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2-Chloro-1,3,2-dioxaphospholane

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Name

2-Chloro-1,3,2-dioxaphospholane

EINECS 212-499-4
CAS No. 822-39-9 Density 1.422
PSA 32.05000 LogP 1.49890
Solubility N/A Melting Point -28oC
Formula C2H4 Cl O2 P Boiling Point 117.4 °C at 760 mmHg 62 oC (20 mmHg)
Molecular Weight 126.479 Flash Point 86 ºC
Transport Information UN 3264 Appearance clear colorless to slightly yellow liquid
Safety S25;S8 Risk Codes R14;R34   
Molecular Structure Molecular Structure of 822-39-9 (2-Chloro-1,3,2-dioxaphospholane) Hazard Symbols
Synonyms

Ethylenephosphorochloridite (6CI,7CI); Phosphorochloridous acid, cyclic ethylene ester(8CI); Ethylene glycol, cyclic phosphorochloridite (8CI);2-Chloro-1,3,2-dioxaphospholane; Cyclic O,O-ethylene phosphorochloridite;Cyclic ethylene chlorophosphite; Cyclic ethylene phosphorochloridite; Ethylenechlorophosphite; Ethylene glycol chlorophosphite

Article Data 38

2-Chloro-1,3,2-dioxaphospholane Synthetic route

107-21-1

ethylene glycol

822-39-9

2-chloro-1,3,2-dioxaphospholan

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane at 0℃; for 14h;92%
With phosphorus trichloride In dichloromethane at 20℃; for 0.5h; Inert atmosphere;74.7%
With phosphorus trichloride In dichloromethane at 20℃; for 3h; Inert atmosphere;67%
107-21-1

ethylene glycol

A

37445-80-0

1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphosphahexane

B

822-39-9

2-chloro-1,3,2-dioxaphospholan

Conditions
ConditionsYield
With triethylamine; phosphorus trichloride at 45℃; Reagent/catalyst;A 51.7%
B n/a
With phosphorus trichloride anfangs unter Luehlung,dann bei 60-70grad;
18882-67-2

2-methyl-[1,3,2]dioxarsolane

822-39-9

2-chloro-1,3,2-dioxaphospholan

Conditions
ConditionsYield
With phosphorus trichloride In benzene
110-86-1

pyridine

60-29-7

diethyl ether

107-21-1

ethylene glycol

7719-12-2, 52843-90-0

phosphorus trichloride

822-39-9

2-chloro-1,3,2-dioxaphospholan

75-09-2

dichloromethane

107-21-1

ethylene glycol

7719-12-2, 52843-90-0

phosphorus trichloride

822-39-9

2-chloro-1,3,2-dioxaphospholan

60-29-7

diethyl ether

107-21-1

ethylene glycol

121-69-7

N,N-dimethyl-aniline

7719-12-2, 52843-90-0

phosphorus trichloride

822-39-9

2-chloro-1,3,2-dioxaphospholan

107-21-1

ethylene glycol

7719-12-2, 52843-90-0

phosphorus trichloride

A

37445-80-0

1,1,6,6-tetrachloro-2,5-dioxa-1,6-diphosphahexane

B

822-39-9

2-chloro-1,3,2-dioxaphospholan

Conditions
ConditionsYield
anfangs unter Kuehlung, dann bei 60-70grad;
822-39-9

2-chloro-1,3,2-dioxaphospholan

85741-80-6

2-azido-1,3,2-dioxaphospholane

Conditions
ConditionsYield
With trimethylsilylazide at 0 - 5℃; for 3h;100%
With (C2H5)3N*NH3
88070-48-8

N-methylbenzamide

822-39-9

2-chloro-1,3,2-dioxaphospholan

ethylene benzoylmethyphosphoramidite

Conditions
ConditionsYield
In diethyl ether Ambient temperature;97%
127472-90-6

2,3-Di(stearoyloxy)-1-propanthiol

822-39-9

2-chloro-1,3,2-dioxaphospholan

134152-76-4

2-(2,3-Distearoyloxypropyl)-1,3,2-dioxaphospholan-2-sulfid

Conditions
ConditionsYield
With triethylamine In benzene for 3h; Ambient temperature;96%

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

IUPAC Name: 2-Chloro-1,3,2-dioxaphospholane
Synonyms of 1,3,2-Dioxaphospholane,2-chloro- (CAS NO.822-39-9): 2-Chloro-1,3,2-dioxaphospholane ; Ethylene chlorophosphite ; Ethylene glycol chlorophosphite
CAS NO: 822-39-9
Molecular Formula: C2H4ClO2P
Molecular Weight: 126.48
Molecular Structure:
EINECS: 212-499-4
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 32.05 Å2
Flash Point: 24.8 °C
Enthalpy of Vaporization: 34.09 kJ/mol
Boiling Point: 117.4 °C at 760 mmHg
Vapour Pressure: 20.8 mmHg at 25°C
Storage temp: 2-8°C
Sensitive: Moisture Sensitive
Appearance: Clear Colourless Oil
SMILES: ClP1OCCO1
InChI: InChI=1/C2H4ClO2P/c3-6-4-1-2-5-6/h1-2H2
InChIKey: OLSFRDLMFAOSIA-UHFFFAOYAF
Std. InChI: InChI=1S/C2H4ClO2P/c3-6-4-1-2-5-6/h1-2H2
Std. InChIKey: OLSFRDLMFAOSIA-UHFFFAOYSA-N
Product Categories of 1,3,2-Dioxaphospholane,2-chloro- (CAS NO.822-39-9): Biochemistry;Nucleosides, Nucleotides & Related Reagents;Phosphorylating and Phosphorothioating Agents;Phosphorylation;Protecting Agents, Phosphorylating Agents & Condensing Agents;Synthetic Organic Chemistry;Phosphorylating and Phosphitylating Agents

2-Chloro-1,3,2-dioxaphospholane Uses

 1,3,2-Dioxaphospholane,2-chloro- (CAS NO.822-39-9) is used as highly reactive cyclic phosphitylating reagent which provides fast coupling rates, and hydrolytic cleavage occurs more readily than with acyclic analogs.

2-Chloro-1,3,2-dioxaphospholane Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 14-34-37
R14 : Reacts violently with water. 
R34: Causes burns. 
R37: Irritating to respiratory system
Safety Statements: 8-25-26-36/37/39-45
S8: Keep container dry. 
S25: Avoid contact with eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3264 8/PG 2
WGK Germany: 3
F: 1-10
HazardClass: 8
PackingGroup: II

2-Chloro-1,3,2-dioxaphospholane Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Water Reactive. Combustible liquid.
Extinguishing Media: Do NOT use water directly on fire. Use foam, dry chemical, or carbon dioxide. 
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Keep 1,3,2-Dioxaphospholane,2-chloro- (CAS NO.822-39-9) away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Keep under a nitrogen blanket. Keep refrigerated. (Store below 4°C/39°F.)

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