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Phthalimide potassium salt

Name: Phthalimide potassium salt
Brand: ALDRICH

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

Beilstein:

3598719

EC Number:

214-046-6

MDL number:

MFCD00005887

UNSPSC Code:

12352100

PubChem Substance ID:

24849866

NACRES:

NA.22

Quality Level

300

Assay

98%

form

powder

mp

>300 °C (lit.)

solubility

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

SMILES string

[K]N1C(=O)c2ccccc2C1=O

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

InChI key

FYRHIOVKTDQVFC-UHFFFAOYSA-M

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Organic Building Blocks

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

GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Precautionary Statements

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

346.3 °F

Flash Point(C)

174.6 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)

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)

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)

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