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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

Quality Level

100

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

signalword

Danger

hcodes

H260,H314

Hazard Classifications

Skin Corr. 1B - Water-react 1

supp_hazards

EUH014

Storage Class

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

wgk_germany

WGK 3

flash_point_f

No data available

flash_point_c

No data available

Certificates of Analysis (COA)

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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)
Pieter Clauw et al.
Plant physiology, 167(3), 800-816 (2015-01-22)
Although the response of plants exposed to severe drought stress has been studied extensively, little is known about how plants adapt their growth under mild drought stress conditions. Here, we analyzed the leaf and rosette growth response of six Arabidopsis
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