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160385

Sigma-Aldrich

Phthalimide potassium salt

98%

Sinonimo/i:

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

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CHF 25.80
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CHF 36.20
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5 G
CHF 25.80
100 G
CHF 36.20
500 G
CHF 95.30

About This Item

Formula empirica (notazione di Hill):
C8H4KNO2
Numero CAS:
1074-82-4
Peso molecolare:
185.22
Beilstein:
3598719
Numero CE:
214-046-6
Numero MDL:
MFCD00005887
Codice UNSPSC:
12352100
ID PubChem:
24849866
NACRES:
NA.22

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Saggio

98%

Stato

powder

Punto di fusione

>300 °C (lit.)

Solubilità

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

Gruppo funzionale

imide

Stringa SMILE

[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
FYRHIOVKTDQVFC-UHFFFAOYSA-M

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Applicazioni

Condensation of phthalimide potassium with organic halide in dimethylformamide has been reported.[1] Reaction of potassium phthalimide and sulfur monochloride in petroleum ether has been studied.[2]
Phthalimide potassium salt was employed as organocatalyst for the cyanosilylation of various carbonyl compounds under extremely mild conditions.[3] It was also employed as reagent for the transformation of allyl- and alkyl halides into protected primary amines.[4][5]

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

346.3 °F - closed cup

Punto d’infiammabilità (°C)

174.6 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
BCCM3696
BCCJ6475
BCCG4533
BCCC8029
BCCB8535

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Tetrahedron Letters, 48, 3043-3043 (2007)
Reactions of Phthalimide and Potassium Phthalimide with Sulfur Monochloride.
Kalnins MV.
Canadian Journal of Chemistry, 44(17), 2111-2113 (1966)
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)
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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