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Conditions | Yield |
---|---|
With hydrogenchloride; water at 0 - 20℃; for 1.25h; Inert atmosphere; | 96% |
With hydrogenchloride In water at 0 - 20℃; for 1.5h; | 93% |
With hydrogenchloride; water In water at 0 - 20℃; for 1.25h; | 87% |
tetrahydro-2H-2-pyranol
Conditions | Yield |
---|---|
With methanol; iodine; magnesium at 40℃; for 3h; | 96% |
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In diethyl ether; hexane at -78℃; for 2h; Reduction; | 93% |
With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 2h; | 91% |
With diisobutylaluminium hydride In hexane; dichloromethane at -78℃; for 0.25h; | 88% |
3,4-dihydro-2H-pyran
1,6-hexanediol
A
tetrahydro-2H-2-pyranol
B
6-(tetrahydro-2H-pyranyloxy)hexan-1-ol
C
1,6-bis(tetrahydropyranyloxy)hexane
Conditions | Yield |
---|---|
With Dowex 50W x 2 In toluene at 30℃; for 2.5h; Etherification; hydration; | A n/a B 89% C 2% |
ethyl 2-<1-(2-tetrahydropyranylperoxy)ethyl>propenoate
A
tetrahydro-2H-2-pyranol
B
n-butyl formate
Conditions | Yield |
---|---|
With tert-butyl peroxyacetate In cyclohexane at 110℃; under 0.001 Torr; for 12h; further solvents; | A 1 % Chromat. B 6 % Chromat. C 7% D 75% |
5-triphenylmethoxypentanal
tetrahydro-2H-2-pyranol
Conditions | Yield |
---|---|
Stage #1: 5-triphenylmethoxypentanal With boron trichloride In dichloromethane at -30℃; for 0.75h; Substitution; Stage #2: With methanol Cyclization; methanolysis; Further stages.; | 75% |
(E)-pent-2-ene-1,5-diol
carbon monoxide
A
tetrahydro-2H-2-pyranol
B
1 ,5-pentanediol
C
2,3,3aβ,4,5,6aβ-perhydrofuro<2,3b>furan
Conditions | Yield |
---|---|
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In dichloromethane at 120℃; under 45003.6 Torr; for 20h; Product distribution; Further Variations:; Reagents; Solvents; | A n/a B n/a C 72% D n/a |
(E)-pent-2-ene-1,5-diol
carbon monoxide
A
tetrahydro-2H-2-pyranol
B
2,3,3aβ,4,5,6aβ-perhydrofuro<2,3b>furan
Conditions | Yield |
---|---|
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; hydrogen; triphenylphosphine In dichloromethane at 120℃; under 45003.6 Torr; for 20h; | A n/a B 72% |
Conditions | Yield |
---|---|
With copper(l) iodide; zinc In water ultrasonic irradiation; | 70% |
3,4,5,6-tetrahydro-2H-pyran-2-one
A
tetrahydro-2H-2-pyranol
B
5-hydroxypentanal
Conditions | Yield |
---|---|
With diisobutylaluminium hydride In dichloromethane; toluene at -70℃; for 3h; Inert atmosphere; Overall yield = 0.71 g; | A 65% B 25% |
The 2H-Pyran-2-ol,tetrahydro- is an organic compound with the formula C5H10O2. The IUPAC name of this chemical is Oxan-2-ol. With the CAS registry number 694-54-2, it is also named as 2-Tetrahydropyranol. Besides, it is clear colorless liquid, which should be stored in a cool, sealed, dry place.
Physical properties about 2H-Pyran-2-ol,tetrahydro- are: (1)ACD/LogP: -0.36; (2)ACD/LogD (pH 5.5): -0.36; (3)ACD/LogD (pH 7.4): -0.36; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 15.15; (7)ACD/KOC (pH 7.4): 15.15; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.467; (13)Molar Refractivity: 26.25 cm3; (14)Molar Volume: 94.4 cm3; (15)Polarizability: 10.4×10-24 cm3; (16)Surface Tension: 36 dyne/cm; (17)Density: 1.08 g/cm3; (18)Flash Point: 71.4 °C; (19)Enthalpy of Vaporization: 47.37 kJ/mol; (20)Boiling Point: 170.5 °C at 760 mmHg; (21)Vapour Pressure: 0.471 mmHg at 25 °C.
Preparation: this chemical can be prepared by Tetrahydro-pyran-2-one. This reaction will need reagent diisobutylaluminum hydride (DIBAL-H) and solvent toluene. The reaction time is 1 hour with reaction temperature of -70 °C.
Uses of 2H-Pyran-2-ol,tetrahydro-: it can be used to produce 2-Phenylselanyl-tetrahydro-pyran at temperature of 25 °C. It will need reagent p-toluenesulfonic acid and solvent benzene. The yield is about 92%.
When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation and if swallowed. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C5H10O2/c6-5-3-1-2-4-7-5/h5-6H,1-4H2
(2)InChIKey: CELWCAITJAEQNL-UHFFFAOYAE
(3)Std. InChI: InChI=1S/C5H10O2/c6-5-3-1-2-4-7-5/h5-6H,1-4H2
(4)Std. InChIKey: CELWCAITJAEQNL-UHFFFAOYSA-N