4,4,5,5,5-pentafluoro-2-iodopent-2-en-1-ol
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With hydrogen; triethylamine; platinum(IV) oxide In ethyl acetate at 25℃; for 3h; | 95% |
4,4,5,5,5-pentafluoropentyl acetate
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide for 1h; Heating; | 92% |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With Cumene hydroperoxide In isopropyl alcohol at 80℃; for 2h; Reagent/catalyst; Solvent; Temperature; Autoclave; | 83.3% |
4,4,5,5,5-pentafluoro-2-iodopentyl acetate
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 78 percent / azoisobutyronitrile (AIBN), Bu3SnH / 55 - 65 °C 2: 92 percent / aq. NaOH / 1 h / Heating View Scheme |
tert-butyl methyl ether
4,4,5,5,5-pentafluoro-2-iodo-1-pentanol
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With hydrogen; triethylamine; palladium |
4,4,5,5,5-pentafluoro-2-iodo-1-pentanol
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With triethylamine; palladium In water; ethyl acetate | |
With 2,2'-azobis(isobutyronitrile); palladium diacetate at 60 - 70℃; Reagent/catalyst; | |
With hydrogen; triethylamine In acetonitrile at 50℃; under 15001.5 Torr; for 0.5h; Flow reactor; |
4,4,5,5,5-pentafluoro-2-iodo-1-pentanol
ethanolamine
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
palladium In water |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
platinum (IV) oxide In ethyl acetate | |
platinum (IV) oxide In ethyl acetate |
methanesulfonyl chloride
4,4,5,5,5-pentafluorpentan-1-ol
1-methanesulfonyloxy-4,4,5,5,5-pentafluoropentane
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 3 - 12h; Product distribution / selectivity; | 100% |
With triethylamine In tetrahydrofuran at 0 - 20℃; | 99% |
With triethylamine In dichloromethane at 0℃; for 0.75h; | 96% |
thiobenzoic acid
4,4,5,5,5-pentafluorpentan-1-ol
thiobenzoic acid S-(4,4,5,5,5-pentafluoro-pentyl)ester
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | 99% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 17h; | 75 g |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran; water at 5 - 20℃; | 95% |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With thionyl chloride; triethylamine In dichloromethane at 0 - 20℃; Solvent; Reagent/catalyst; | 95% |
With thionyl chloride; triethylamine In dichloromethane at 0 - 20℃; for 2h; Solvent; Reagent/catalyst; | 95% |
p-(chloromethyl)benzoyl chloride
4,4,5,5,5-pentafluorpentan-1-ol
C13H12ClF5O2
Conditions | Yield |
---|---|
With triethylamine In acetone at 10 - 20℃; for 2h; Inert atmosphere; | 93% |
With triethylamine In acetone at 10 - 20℃; for 2h; Inert atmosphere; | 93% |
4,4,5,5,5-pentafluorpentan-1-ol
4,4,5,5,5-pentafluoropentyl-4-methylbenzene sulphonate
Conditions | Yield |
---|---|
at 65℃; for 1h; Temperature; Microwave irradiation; Molecular sieve; | 91% |
4,4,5,5,5-pentafluorpentan-1-ol
thioacetic acid
1-(acetylsulfanyl)-4,4,5,5,5-pentafluoropentane
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran 1.) 0 deg C, 30 min; 2.) 0 deg C, 30 min then 25 deg C, 1 h; | 88% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at -10℃; for 1h; Concentration; | 85% |
4,4,5,5,5-pentafluorpentan-1-ol
4,4,5,5,5-pentafluoropentanoic acid
Conditions | Yield |
---|---|
With Jones reagent In acetone at 0 - 20℃; for 1h; | 82% |
With sodium permanganate monohydrate; tetraethylammonium hydrogen sulphate In water at 65 - 75℃; for 6.5h; Large scale; | 77% |
With chromium(VI) oxide; acetic acid at 0 - 20℃; for 26h; | 63% |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 5 - 20℃; | 82% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; Mitsunobu reaction; | 67% |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 20℃; | 67% |
p-toluenesulfonyl chloride
4,4,5,5,5-pentafluorpentan-1-ol
4,4,5,5,5-pentafluoropentyl-4-methylbenzene sulphonate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 24h; | 61% |
With pyridine at 0 - 20℃; | 53% |
With pyridine at 0 - 20℃; | 53% |
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane | |
With triethylamine In dichloromethane at 20℃; for 18h; |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With cyanomethylenetributyl-phosphorane at 105℃; Inert atmosphere; Sealed tube; diastereoselective reaction; | A 50% B n/a |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
With cyanomethylenetributyl-phosphorane at 105℃; Mitsunobu Displacement; Sealed tube; Inert atmosphere; diastereoselective reaction; | A 50% B n/a |
4,4,5,5,5-pentafluorpentan-1-ol
1,1,1,2,2-pentafluoro-5-iodo-pentane
Conditions | Yield |
---|---|
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 1.5h; | 45% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20℃; for 1.5h; Inert atmosphere; | 45% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane for 2.5h; | |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: sodium iodide / acetone / 12 h / Reflux View Scheme | |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; |
{(R)-2-[3-(2-fluoro-6-trifluoromethyl-benzyl)-4-methyl-2,6-dioxo-5-piperazin-1-yl-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester
4,4,5,5,5-pentafluorpentan-1-ol
(R)-tert-butyl-(2-(3-(2-fluoro-6-(trifluoromethyl)benzyl)-4-methyl-2,6-dioxo-5-(4-(4,4,5,5,5-pentafluoropentyl)-piperazin-1-yl)-2,3-dihydropyrimidin-1(6H)-yl)-1-phenylethyl)carbamate
Conditions | Yield |
---|---|
With potassium carbonate; methanesulfonyl chloride; triethylamine In dichloromethane; acetonitrile at 80℃; for 7h; | 21% |
4,4,5,5,5-pentafluorpentan-1-ol
1,1'-carbonyldiimidazole
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | |
In tetrahydrofuran at 20℃; for 0.5h; |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 76 percent / sodium methoxide / methanol; tetrahydrofuran / 12 h / 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 16 percent / sodium methoxide / methanol; tetrahydrofuran / 12 h / 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 76 percent / sodium methoxide / methanol; tetrahydrofuran / 12 h / 20 °C 4: boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 59 percent / sodium methoxide / methanol; tetrahydrofuran / 20 °C 4: hydrogen chloride / methanol / 0.25 h / 60 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 59 percent / sodium methoxide / methanol; tetrahydrofuran / 20 °C 4: hydrogen chloride / methanol / 0.25 h / 60 °C 5: oxone(R) / tetrahydrofuran; H2O / 0.17 h / 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: sodium methoxide / methanol; tetrahydrofuran / 12 h / 20 °C 4: boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: sodium methoxide / methanol; tetrahydrofuran / 20 °C 4: boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 79 percent / sodium methoxide / methanol; tetrahydrofuran / 20 °C 4: 74 percent / boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme |
4,4,5,5,5-pentafluorpentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 33.9 g / triethylamine / CH2Cl2 / 0 - 20 °C 2: 51 percent / acetone / 12 h / 20 °C 3: 11 percent / sodium methoxide / methanol; tetrahydrofuran / 20 °C 4: boron tribromide / CH2Cl2 / -78 - 20 °C View Scheme |
IUPAC Name: 4,4,5,5,5-Pentafluoropentan-1-ol
Systematic of 4,4,5,5,5-Pentafluoro-1-pentanol (CAS NO.148043-73-6): Pentafluoropentanol ; 4,4,5,5,5-Pentafluoropentan-1-ol 96% ; 4,4,5,5,5-Pentafluoropentan-1-ol96% ; 4,4,5,5,5-Pentafluoro-1-pentanol ,97%
CAS NO: 148043-73-6
Molecular Formula of 4,4,5,5,5-Pentafluoro-1-pentanol (CAS NO.148043-73-6): C5H7F5O
Molecular Weight: 178.1005
Molecular Structure:
ProductCategories: AIndustrial/Fine Chemicals;Organic Fluorides;Alcohols;C2 to C6;Oxygen Compounds
Melting Point: 236 °C
Polar Surface Area: 9.23 Å2
Index of Refraction: 1.327
Molar Refractivity: 27.49 cm3
Molar Volume: 135.9 cm3
Surface Tension: 19.4 dyne/cm
Density of 4,4,5,5,5-Pentafluoro-1-pentanol (CAS NO.148043-73-6): 1.31 g/cm3
Flash Point: °C
Enthalpy of Vaporization: 36.74 kJ/mol
Boiling Point: 73.9 °C at 760 mmHg
Vapour Pressure: 78 mmHg at 25°C
Hazard Codes: Xi,F
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
RIDADR: 1993
WGK Germany: 2
Hazard Note: Irritant
HazardClass: FLAMMABLE
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