Conditions | Yield |
---|---|
With phosphoric acid In acetonitrile at 50℃; for 3h; | 99% |
With zirconium sulfophenyl phosphonate In dichloromethane at 20℃; for 3h; Acetylation; | 97% |
With aluminum triflate at 20℃; for 0.00555556h; | 96% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium iodide at 20℃; for 4h; | 87% |
Conditions | Yield |
---|---|
With pyridine In chloroform for 2h; Ambient temperature; | 86% |
durch Veresterung; |
Conditions | Yield |
---|---|
With iron(III) chloride at 20℃; for 9h; Esterification; | 85% |
With sulfuric acid durch Veresterung; | |
With hydrogenchloride durch Veresterung; | |
With molecular sieve at 120℃; for 8h; |
ethyl acetate
2-Methoxymethoxymethyl-tetrahydro-furan
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With indium (III) iodide for 16h; Heating; | 85% |
tetrahydrofurfuryl tetrahydropyranyl ether
acetyl chloride
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With sodium iodide In acetonitrile for 6h; Ambient temperature; | 84% |
n-Pent-4-enyl alcohol
thallium(III) triacetate
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
In benzene Ambient temperature; | 83% |
In benzene Mechanism; Heating; intramolecular cyclization of other unsaturated alcohols; | 83% |
Tetrahydrofurfuryl alcohol
N,N-dimethyl acetamide
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With cerium(IV) oxide at 155℃; for 36h; Inert atmosphere; Sealed tube; | 82% |
n-Pent-4-enyl alcohol
thallium(III) triacetate
A
tetrahydro-2H-pyran-3-yl acetic acid
B
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
In acetic acid at 60℃; for 0.333333h; | A 32% B 30% |
In acetic acid at 60℃; for 0.333333h; Mechanism; intramolecular cyclization of other unsaturated alcohols; | A 32% B 30% |
Conditions | Yield |
---|---|
With acetic acid; benzene |
Conditions | Yield |
---|---|
With nickel; toluene-4-sulfonic acid Hydrogenation; |
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With platinum Hydrogenation; |
(furan-2-yl)methylene diacetate
A
2-methyltetrahydrofuran
B
gem-diacetate de tetrahydrofurfural
C
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
at 160℃; Hydrogenation; |
methyl tetrahydrofurfuryl ether
acetyl chloride
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With bismuth(III) chloride In dichloromethane at 20℃; for 2h; |
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In Methyl formate at 170℃; under 52505.3 Torr; for 1h; Autoclave; | A 10%Chromat. B 34.7%Spectr. |
furfural
A
Tetrahydrofurfuryl alcohol
B
tetrahydrofuran-2-carbaldehyde
C
tetrahydrofurfuryl acetate
Conditions | Yield |
---|---|
With palladium on activated charcoal; hydrogen In Methyl formate at 170℃; under 52505.3 Torr; for 1h; Autoclave; | A 34.5%Chromat. B 10.3 %Spectr. C 24.1%Spectr. |
Conditions | Yield |
---|---|
With ytterbium(III) triflate In isopropyl alcohol for 8h; Deacetylation; Heating; | 95% |
With MetProLeuAspGlnProThrAlaAlaPheLeuAspPheLeuArgSerSerGlyGlyLysProLeuTyrGluLeuProLeuAlaGluAlaArgAlaAlaMetAlaMetGlySerGlnLeuGlyAlaProProAlaAspValGlyArgIleValAspArgSerIleAspValProGlyGlyAlaValAlaLeuArgIleTyrThrProAlaThrThrLysAlaGlyGlyLeuLeuProAlaIleLeuGlnTyrHisGlyGlyGlyPheValLeuGlyAsnLeuAspThrHisGluSerIleAlaArgPheTyrCysAlaHisAlaGlyAlaValValIleSerValAspTyrArgLeuAlaProGluHisArgPheProThrGlnValGluAspSerPheAlaAlaLeuThrTrpValSerGluHisAlaSerGluLeuGlyValAspProAlaArgValAlaValAlaGlyAspSerAlaGlyGlyAsnLeuAlaThrValMetCysLeuLeuAlaLysAlaArgGlyGlyProArgIleAlaCysGlnAlaLeuLeuTyrProValAlaAspPheArgProGluGlnValTyrAlaSerHisAlaGlnPheGlyAspGlySerTyrPheLeuSerSerLysAspMetAspTrpPheArgAlaSerTyrPheThrAspValAlaSerGlnAlaAlaGluProThrAlaSerProMetAlaThrThrAspLeuSerGlyLeuProProAlaLeuValThrThrAlaGlyCysAspProLeuLeuAspGluGlyArgAlaTyrAlaAspArgLeuLysAlaAlaGlyValProValAspTyrArgCysPheGluThrThrIleHisAlaCysAlaSerPheAlaGlyThrIleProAlaGlyLeuAspMetLeuGlyPheValAlaAspTrpLeuAlaAlaHisThrLys In aq. phosphate buffer at 37℃; pH=7.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; |
Conditions | Yield |
---|---|
With sodium iodide In acetonitrile for 24h; Ambient temperature; | 88% |
tetrahydrofurfuryl acetate
2,5-Dibromo-1-pentanol acetate
Conditions | Yield |
---|---|
With trimethylsilyl bromide for 48h; Heating; | 87% |
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-N]phenyl-C]iridium(III) hexafluorophosphate; trifluoroacetic acid In water at 23℃; for 2h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction; | 77% |
With ammonium persulfate; 1-hydroxy-pyrrolidine-2,5-dione In water at 40℃; for 24h; Green chemistry; | 70% |
With ethanol; bis-[(trifluoroacetoxy)iodo]benzene In dimethyl sulfoxide; 1,2-dichloro-ethane at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; diastereoselective reaction; | 60% |
methanol
tetrahydrofurfuryl acetate
A
Methyl-5-O-acetyl-2,3-dideoxy-pentofuranosid
B
Acetic acid 2-methoxy-tetrahydro-furan-2-ylmethyl ester
Conditions | Yield |
---|---|
In acetic acid for 5.4h; electrolysis: platinum-plate anode, carbon-rod cathode, Et4NOTs, 30 F/mol, 0.5 A, 20 V; | A 73% B 20% |
pivaloyl chloride
tetrahydrofurfuryl acetate
2,2-Dimethyl-propionic acid 1-acetoxymethyl-4-iodo-butyl ester
Conditions | Yield |
---|---|
With copper; sodium iodide In acetonitrile for 24h; Ambient temperature; | 73% |
tetrahydrofurfuryl acetate
acetoxy-2 diiodo-1,5 pentane
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; | 73% |
pivaloyl chloride
tetrahydrofurfuryl acetate
2,2-Dimethyl-propionic acid 1-acetoxymethyl-4-iodo-butyl ester
Conditions | Yield |
---|---|
In acetonitrile for 23h; Ambient temperature; | 71% |
tetrahydrofurfuryl acetate
(5-oxotetrahydrofuran-2-yl)methyl acetate
Conditions | Yield |
---|---|
Stage #1: tetrahydrofurfuryl acetate With [bis(acetoxy)iodo]benzene In nitromethane at 0℃; Stage #2: With tert.-butylhydroperoxide In decane; nitromethane at 0 - 25℃; for 12h; Solvent; | 65% |
With iron(II) triflate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen at 60℃; under 760.051 Torr; for 48h; Catalytic behavior; Green chemistry; chemoselective reaction; | 5.4% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 40℃; for 4h; | A 40% B 30% |
methanol
tetrahydrofurfuryl acetate
A
Methyl-5-O-acetyl-2,3-dideoxy-pentofuranosid
B
succinaldehyde bis(dimethyl acetal)
C
Acetic acid 2-methoxy-tetrahydro-furan-2-ylmethyl ester
Conditions | Yield |
---|---|
for 5.4h; electrolysis: platinum-plate anode, carbon-rod cathode, Et4NOTs, 50 F/mol, 0.5 A, 20 V; | A 18% B 23% C 5% |
3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
tetrahydrofurfuryl acetate
8-(5-acetoxymethyl-tetrahydro-furan-2-yl)-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In water for 24h; Irradiation; |
3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
tetrahydrofurfuryl acetate
8-(2-acetoxymethyl-tetrahydro-furan-2-yl)-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione
Conditions | Yield |
---|---|
With di-tert-butyl peroxide In water for 24h; Irradiation; |
Acetyl bromide
tetrahydrofurfuryl acetate
1,2-diacetoxypentane
Conditions | Yield |
---|---|
(i) ZnCl2, (ii) LiAlH4, iPr2O, (iii) Ac2O; Multistep reaction; |
diethylamine
acetyl chloride
tetrahydrofurfuryl acetate
1,2-diacetoxy-5-diethylamino-pentane
Conditions | Yield |
---|---|
(i), (ii) /BRN= 605268/; Multistep reaction; |
The 2-Furanmethanol,tetrahydro-, 2-acetate, with the CAS registry number 637-64-9, is also known as 2-(Acetoxymethyl)tetrahydrofuran. It belongs to the product category of Ester Flavor. Its EINECS registry number is 211-296-8. This chemical's molecular formula is C7H12O3 and molecular weight is 144.16838. Its IUPAC name is called oxolan-2-ylmethyl acetate. The product should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides.
Physical properties of 2-Furanmethanol,tetrahydro-, 2-acetate: (1)ACD/LogP: 0.16; (2)ACD/LogD (pH 5.5): 0.16; (3)ACD/LogD (pH 7.4): 0.16; (4)#H bond acceptors: 3; (5)#Freely Rotating Bonds: 3; (6)Index of Refraction: 1.434; (7)Molar Refractivity: 35.78 cm3; (8)Molar Volume: 137.3 cm3; (9)Surface Tension: 34.7 dyne/cm; (10)Density: 1.049 g/cm3; (11)Flash Point: 84.4 °C; (12)Enthalpy of Vaporization: 44.17 kJ/mol; (13)Boiling Point: 205.5 °C at 760 mmHg; (14)Vapour Pressure: 0.249 mmHg at 25°C.
Preparation: this chemical can be prepared by Tetrahydrofurfuryl alcohol and acetic anhydride. This reaction will need inorganic acid.
Uses of 2-Furanmethanol,tetrahydro-, 2-acetate: it can be used to produce Essigsaeure-2,5-dibrom-pentyl-ester by heating. This reaction will need reagent bromotrimethylsilane with reaction time of 48 hours. The yield is about 87%.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)OCC1CCCO1
(2)InChI: InChI=1S/C7H12O3/c1-6(8)10-5-7-3-2-4-9-7/h7H,2-5H2,1H3
(3)InChIKey: AAQDYYFAFXGBFZ-UHFFFAOYSA-N
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