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Merck
CN

436178

1-Ethylpiperidine hypophosphite

95%

Synonym(s):

1-Ethylpiperidinium phosphinate

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About This Item

Empirical Formula (Hill Notation):
C7H18NO2P
CAS Number:
Molecular Weight:
179.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
Form:
solid
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Quality Segment

assay

95%

form

solid

mp

40-43 °C (lit.)

storage temp.

2-8°C

SMILES string

OPO.CCN1CCCCC1

InChI

1S/C7H15N.H3O2P/c1-2-8-6-4-3-5-7-8;1-3-2/h2-7H2,1H3;1-3H

InChI key

BNCZSWZTYPTERM-UHFFFAOYSA-N

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.

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


pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

flash_point_f

132.8 °F - closed cup

flash_point_c

56 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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