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324671

Potassium bis(trimethylsilyl)amide

95%

Synonym(s):

Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide

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5 G

$115.00

25 G

$167.00

100 G

$416.00

$115.00


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About This Item

Linear Formula:
[(CH3)3Si]2NK
CAS Number:
Molecular Weight:
199.48
Beilstein/REAXYS Number:
4006754
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

95%

form

solid

density

0.877  g/cm3 at 20 °C

SMILES string

C[Si](C)(C)N([K])[Si](C)(C)C

InChI

1S/C6H18NSi2.K/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1

Inchi Key

IUBQJLUDMLPAGT-UHFFFAOYSA-N

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1 of 4

This Item
702722324620245585
assay

95%

assay

-

assay

97%

assay

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

solid

form

liquid

form

solid

form

liquid

density

0.877  g/cm3 at 20 °C

density

0.915 g/mL at 25 °C

density

0.860 g/mL at 25 °C (lit.)

density

0.904 g/mL at 25 °C

General description

Potassium bis(trimethylsilyl)amide is commonly abbreviated as KHMDS with molecular formula [(CH3)3Si]2NK. It is widely used as Bronsted base in synthesis.[1][1]

[1]KHMDS is a base catalyst, that shows high activity and selectivity for the alkylation of alkylpyridines.[2]

Application

Anionic initiator used in the preparation of poly(ethylene oxide).[3] Sterically hindered base employed in selective cyclization reactions.[4] Also used in the preparation of lanthanide complexes.[5][6]

Features and Benefits

Potassium bis(trimethylsilyl)amide (KHMDS):
  • Easily available.
  • Good selectivity for the benzylic C−H bonds.
  • Good reactivity for sterically crowded C−H bonds.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Synthesis of poly(ethylene oxide) with heterobifunctional reactive groups at its terminals by an anionic initiator.
M Yokoyama et al.
Bioconjugate chemistry, 3(4), 275-276 (1992-07-01)
Aeilke J Kamphuis et al.
ChemSusChem, 12(15), 3635-3641 (2019-05-01)
The development of new families of active and selective single-component catalysts based on earth-abundant metal is of interest from a sustainable chemistry perspective. In this context, anionic mono(formazanate) iron(II) complexes bearing labile halide ligands, which possess both Lewis acidic and
The Journal of Organic Chemistry, 58, 6177-6177 (1993)
Organometallics, 12, 2618-2618 (1993)
Ana I Ojeda-Amador et al.
Dalton transactions (Cambridge, England : 2003), 46(19), 6392-6403 (2017-05-04)
The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of five general structural motifs. Specifically, in this study the donors employed were toluene

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    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/418/501/product-dating-information-06-25-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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