3-Hydroxytetrahydrofuran
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In dichloromethane at -5 - 20℃; for 1h; Solvent; | 95% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In dichloromethane at -5 - 20℃; for 1h; Solvent; | 95% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In dichloromethane at -5 - 20℃; for 1h; Solvent; | 95% |
methyl 4-oxotetrahydrofuran-3-carboxylate
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; for 3h; Reagent/catalyst; Temperature; | 90.7% |
In sulfuric acid | 6.8 g (79%) |
ethyl tetrahydrofuran-3-one 4-carboxylate
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With sulfuric acid at 80℃; for 5h; Reagent/catalyst; | 82.3% |
2,3-dihydro-2H-furan
A
tetrahydrofuran-3-one
RS(SR)-2,3-dibromotetrahydrofuran
Conditions | Yield |
---|---|
With water; oxygen; lithium bromide; copper(ll) bromide In tetrahydrofuran at 25℃; under 760.051 Torr; | A 15% B 75% C 10% |
3-hydroxyfuran
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
Stage #1: 3-hydroxyfuran With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide In dichloromethane; water ice-water bath; Stage #2: With sodium hypochlorite; sodium hydrogencarbonate In dichloromethane; water at 0 - 5℃; for 2.66667h; | 67% |
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide In dichloromethane at 0 - 5℃; for 2.66667h; pH=9.5; | 67% |
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide In dichloromethane; water at 0 - 5℃; for 2.66667h; pH=9.5; | 67% |
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With copper oxide-chromium oxide catalyst at 200 - 250℃; | |
With sodium dichromate; diethyl ether; sulfuric acid |
2,3-dihydro-2H-furan
A
tetrahydrofuran-3-one
B
(2S,3S)-3-chlorotetrahydrofuran-2-ol
Conditions | Yield |
---|---|
With (R)-2,2'-bis[bis(3-methylphenyl)phosphino]-1,1'-binaphthyl; copper dichloride; palladium (II) ion Title compound not separated from byproducts; |
2,5-dihydrofuran
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With dinitrogen monoxide In benzene at 220℃; for 12h; pressure; |
1-butyn-4-ol
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With 5-bromo-2-methyl-pyridine-N-oxide; [BrettPhosAu]NTf2; trifluoroacetic acid In 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere; Darkness; | 42 %Spectr. |
tetrahydrofuran-3-one
4-methoxybenzenesulfonyl hydrazide
N'-(dihydrofuran-3(2H)-ylidene)-4-methoxybenzene-sulfonohydrazide
Conditions | Yield |
---|---|
In methanol at 20℃; Schlenk technique; | 100% |
tetrahydrofuran-3-one
toluene-4-sulfonic acid hydrazide
N'-(dihydrofuran-3(2H)-ylidene)-4-methylbenzene-sulfonohydrazide
Conditions | Yield |
---|---|
In methanol at 20℃; Schlenk technique; | 100% |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 0.75h; | 99% |
Stage #1: tetrahydrofuran-3-one; C26H37FN4O4 With acetic acid In dichloromethane at 20℃; for 0.75h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; |
tetrahydrofuran-3-one
acetylenemagnesium bromide
1-ethynyl-3-oxacyclopentanol
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; | 97% |
Stage #1: tetrahydrofuran-3-one; acetylenemagnesium bromide In tetrahydrofuran at 0 - 20℃; Stage #2: With water; ammonium chloride In tetrahydrofuran | 57% |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20 - 30℃; for 6h; Reagent/catalyst; Temperature; | 96.7% |
tetrahydrofuran-3-one
sodium cyanide
Conditions | Yield |
---|---|
Stage #1: tetrahydrofuran-3-one With ammonia; acetic acid In methanol at 20℃; for 0.166667h; Cooling with ice; Stage #2: sodium cyanide In methanol at 20 - 50℃; for 2h; Stage #3: With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.25h; | 96% |
tetrahydrofuran-3-one
tert-Butoxybis(dimethylamino)methane
Conditions | Yield |
---|---|
In toluene at 20℃; for 18h; | 90% |
tetrahydrofuran-3-one
trimethylsilylacetylene
Conditions | Yield |
---|---|
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Stage #2: tetrahydrofuran-3-one In tetrahydrofuran at -78 - 20℃; for 1.33333h; | 89% |
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: tetrahydrofuran-3-one In tetrahydrofuran at -78 - 20℃; for 1.33333h; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: tetrahydrofuran-3-one In tetrahydrofuran; hexane at -78 - 20℃; for 2h; | 89% |
tetrahydrofuran-3-one
N,N-dimethylammonium chloride
potassium cyanide
3-cyano-3-dimethylamino-tetrahydrofurane
Conditions | Yield |
---|---|
In water Ambient temperature; | 88% |
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
Stage #1: tetrahydrofuran-3-one; ethyl 1-(6-(3,5-difluoro-2-((2-methyl-4-(piperidin-4-yl)benzyl)oxy)phenyl)pyridin-2-yl)piperidine-4-carboxylate In methanol at 25℃; for 3h; Molecular sieve; Stage #2: With sodium cyanoborohydride In methanol at 50℃; for 12h; | 88% |
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
Stage #1: tetrahydrofuran-3-one; 1,1,1,3,3,3-hexafluoropropan-2-yl 1-(5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carbonyl)-1,8-diazaspiro[4.5]decane-8-carboxylate With triethylamine In 1,2-dichloro-ethane at 20℃; for 1.5h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 4h; | 86% |
Conditions | Yield |
---|---|
With triethylamine In ethanol at 20℃; for 18h; | 85.9% |
tetrahydrofuran-3-one
methanesulfonic acid
homoalylic alcohol
methanesulfonic acid 2,6-dioxaspiro[4.5]dec-9-yl ester
Conditions | Yield |
---|---|
In dichloromethane at 23℃; Prins cyclization; | 85% |
In dichloromethane at 25℃; for 16h; |
tetrahydrofuran-3-one
Conditions | Yield |
---|---|
With sodium cyanoborohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 6h; | 85% |
Conditions | Yield |
---|---|
With sodium persulfate; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; trifluoroacetic acid In water at 23℃; for 24h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction; | 83% |
Conditions | Yield |
---|---|
Stage #1: tetrahydrofuran-3-one; ethylamine With sodium tetrahydroborate In tetrahydrofuran; methanol at 20℃; for 16h; Molecular sieve; Stage #2: With methanol; sodium tetrahydroborate In tetrahydrofuran at 0 - 20℃; for 2h; | 83% |
tetrahydrofuran-3-one
1-bromo-4-methoxy-benzene
Conditions | Yield |
---|---|
Stage #1: 1-bromo-4-methoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.416667h; Inert atmosphere; Stage #2: tetrahydrofuran-3-one In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Inert atmosphere; | 82% |
The Dihydrofuran-3(2H)-one, with CAS registry number 22929-52-8, belongs to the following product categories: (1)Carbonyl Compounds; (2)Heterocycles. It has the systematic name of dihydrofuran-3(2H)-one. And its IUPAC name is oxolan-3-one. And the chemical formula of this chemical is C4H6O2.
Physical properties of Dihydrofuran-3(2H)-one: (1)ACD/LogP: -1.15; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.14; (4)ACD/LogD (pH 7.4): -1.14; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.68; (8)ACD/KOC (pH 7.4): 5.68; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.442; (14)Molar Refractivity: 20.18 cm3; (15)Molar Volume: 76.2 cm3; (16)Polarizability: 8×10-24cm3; (17)Surface Tension: 35.4 dyne/cm; (18)Enthalpy of Vaporization: 38.8 kJ/mol; (19)Vapour Pressure: 3.72 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
The Dihydrofuran-3(2H)-one is highly flammable, so keep it away from sources of ignition. This chemical may form explosive peroxides. And it is also harmful if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection and do not breathe vapour. If contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C1COCC1
(2)InChI: InChI=1/C4H6O2/c5-4-1-2-6-3-4/h1-3H2
(3)InChIKey: JLPJFSCQKHRSQR-UHFFFAOYAJ
(4)Std. InChI: InChI=1S/C4H6O2/c5-4-1-2-6-3-4/h1-3H2
(5)Std. InChIKey: JLPJFSCQKHRSQR-UHFFFAOYSA-N
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