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377953 Aldrich

2-Chloro-1,3,2-dioxaphospholane 2-oxide

Synonym: 2-Chloro-2-oxo-1,3,2-dioxaphospholane, Ethylene glycol chlorophosphate

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Phosphorus Compounds, Phosphorus Halides More...
InChI Key   SBMUNILHNJLMBF-UHFFFAOYSA-N
impurities   <10% 2-Chloro-1,3,2-dioxaphospholane
refractive index   n20/D 1.45(lit.)
bp   89-91 °C/0.8 mmHg(lit.)
mp   12-14 °C (neat)(lit.)
density   1.55 g/mL at 25 °C(lit.)
storage temp.   −20°C

Description

Packaging

5 g in glass bottle

Application

2-Chloro-1,3,2-dioxaphospholane 2-oxide may be used in the synthesis of:
• 2-methacryloyloxyethylphosphorylcholine
• miltefosine (hexadecylphosphocholine, MT) analogs
• phosphoric acid 2-trimethylamino-ethyl ester undec-10-enyl ester
• uridine nucleolipid, (2′,3′-O-16-hentriacontanyliden-uridine-5′-phosphocholine, PUPC)
• adenosine nucleoamphiphile, (2′,3′-O-16-hentriacontanyliden-adenosine-5′-phosphocholine, PAPC)
• structurally related phospholipids which are either conformationally restricted or flexible
• phosphatidylcholines

Reactant for:
• Synthesis of amino-functionalized hybrid hydrocarbon/fluorocarbon double-chain phospholipid
• Synthesis of UV-polymerizable lipids via Chabrier reaction
• Syntheses of block copolymers of poly(aliphatic ester) with clickable polyphosphoester
• Imprinting molecular recognition sites on multiwalled carbon nanotubes surface for electrochemical detection of insulin in real samples
• Synthesis of a zwitterionic silane
• Synthesis of a core-shell-corona micelle stabilized by reversible cross-linkage for intracellular drug delivery

General description

2-Chloro-1,3,2-dioxaphospholane 2-oxide (COP) is a cyclic chlorophosphate reagent that can be prepared from 2-chloro-1,3,2-dioxaphospholane by reacting with molecular oxygen.

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Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
Reacts violently with water.
RIDADR 
UN 3265 8 / PGII
WGK Germany 
3
Flash Point(F) 
>235.4 °F
Flash Point(C) 
>113 °C
Protocols & Articles

Articles

Bioactive Hydrogels

The first report of the synthesis of composite materials comprising conducting polymers and hydrogels was in 1994 by Wallace et al.1 Their objective was to enhance the porosity and ion-transport prop...
Anthony Guiseppi-Elie
Material Matters 2006, 1.1, 8.
Keywords: Adsorption, Applications, Automotive, Biomaterials, Emulsion polymerization, Enzyme activity, Growth factors, Hydration reaction, Immobilization, Polymerization reactions, Support

Peer-Reviewed Papers
15

References

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