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Merck

160385

Phthalimide potassium salt

98%

Synonym(s):

1,3-Dihydro-1,3-dioxoisoindole potassium salt, Potassium phthalimide

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About This Item

Empirical Formula (Hill Notation):
C8H4KNO2
CAS Number:
1074-82-4
Molecular Weight:
185.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24849866
EC Number:
214-046-6
Beilstein/REAXYS Number:
3598719
MDL number:
MFCD00005887
Assay:
98%
Form:
powder

Key Documents

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InChI key

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

SMILES string

[K]N1C(=O)c2ccccc2C1=O

assay

98%

form

powder

mp

>300 °C (lit.)

solubility

water: soluble 50 mg/mL, clear to slightly hazy, colorless to yellow

functional group

imide

Quality Level

300

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

346.3 °F - closed cup

flash_point_c

174.6 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN7718
BCCM3696
BCCJ6475
BCCG4533
BCCC8029

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Tetrahedron Letters, 48, 3043-3043 (2007)
An improved procedure for the condensation of potassium phthalimide with organic halides.
Sheehan JC and Bolhofer WA.
Journal of the American Chemical Society, 72(6), 2786-2788 (1950)
Reactions of Phthalimide and Potassium Phthalimide with Sulfur Monochloride.
Kalnins MV.
Canadian Journal of Chemistry, 44(17), 2111-2113 (1966)
Activation of trimethylsilyl cyanide by potassium phthalimide for facile synthesis of TMS-protected cyanohydrins.
Dekamin MG and Karimi Z.
Journal of Organometallic Chemistry, 694(12), 1789-1794 (2009)
Palladium-catalyzed direct functionalization of imidazolinone: synthesis of dibromophakellstatin.
Jianming Lu et al.
Journal of the American Chemical Society, 129(25), 7768-7769 (2007-06-02)
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