| Identification | More | [Name]
Potassium phthalimide | [CAS]
1074-82-4 | [Synonyms]
n-potassium phthalimide
PHTHALIMIDE POTASSIUM
PHTHALIMIDE, POTASSIUM DERIVATIVE
PHTHALIMIDE POTASSIUM SALT
POTASSIUM PHTHALAMIDE
POTASSIUM PHTHALIMIDE
1H-Isoindole-1,3(2H)-dione,potassiumsalt
n-potassiophthalimide
potassiumphthalimidate
PotassiumPhthalylimide99%
Potassium phtalimide, 97%
Phthlimide
1,3-dihydro-1,3-dioxoisoindole potassium salt
PHTHALYLIMIDE POTASSIUM SALT
Potassium phthalimide, 98+%
1,3-Dihydro-1,3-dioxoisoindole potassium salt, Potassium phthalimide
Phthalimidopotassium
Potassium isoindol-2-ide-1,3-dione
Potassium phthalimide ,99%
1,3-Dioxo-1,3-dihydro-2H-isoindole-2-ylpotassium | [EINECS(EC#)]
214-046-6 | [Molecular Formula]
C8H4KNO2 | [MDL Number]
MFCD00005887 | [Molecular Weight]
185.22 | [MOL File]
1074-82-4.mol |
| Chemical Properties | Back Directory | [Appearance]
slight yellow-green to white powder | [Melting point ]
>300°C
| [Boiling point ]
366C | [density ]
1.63 | [storage temp. ]
Store at RT. | [solubility ]
water: soluble50mg/mL, clear to slightly hazy, colorless to yellow | [form ]
Crystalline Powder | [pka]
8.3 (basic)(Solvent: Water) | [color ]
White to yellow or greenish | [PH]
pH (50g/l, 25℃) : 10.5～12.5 | [Water Solubility ]
Soluble in water. | [Sensitive ]
Moisture Sensitive | [Detection Methods]
T,NMR | [BRN ]
3598719 | [InChI]
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 | [InChIKey]
FYRHIOVKTDQVFC-UHFFFAOYSA-M | [SMILES]
C12C=CC=CC=1C(N([K])C2=O)=O | [LogP]
-1.859 | [CAS DataBase Reference]
1074-82-4(CAS DataBase Reference) | [Storage Precautions]
Moisture sensitive | [EPA Substance Registry System]
1074-82-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29251995 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 | [Hazardous Substances Data]
1074-82-4(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
1H-Isoindol-1-one, 3-hydroxy--->Ethanol-->Potassium methoxide-->Water | [Preparation Products]
3-N-Boc-amino-azetidine-->5-(Aminomethyl)-1-methylpyrrolidin-2-one-->1-Boc-3-(Amino)azetidine-->2-Phenoxyethylamine-->1-(1-Methyl-1H-pyrazol-3-yl)methanamine-->2-(Aminomethyl)cyclopropanecarboxylic acid-->N,N-Dimethylethylenediamine-->(2-Aminoethyl)phosphonic acid-->4-(4-Chlorophenyl)-1,2,3-thiadiazol-5-amine-->4-(Pyrrolidin-1-yl)butan-1-amine-->4-Phenyl-1,2,3-thiadiazol-5-amine-->Tetrakis(decyl)ammonium bromide-->3-Amino-5-methylisoxazole-->Dimethyl popop-->N,N,N'-Trimethyl-1,3-propanediamine-->4-Amino-1-butanol-->4-[4-(Trifluoromethyl)phenyl]-1,2,3-thiadiazol-5-amine-->4-(4-Methoxyphenyl)-1,2,3-thiadiazol-5-amine-->Tridodecylamine-->4-Chloro-2-methylbenzylamine-->tert-Butyl 4-(aminomethyl)pyridin-2-ylcarbamate-->6-(tert-Butoxycarbonylamino-methyl)-pyridine-2-carboxylic acid-->3-Bromopropylamine hydrobromide-->(2-tert-Butoxyformamido-pyridin-4-yl)methyl methanesulfonate-->1-(3-Aminopropyl)piperidine-->6-(Aminomethyl)-2-pyridine carboxylic acid-->3-[(Benzyloxycarbonyl)amino]propionaldehyde-->2,2'-Oxybis(ethylamine) hydrochloride-->3-(3,5-Dimethyl-pyrazol-1-yl)-propylamine-->6-(Aminomethyl)pyridine-2-carbohydrazide-->2-(3-Bromo-1-methyl-2-oxopropyl)-l H-isindole-1,3-(2H)-dione-->3-Nitrobenzylamine-->2-(1-Methyl-2-oxopropyl)-1H-isoindole-1,3-(2H)-dione |
| Hazard Information | Back Directory | [Chemical Properties]
slight yellow-green to white powder | [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.
| [Synthesis]
General procedure for the synthesis of phthalimide potassium salt from 3-hydroxy-1H-isoindol-1-one: Add phthalimide to the reactor with 3 times the mass of anhydrous ethanol, and heat it up to 60℃. A pre-prepared anhydrous ethanol solution of 30% potassium methanolate (molar ratio of potassium methanolate to phthalimide 1.2:1) was slowly added by dropping through a burette with a controlled dropping time of 3 hours, during which the temperature was slightly elevated (up to a maximum of 65 °C). After the reaction lasted for 10 hours, the reaction mixture was filtered, washed once with anhydrous ethanol, and dried to give a high-purity potassium salt of phthalimide with a purity of 99.3% and a molar yield of 98%. | [Purification Methods]
The solid may contain phthalimide and K2CO3 from hydrolysis. If too much hydrolysis has occurred (this can be checked by extraction with cold Me2CO in which the salt is insoluble, evaporate the Me2CO and weigh the residue), it would be better to prepare it afresh. If little hydrolysis has occurred, then recrystallise it from a large volume of EtOH, and wash the solid with a little Me2CO and dry it in a continuous vacuum to constant weight. [Salzerg & Supriawski Org Synth Coll Vol I 119 1941, Raman & IR: Hase J Mol Struct 48 33 1978, Dykman Chem Ind (London) 40 1972, IR, NMR: Assef et al. Bull Soc Chim Fr II 167 1979, Beilstein 21/10 V 270.] | [References]
[1] Patent: CN104447497, 2017, B. Location in patent: Paragraph 0018-0019; 0021; 0023
[2] Patent: CN106699682, 2017, A. Location in patent: Paragraph 0051; 0052
[3] Patent: CN107382980, 2017, A. Location in patent: Paragraph 0027; 0028; 0029; 0030
[4] Patent: CN107540647, 2018, A. Location in patent: Paragraph 0020-0024
[5] Journal of the American Chemical Society, 2011, vol. 133, # 41, p. 16410 - 16413 |
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J & K SCIENTIFIC LTD.
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Alfa Aesar
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Energy Chemical
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400-0056266 |
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