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708860

Sigma-Aldrich

Potassium hydride

in paraffin

Synonym(s):

Potassium monohydride

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About This Item

Linear Formula:
KH
CAS Number:
7693-26-7
Molecular Weight:
40.11
EC Number:
231-704-8
MDL number:
MFCD00011357
UNSPSC Code:
12352302
PubChem Substance ID:
329762830
NACRES:
NA.22

form

solid

reaction suitability

reagent type: reductant

SMILES string

[K]

InChI

1S/K.H

InChI key

NTTOTNSKUYCDAV-UHFFFAOYSA-N

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General description

Potassium hydride is a strong base and hydride donor to Lewis acids. It is generally employed in organic reactions like deprotonation, rearrangement, and elimination reactions. It is also used as a reducing agent to reduce hindered boranes and borates to substituted borohydrides.

Application

Potassium hydride in paraffin can be used as a base in:
  • Wittig reaction of various aldehydes with high Z selectivity.
  • Williamson ether synthesis to prepare substituted ethers from alcohols.
  • Polymerization of ethylene oxide to yield polyethylene glycols.

Physical properties

Melting point of paraffin used to prepare mixture is ~55-65 °C

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H260,H314

Hazard Classifications

Skin Corr. 1B - Water-react 1

Supplementary Hazards

EUH014

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

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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Synthesis of heterobifunctional polyethylene glycols: Polymerization from functional initiators
Vojkovsky T, et al.
Polymer, 105(27), 72-78 (2016)
Potassium hydride in paraffin: a useful base for Williamson ether synthesis
Huang H, et al.
Tetrahedron Letters, 51(27), 3545-3546 (2010)
Potassium Hydride
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)
Potassium hydride in paraffin: A useful base for organic synthesis.
Taber DF and Nelson CG
The Journal of Organic Chemistry, 71(23), 8973-8974 (2006)
Stefan D Anker et al.
European journal of heart failure, 17(10), 1050-1056 (2015-05-27)
Hyperkalaemia in heart failure patients limits use of cardioprotective renin-angiotensin-aldosterone system inhibitors (RAASi). Sodium zirconium cyclosilicate (ZS-9) is a selective potassium ion trap, whose mechanism of action may allow for potassium binding in the upper gastrointestinal tract as early as
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