708860
Potassium hydride
in paraffin
Synonym(s):
Potassium monohydride
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About This Item
Linear Formula:
KH
CAS Number:
Molecular Weight:
40.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352302
EC Number:
231-704-8
MDL number:
Form:
solid
Quality Level
form
solid
reaction suitability
reagent type: reductant
SMILES string
[K]
InChI
1S/K.H
InChI key
NTTOTNSKUYCDAV-UHFFFAOYSA-N
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.
Melting point of paraffin used to prepare mixture is ~55-65 °C
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.
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signalword
Danger
hcodes
supp_hazards
Storage Class
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
Hazard Classifications
Skin Corr. 1B - Water-react. 1
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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)