1,1239707-97-1,1445950-63-9,1687743-72-1,1962933-27-2,2454020-25-6
• Molecular Formula: C8H4KNO2
• Molecular Weight: 187.239
• Hs Code.: 2925.19
• European Community (EC) Number: 214-046-6
• UNII: X6KKA27DIL
• DSSTox Substance ID: DTXSID5027358
• Wikipedia: Potassium_phthalimide
• Wikidata: Q413572
• ChEMBL ID: CHEMBL3183390
• Mol file: 1074-82-4.mol

Synonyms:phthalimide;phthalimide calcium (2:1) salt;phthalimide potassium salt;potassium phthalimide

Chemical Property of Potassium phthalimide

Chemical Property:

• Appearance/Colour: greenish white powder
• Melting Point: >300 ºC
• Boiling Point: 359 ºC at 760 mmHg
• Flash Point: 170.9 ºC
• PSA: 34.14000
• Density: 1.367 g/cm³
• LogP: 0.68480
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Solubility.: water: soluble50mg/mL, clear to slightly hazy, colorless to yell
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 184.98790986
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Potassium Phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-26-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Rings
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)[N-]C2=O.[K+]
• Uses: Potassium phthalimide is 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. Potassium Phthalimide is a green, solid-base organocatalys. 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.

Technology Process of Potassium phthalimide

There total 5 articles about Potassium phthalimide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

phthalimide (136918-14-4,85-41-6) → potassium phtalimide (1074-82-4)

Guidance literature:

With potassium methanolate; In ethanol; water; at 60 - 65 ℃; for 13h; Reagent/catalyst; Solvent; Temperature;

Reference yield:

C9H4NO4(1-)*K(1+) (40794-76-1) → carbon dioxide (124-38-9,18923-20-1) + potassium phtalimide (1074-82-4)

Guidance literature:

With nitrogen; at 65 ℃; for 0.666667h;

DOI:10.1002/cssc.201400133

Reference yield:

N-acetonylphthalimide (3416-57-7) → potassium phtalimide (1074-82-4)

Guidance literature:

upstream raw materials:

N-acetonylphthalimide

phthalimide

C₉H₄NO₄^(1-)*K⁽¹⁺⁾

phthalamide

Downstream raw materials:

2-(2-morpholin-4-ylethyl)-1H-isoindole-1,3(2H)-dione

4-(3-Aminopropyl)morpholine

2-(3-morpholinylpropyl)-1H-isoindole-1,3(2H)-dione

4-phthalimidobutyric acid

Refernces

• 1、 Mourad, Ahmed A. E.,Mourad, Mai A. E.. "Enhancing insulin sensitivity by dual PPARγ partial agonist, β-catenin inhibitor: Design, synthesis of new αphthalimido-o-toluoyl2-aminothiazole hybrids". . . Retrieved 2020.
• 2、 Kong, Xiangfei,He, Zhiqun,Zhang, Yinning,Mu, Linping,Liang, Chunjun,Chen, Bo,Jing, Xiping,Cammidge, Andrew N.. "A mesogenic triphenylene-perylene-triphenylene triad". . p. 764 - 767. Retrieved 2011.
• 3、 Reichel, Marco,Karaghiosoff, Konstantin. "Monofluorinated Nitrogen Containing Heterocycles: Synthesis, Characterization and Fluorine Effect". . p. 1790 - 1794. Retrieved 2020.
• 4、 -. "SYNTHESIS OF 2-(2-AMINOETHOXY) ETHANOL". Paragraph 0061-0062. . Retrieved 2021/02/12.