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

Melting point:

12-14 °C

Boiling point:

89-91 °C0.8 mm Hg(lit.)

Density 

1.55 g/mL at 25 °C(lit.)

vapor pressure 

1.06hPa at 25℃

refractive index 

n20/D 1.45(lit.)

Flash point:

>230 °F

storage temp. 

-20°C

solubility 

Chloroform (Soluble), Ethyl Acetate (Slightly)

form 

Solid or Film

color 

White to off-white

Water Solubility 

Miscible with water and chloroform.

Sensitive 

Moisture Sensitive

BRN 

606582

Stability:

Extremely moisture sensitive

InChIKey

SBMUNILHNJLMBF-UHFFFAOYSA-N

LogP

-0.485 at 25℃ and pH7

CAS DataBase Reference

6609-64-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

14-34

Safety Statements 

26-36/37/39-45-8-25-27

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

F 

10

HazardClass 

8

PackingGroup 

II

HS Code 

29209090

MSDS

• Language:English Provider:2-Chloro-1,3,2-dioxaphospholane-2-oxide
• Language:English Provider:SigmaAldrich
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• Language:English Provider:ALFA

2-Chloro-1,3,2-dioxaphospholane-2-oxide Usage And Synthesis

Chemical Properties

clear colourless liquid

Uses

Ethylene chlorophosphate is used in the syntheses of 2-methacryloyoxyethylphophocholine, phosphatidylcholines, 2',3'-O-16-hentriacontanyliden-adenosine-5'-phosphocholine and hexadecylphosphocholine. It is also involved the synthesis of alpha-naphthylphosphorylcholine, which is used to detect phospholipase C activity. It is an important reactant for the synthesis of a zwitterionic silane, UV-polymerizable lipids utilizing Chabrier reaction and block copolymers of poly(aliphatic ester) clickable polyphosphoester.

Uses

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

Uses

2-Chloro-1,3,2-dioxaphospholane-2-oxide is used in the synthesis of α-naphthylphosphorylcholine as a method to detect phospholipase C activity.

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.

Purification Methods

It should be distilled under high vacuum as some polymerisation occurs at -1atmospheric pressure. It has IR bands at 3012, 2933, 1477, 1366, 1325, 1040, 924 and 858 cm . It is hydrolysed to HOCH2CH2OPO3H2 in 30minutes in H2O at 100o [IR: Cox & Westheimer J Am Chem Soc 80 5441 1958]. [Beilstein 1 IV 2419.]

2-Chloro-1,3,2-dioxaphospholane-2-oxide(6609-64-9)Related Product Information

• INDIUM TIN OXIDE
• Cyclopentyl chloride
• Phosphorus oxybromide
• Pralidoxime Chloride
• Bromocyclopentane
• Methylcyclopentane
• ETHYLENE OXIDE
• Fluroxypyr
• NITRIC OXIDE
• Cyclopentane
• Zinc oxide
• Chromium(III) oxide
• (Diethoxymethyl)diphenylphosphine oxide
• NITROUS OXIDE
• (4R,5R)-2-CHLORO-4,5-DIMETHYL-1,3,2-DIOXAPHOSPHOLANE 2-OXIDE
• DIMETHYL PHOSPHOROCHLORIDATE
• Difluorochloromethane
• 2-Chloro-1,3,2-dioxaphospholane