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436178 Aldrich

1-Ethylpiperidine hypophosphite

95%

Synonym: 1-Ethylpiperidinium phosphinate

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Properties

Related Categories Building Blocks, C5 to C7, Chemical Synthesis, Heterocyclic Building Blocks, Piperidines More...
InChI Key   BNCZSWZTYPTERM-UHFFFAOYSA-N
assay   95%
mp   40-43 °C(lit.)
storage temp.   2-8°C

Description

Packaging

25 g in glass bottle

Application

1-Ethylpiperidine hypophosphite (EPHP) may be used in the following studies:
• As water-soluble chain carrier for the efficient radical cyclization in water for various hydrophobic substrates.
• In the main radical-cyclisation step for the synthesis of the phytotoxic metabolite alboatrin and its epimer.
• Preparation of bifunctional pentafluorophenyl/2,4,6-trichlorophenyl sulfonates.
• Chemoselective radical reduction of the iodine atom in 1-deoxy-1-halo-1-iodo-alditols.

Reagent for:
Synthesis of spiroketals via intramolecular iodoetherification
A facile radical cyclization diverted to a rearrangement-cyclization with base
Radical deoxygenation
Synthesis of allylic H-phosphinates

General description

1-Ethylpiperidine hypophosphite promotes the carbon-carbon bond forming radical reactions in both aqueous and organic media. EPHP plays an important role of a good chain carrier during the radical addition of gem-dihalocompounds to electron-deficient olefins. It has been reported as a suitable radical reducing agent for organic halides.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
3
Flash Point(F) 
132.8 °F
Flash Point(C) 
56 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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