triclofos
- Product Name
- triclofos
- CAS No.
- 306-52-5
- Chemical Name
- triclofos
- Synonyms
- triclofos;2,2,2-TRICHLOROETHYLPHOSPHATE;Phosphoric acid 2,2,2-trichloroethyl;2,2,2-trichloroethyl dihydrogen phosphate;2,2,2-TRICHLOROETHANOLDIHYDROGENPHOSPHATE;Triclofos (base and/or unspecified salts);Phosphoric acid 2,2,2-trichloroethyl ester;Ethanol, 2,2,2-trichloro-, dihydrogen phosphate;Phosphoric acid dihydrogen 2,2,2-trichloroethyl ester
- CBNumber
- CB2917209
- Molecular Formula
- C2H4Cl3O4P
- Formula Weight
- 229.38
- MOL File
- 306-52-5.mol
triclofos Property
- Boiling point:
- 321.2±52.0 °C(Predicted)
- Density
- 1.891±0.06 g/cm3(Predicted)
- pka
- 1.65±0.10(Predicted)
- EPA Substance Registry System
- Ethanol, 2,2,2-trichloro-, dihydrogen phosphate (306-52-5)
Safety
- Hazardous Substances Data
- 306-52-5(Hazardous Substances Data)
- Toxicity
- LD50 orl-rat: 850 mg/kg GISAAA 33(11),101,68
triclofos Chemical Properties,Usage,Production
Chemical Properties
White powder with saline taste; soluble in water, almost insoluble in ether, and slightly soluble in alcohol (1 g/ 250 mL). Hygroscopic in air. Stable in light; unstable in above ambient temperatures.
Originator
Triclos,Merrell National,US,1972
Uses
Triclofos is a hypnotic and sedative recommended for insomnia, nocturnal awakening, and early morning awakening.
Production Methods
Chloral is reduced with sodium borohydride and the resulting trichloroethanol is esterified with polyphosphoric acid to give the dihydrogen phosphate. The ester is then reacted with an equimolar quantity of sodium hydroxide.
Definition
ChEBI: Triclofos is a monoalkyl phosphate.
Manufacturing Process
Trichloroethanol (500 grams) and phosphorus oxychloride (510 grams) were
added to dry diethyl ether (3.5 liters) and stirred at 10°C with ice/water
cooling. Dry pyridine (270 ml) was added dropwise over 1 hour, maintaining
the temperature below 25°C. The resulting suspension was stirred for a
further 1 hour and then stood at 0°C overnight. The pyridine hydrochloride
was removed by filtration and washed with diethyl ether (2 x 300 ml) and
dried in vacuo over P2O5 to give 380 grams.
The ether filtrate and washings were evaporated at room temperature under
reduced pressure to give a clear liquid residue (801 grams). This residue was
distilled under high vacuum to give trichloroethyl phosphorodichloridate (556
grams, 62.4% of theory), boiling point 75°C/0.8 mm.
The phosphorodichloridate was hydrolyzed by adding to a stirred solution of
sodium carbonate (253 grams) in water (2.9 liters). After 1 hour the solution
was cooled and acidified with a solution of concentrated sulfuric acid (30 ml)
in water (150 ml) and then extracted with a mixture of tetrahydrofuran and
chloroform (2.3/1; 3 x 1 liter). The tetrahydrofuran/chloroform liquors were
bulked and evaporated to dryness to give a light brown oil. This was dissolved
in water (1 liter) and titrated with 2 N sodium hydroxide solution to a pH of
4.05 (volume required 930 ml). The aqueous solution was clarified by filtration
through kieselguhr and then evaporated under reduced pressure to a syrup
(737 grams).
Hot acetone (4.5 liters) was added to this syrup and the clear solution stood
at room temperature for 2 hours and then at 0°C overnight. The white
crystalline solid was filtered off, washed with acetone (2 x 400 ml) and dried
at 60°C in vacuo to give sodium trichloroethyl hydrogen phosphate (414
grams, 49.3% of theory from trichloroethanol).
Therapeutic Function
Sedative, Hypnotic
Safety Profile
Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofPOx and Clí.
triclofos Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from triclofos manufacturers
- Product
- 2,2,2-trichloroethyl dihydrogen phosphate 306-52-5
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2020-01-10
- Product
- triclofos 306-52-5
- Price
- US $1.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000KG
- Release date
- 2020-01-10