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

ALDRICH/377953

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

CAS Number: 6609-64-9
Empirical Formula (Hill Notation): C2H4ClO3P
Molecular Weight: 142.48
EC Number: 229-560-6
MDL Number: MFCD00043138
Linear Formula: C2H4ClO3P
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-377953-5G 5 g
$159.00
1/EA
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bp 89-91 °C/0.8 mmHg (lit.)
density 1.55 g/mL at 25 °C (lit.)
form liquid
impurities <10% 2-Chloro-1,3,2-dioxaphospholane
InChI 1S/C2H4ClO3P/c3-7(4)5-1-2-6-7/h1-2H2
InChI key SBMUNILHNJLMBF-UHFFFAOYSA-N
mp 12-14 °C (neat) (lit.)
refractive index n20/D 1.45 (lit.)
SMILES string ClP1(=O)OCCO1
storage temp. −20°C
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
Application: 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 .

2-Chloro-1,3,2-dioxaphospholane 2-oxide is used in esterification reactions for cyclic phosphate synthesis, also reacts with phenyl grignard reagents.
Packaging: 5 g in glass bottle
Symbol GHS05  GHS05
Signal word Danger
Hazard statements H314
Precautionary statements P280 - P305 + P351 + P338 - P310
Hazard Codes C
Risk Statements 14-34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8 / PGII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Supplemental Hazard Statements EUH014
bp 89-91 °C/0.8 mmHg (lit.)
mp 12-14 °C (neat) (lit.)
Density 1.55 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.45 (lit.)
Storage Temp. −20°C
UNSPSC 12352100

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