436178

1-Ethylpiperidine hypophosphite

95%

• Synonym(s): 1-Ethylpiperidinium phosphinate
• Empirical Formula (Hill Notation): C₇H₁₈NO₂P
• CAS Number: 145060-63-5
• Molecular Weight: 179.20
• MDL number: MFCD00216621
• UNSPSC Code: 12352100
• PubChem Substance ID: 24867286
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Warning
• Hazard Statements: H228,H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P210 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• 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 Code: 4.1B - Flammable solid hazardous materials
• WGK: WGK 3
• Flash Point(F): 132.8 °F - closed cup
• Flash Point(C): 56 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves