phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester
triethylamine
A
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With water for 1h; Ambient temperature; | A 96.4% B 88.6% |
Conditions | Yield |
---|---|
With water In acetone at 20℃; for 20h; | A n/a B n/a C 95% |
chloral hydrate
di(1,1,3-trihydrotetrafluoropropyl)phenyl phosphonite
A
2,2,3,3-tetrafluoropropanol
B
(1,1,3-trihydrotetrafluoropropyl) (1-hydroxy-2,2,2-trichloroethyl)phenylphosphinate
Conditions | Yield |
---|---|
In benzene at 30 - 40℃; for 12h; Abramov reaction; Inert atmosphere; | A n/a B 95% |
2,2,3,3,4,4,5,5-octafluorovaleraldehyde
tris(2,2,3,3-tetrafluoropropyl)phosphite
A
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
In benzene at 20 - 25℃; for 2h; | A n/a B 92% |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
p-Chlorothiophenol
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
at 150℃; for 4h; | A n/a B n/a C 72% |
chloral hydrate
A
2,2,3,3-tetrafluoropropanol
B
O-(1,1,3-trihydrotetrafluoropropyl)-(1-hydroxy-2,2,2-trichloroethyl)methylphosphinate
Conditions | Yield |
---|---|
In benzene for 12h; Heating; | A n/a B 70% C n/a |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
para-bromobenzenethiol
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
at 150℃; for 4h; | A n/a B n/a C 70% |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
thiophenol
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
at 150℃; for 4h; | A n/a B n/a C 63.5% |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
para-thiocresol
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
at 150℃; for 4h; | A n/a B n/a C 60% |
A
2,2,3,3-tetrafluoropropanol
B
2,2,2-Trifluoroacetaldehyde
C
(2,2,2-Trifluoro-1-hydroxy-ethyl)-phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester
Conditions | Yield |
---|---|
With water In acetone at 20℃; for 20h; | A n/a B n/a C 56% |
2[(3,3,2,2-tetrafluoropropoxy)methyl]thiirane
A
2,2,3,3-tetrafluoropropanol
B
3-(2,2,3,3-tetrafluoropropoxy)-1-propene
Conditions | Yield |
---|---|
at 210 - 215℃; | A n/a B 51% C n/a |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide | |
With di-tert-butyl peroxide at 125℃; for 15.5h; Product distribution / selectivity; | |
With di-tert-butyl peroxide; calcium oxide at 125℃; for 20h; Product distribution / selectivity; |
methanol
polytetrafluoroethylene
A
2,2,3,3-tetrafluoropropanol
B
2,2,3,3,4,4,5,5-octafluoropentan-1-ol
Conditions | Yield |
---|---|
With dibenzoyl peroxide at -30℃; for 6h; Yields of byproduct given; | A 12.3 g B n/a |
With dibenzoyl peroxide at -30℃; for 6h; Yield given; | A 12.3 g B n/a |
bis(1,1,3-trihydroperfluoropropyl) hydrogen phosphate
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
Heating; | A 3.4 g B 0.7 g |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
thiophenol
A
2,2,3,3-tetrafluoropropanol
B
C18H17F16O4PS
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
para-bromobenzenethiol
A
2,2,3,3-tetrafluoropropanol
C12H12F16O4Te
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With hydrogenchloride In hexane; benzene |
A
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
B
2,2,3,3-tetrafluoropropanol
D
1-(2,2,3,3-tetrafluoropropyl)piperidine
Conditions | Yield |
---|---|
at 150℃; for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
at 150℃; for 15h; Yield given. Yields of byproduct given; |
A
morpholine
B
bis(2,2,3,3-tetrafluoropropyl) morpholinophosphonate
C
2,2,3,3-tetrafluoropropanol
D
4-(2,2,3,3-tetrafluoropropyl)morpholine
Conditions | Yield |
---|---|
at 150℃; for 15h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; | |
at 150℃; for 15h; Yield given. Yields of byproduct given; |
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
para-thiocresol
A
2,2,3,3-tetrafluoropropanol
pentakis(2,2,3,3-tetrafluoropropoxy)phosphorane
p-Chlorothiophenol
A
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With dicobalt octacarbonyl; hydrogen at 150℃; under 110326 Torr; |
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With nitric acid Kinetics; Equilibrium constant; Further Variations:; Temperatures; Pressures; |
A
2,2,3,3-tetrafluoropropanol
B
perfluoroindane
C
octafluoro-1-indanone
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In methanol |
chloral hydrate
tris(2,2,3,3-tetrafluoropropyl)phosphite
A
2,2,3,3-tetrafluoropropanol
B
(2,2,2-trichloro-1-hydroxy-ethyl)-phosphonic acid bis-(2,2,3,3-tetrafluoro-propyl) ester
Conditions | Yield |
---|---|
Abramov reaction; |
chloral hydrate
A
2,2,3,3-tetrafluoropropanol
B
O-(1,1,3-trihydrotetrafluoropropyl)-(1-hydroxy-2,2,2-trichloroethyl)methylphosphinate
Conditions | Yield |
---|---|
Abramov reaction; |
Conditions | Yield |
---|---|
With C28H29ClNOP2Ru; hydrogen; sodium methylate In methanol at 36℃; under 3750.38 Torr; Autoclave; |
2,2,3,3-tetrafluoropropanol
2-chloro-2,2-diphenyl-3,5-bis(1,1,2,2-tetrafluoroethyl)-1,4,2-dioxaphospholane
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 1h; | 100% |
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With dibutyltin dilaurate at 50 - 70℃; for 0.5h; | 100% |
6-bromo-pyridin-3-ol
2,2,3,3-tetrafluoropropanol
2-bromo-5-(2,2,3,3-tetrafluoropropoxy)pyridine
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 1h; | 100% |
perfluoropropylene
2,2,3,3-tetrafluoropropanol
1,1,1,2,3,3-hexafluoro-3-(2,2,3,3-tetrafluoropropoxy)propane
Conditions | Yield |
---|---|
With potassium hydroxide In water at 50 - 60℃; under 3000.3 - 3750.38 Torr; Inert atmosphere; Autoclave; | 99.8% |
With potassium hydroxide at 20 - 40℃; | 87% |
With potassium hydroxide | |
With potassium hydroxide In acetonitrile cooling; |
Conditions | Yield |
---|---|
With potassium hydroxide In water at 75 - 80℃; under 6000.6 Torr; Inert atmosphere; Autoclave; | 99.8% |
2,2,3,3-tetrafluoropropanol
carbonic acid dimethyl ester
bis(2,2,3,3-tetrafluoropropyl) carbonate
Conditions | Yield |
---|---|
With sodium carbonate at 60 - 100℃; for 4h; | 99.2% |
2,2,3,3-tetrafluoropropanol
(1,2,3,4,5,6-Hexachloro-2,3,4,5,6-pentafluoro-cyclohexyl)-[2-(2,2,3,3-tetrafluoro-propoxy)-2λ5-benzo[1,3,2]dioxaphosphol-2-ylidene]-amine
2,2-bis(2,2,3,3-tetrafluoropropoxy)-2-(2,3,4,5,6-pentachloro-2,3,4,5,6-pentafluorocyclohexylideneamino)-1,3,2-benzodioxaphosphole
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 20h; | 99% |
1,1,1,3,3,3-hexachloro-propan-2-one
2,2,3,3-tetrafluoropropanol
A
chloroform
B
bis(2,2,3,3-tetrafluoropropyl) carbonate
Conditions | Yield |
---|---|
With potassium fluoride; zirconium(IV) oxide at 140℃; for 10h; Product distribution / selectivity; pressure tight reactor; | A 99% B 99% |
2,2,3,3-tetrafluoropropanol
O,O-bis(1,1,3-trihydroperfluoropropyl) hydrogen dithiophosphate
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide at 150 - 170℃; for 45h; | 98.7% |
With tetraphosphorus decasulfide; triethylamine for 2h; Heating; | 57% |
polytetrafluoroethylene
2,2,3,3-tetrafluoropropanol
1,1,2,2-tetrafluoro-3-(1,1,2,2-tetrafluoroethoxy)propane
Conditions | Yield |
---|---|
With potassium hydroxide In water at 75 - 95℃; under 5625.56 - 6000.6 Torr; for 8.5h; Product distribution / selectivity; Inert atmosphere; Autoclave; | 98.5% |
With sodium In 1,4-dioxane | |
With potassium hydroxide In N,N-dimethyl-formamide | |
With potassium hydroxide In water at 20 - 95℃; under 750.075 - 6000.6 Torr; Product distribution / selectivity; Inert atmosphere; Industry scale; Autoclave; |
2,2,3,3-tetrafluoropropanol
Chlorotrifluoroethylene
3-(2-Chloro-1,1,2-trifluoro-ethoxy)-1,1,2,2-tetrafluoro-propane
Conditions | Yield |
---|---|
With potassium hydroxide In water at 75 - 85℃; under 3000.3 Torr; Inert atmosphere; Autoclave; | 98% |
With potassium hydroxide In N,N-dimethyl-formamide |
2,2,3,3-tetrafluoropropanol
4,5-benzo-1,3,2-dioxaphosphol-2-yl 2,2,2-trifluoroacetate
A
2-(2,2,3,3-tetrafluoropropoxy)-4,5-benzo-1,3,2-dioxaphospholane
B
trifluoroacetic acid
Conditions | Yield |
---|---|
A 98% B n/a |
2,2,3,3-tetrafluoropropanol
tris(2,2,3,3-tetrafluoropropyl)phosphite
benzenesulfenyl chloride
C18H17F16O4PS
Conditions | Yield |
---|---|
With triethylamine In diethyl ether; dichloromethane at -50 - 20℃; for 1h; | 98% |
2,2,3,3-tetrafluoropropanol
3-[(chlorosulfinyl)oxy]-1,1,2,2-tetrafluoropropane
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide In chloroform at -10 - 20℃; | 98% |
With N,N-dimethyl-formamide at 25℃; Kinetics; Temperature; |
Conditions | Yield |
---|---|
Stage #1: carbon monoxide; n-decanoyl chloride With 2AlBr3*CBr4 at -20℃; under 735.576 Torr; for 1.45h; Stage #2: 2,2,3,3-tetrafluoropropanol at -20℃; under 735.576 Torr; for 2h; regioselective reaction; | 98% |
2,2,3,3-tetrafluoropropanol
p-toluenesulfonyl chloride
p-toluenesulfonic acid-2,2,3,3-tetrafluoropropyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 3h; Ambient temperature; | 97% |
With triethylamine at 20℃; for 7h; | 94% |
With potassium hydroxide In benzene at 80℃; for 1h; | 87% |
1,1,1,3,3,3-hexachloro-propan-2-one
2,2,3,3-tetrafluoropropanol
bis(2,2,3,3-tetrafluoropropyl) carbonate
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluoropropanol With Tetraethylene glycol dimethyl ether; potassium carbonate at 10 - 30℃; Stage #2: 1,1,1,3,3,3-hexachloro-propan-2-one at 30 - 70℃; Reagent/catalyst; | 97% |
With potassium fluoride at 100℃; for 10h; | 100 g |
2,2,3,3-tetrafluoropropanol
Conditions | Yield |
---|---|
With palladium on activated charcoal In tetrahydrofuran at 65℃; for 48h; Schlenk technique; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 24h; Irradiation; | 97% |
2,2,3,3-tetrafluoropropanol
phosphoric acid tris-(2,2,3,3-tetrafluoro-propyl ester)
Conditions | Yield |
---|---|
With magnesium sulfate; trichlorophosphate at 60 - 120℃; | 96% |
With lithium chloride; trichlorophosphate for 2.5h; bath temperature 160 deg C; | 91.6% |
With phosphorus pentachloride at 20℃; for 12h; | 66% |
2,2,3,3-tetrafluoropropanol
bis[(2,2,3,3-tetrafluoropropoxy)sulfonyl]amine
Conditions | Yield |
---|---|
With bis(chlorosulfonyl)amine In benzene for 2h; Heating; | 96% |
2,3-dichloro-pyridine
2,2,3,3-tetrafluoropropanol
3-chloro-2-(2,2,3,3-tetrafluoropropyl)pyridine
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: 2,3-dichloro-pyridine In tetrahydrofuran; mineral oil for 16h; Reflux; | 96% |
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: 2,3-dichloro-pyridine In tetrahydrofuran; mineral oil for 16h; Reflux; | 96% |
Conditions | Yield |
---|---|
Stage #1: Nonanoyl chloride; carbon monoxide With 2AlBr3*CBr4 at -20℃; under 735.576 Torr; for 1.45h; Stage #2: 2,2,3,3-tetrafluoropropanol at -20℃; under 735.576 Torr; regioselective reaction; | 96% |
2,2,3,3-tetrafluoropropanol
Dichlorophenylphosphine
di(1,1,3-trihydrotetrafluoropropyl)phenyl phosphonite
Conditions | Yield |
---|---|
at 20 - 25℃; | 95% |
In pyridine |
2,2,3,3-tetrafluoropropanol
2-bromo-2,2-bis(2,2,3,3-tetrafluorpropoxy)-4,5-benzo-1,3,2-dioxaphospholane
2-(2,2,3,3-tetrafluoropropoxy)-2-oxobenzo-1,3,2λ5-dioxaphosphole
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at -40℃; for 0.5h; | 94% |
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium In 1,4-dioxane Stage #2: bromochlorobenzene With N,N-dimethyl-formamide; copper(I) bromide In 1,4-dioxane at 110℃; for 6h; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With HCF2CF2OCF2CF2SO2N=S=O for 1h; -20 deg C up to 25 deg C; | 93% |
With thionyl chloride; iron(III) chloride at 60℃; for 4h; | 80% |
With pyridine; thionyl chloride In diethyl ether at -20℃; |
The 2,2,3,3-Tetrafluoro-1-propanol, with the cas registry number 76-37-9, has the systematic name of 2,2,3,3-tetrafluoropropan-1-ol. This is a kind of stable chemical, and it is incompatible with strong oxidizing agents, strong bases, sodium, potassium, acid chlorides, acid anhydrides. Its product categories are various, including industrial/fine chemicals; small molecule; organic fluorides; alcohols; c2 to c6; oxygen compounds.
The characteristics of this chemical are as follows: (1)#H bond acceptors: 1; (2)#H bond donors: 1; (3)#Freely Rotating Bonds: 3; (4)Polar Surface Area: 20.23; (5)Index of Refraction: 1.296; (6)Molar Refractivity: 18.06 cm3; (7)Molar Volume: 97.7 cm3; (8)Polarizability: 7.16 ×10-24 cm3; (9)Surface Tension: 17 dyne/cm; (10)Density: 1.35 g/cm3; (11)Flash Point: 31 °C; (12)Enthalpy of Vaporization: 40.59 kJ/mol; (13)Boiling Point: 109.5 °C at 760 mmHg; (14)Vapour Pressure: 13.1 mmHg at 25°C; (15)Exact Mass: 132.019828; (16)MonoIsotopic Mass: 132.019828; (17)Topological Polar Surface Area: 20.2; (18)Heavy Atom Count: 8; (19)Complexity: 71.7.
Use of 2,2,3,3-Tetrafluoro-1-propanol is as below: 2,2,3,3-Tetrafluoro-1-propanol could react to produce 3-chloro-1,1,2,2-tetrafluoro-propane, with the following condition: reagent: (2-chloro-1,1,2-trifluoro-ethyl)-diethyl-amin; reaction temp.: 170 ℃.
As to its usage, it is widely applied in many ways. It is usually used in pharmaceutics, intermediate for pesticide, light disk paint solvent, and cleaning agent.
When dealing with this chemical, you should be cautious and then take some measures to protect yourself. For one thing, it is irritant. This chemical is irritating to eyes, respiratory system and skin. For another thing, it is harmful, and may cause damage to health. In addition, it is highly flammable. It may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water. Therefore, you should take the following instructions. Wear suitable clothing, gloves and eye/face protection, and keep away from sources of ignition - No smoking. If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Additionally, the following data information could be converted into the molecular structure:
(1)SMILES:FC(F)C(F)(F)CO
(2)InChI:InChI=1/C3H4F4O/c4-2(5)3(6,7)1-8/h2,8H,1H2
(3)InChIKey:NBUKAOOFKZFCGD-UHFFFAOYAL
Below are the toxicity information of this chemical:
Organism Test Type Route Reported Dose (Normalized Dose) Effect Source mouse LC50 inhalation 8600mg/m3/2H (8600mg/m3) "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 109, 1982. rat LCLo inhalation 2000ppm/4H (2000ppm) BEHAVIORAL: GENERAL ANESTHETIC
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: MUSCLE WEAKNESSJournal of Occupational Medicine. Vol. 4, Pg. 262, 1962. rat LDLo oral 3400mg/kg (3400mg/kg) BEHAVIORAL: GENERAL ANESTHETIC
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
GASTROINTESTINAL: OTHER CHANGESJournal of Occupational Medicine. Vol. 4, Pg. 262, 1962
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