Conditions | Yield |
---|---|
With sodium hydroxide; cesium fluoride In dimethyl sulfoxide at 100℃; for 5.5h; atmospheric pressure; | 86% |
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 2h; | 53% |
With potassium hydroxide at 150 - 155℃; |
β-isopropoxyethyl vinyl sulfoxide
A
vinyl isopropyl ether
B
ethenesulfenic acid
Conditions | Yield |
---|---|
With potassium hydroxide at 280 - 290℃; | A 65% B n/a |
β-isopropoxyethyl vinyl sulfoxide
vinyl isopropyl ether
Conditions | Yield |
---|---|
With potassium hydroxide at 60 - 70℃; for 1h; | 62% |
With potassium hydroxide at 60 - 70℃; under 1 Torr; for 1h; Product distribution; | 62% |
Conditions | Yield |
---|---|
With mercury(II) diacetate at 55 - 56℃; | 30% |
Conditions | Yield |
---|---|
With sodium hydrogen sulfate |
1-chloro-1-(1-methyletoxy)ethane
vinyl isopropyl ether
Conditions | Yield |
---|---|
With pyridine |
2-isopropyloxyethyl bromide
vinyl isopropyl ether
Conditions | Yield |
---|---|
With potassium hydroxide at 130℃; | |
With potassium tert-butylate In dimethyl sulfoxide at 90℃; |
Conditions | Yield |
---|---|
With mercury(II) diacetate |
Conditions | Yield |
---|---|
at 150 - 155℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine; phosphorus tribromoide 2: KOH / 130 °C View Scheme |
vinyl isopropyl ether
(4-bromo-3,5-dimethoxyphenyl)methanol
2-bromo-5-[(1-isopropoxyethoxy)methyl]-1,3-dimethoxybenzene
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate In tetrahydrofuran at 20℃; for 2.5h; | 99.6% |
vinyl isopropyl ether
(3E)-1-Phenylsulfonyl-2-oxo-3-pentene
(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-methyl-3,4-dihydro-2H-pyran
Conditions | Yield |
---|---|
With diisopropoxytitanium(IV) dibromide; 4 A molecular sieve; (R,R)-TADDOL In dichloromethane at -78℃; for 24h; | 92% |
Stage #1: (3E)-1-Phenylsulfonyl-2-oxo-3-pentene With titanium((4R,5R)-2,2-dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethylate)Br2 In dichloromethane at -78℃; Hetero Diels-Alder cycloaddition; Molecular sieve; Inert atmosphere; Stage #2: vinyl isopropyl ether In dichloromethane Hetero Diels-Alder cycloaddition; Inert atmosphere; optical yield given as %ee; enantioselective reaction; |
vinyl isopropyl ether
2-((E)-4,4,4-Trichloro-3-oxo-but-1-enyl)-isoindole-1,3-dione
2-isopropyloxy-4-phthalimido-6-trichloromethyl-3,4-dihydro-2H-pyran
Conditions | Yield |
---|---|
With 2-tert-Butyl-4-methylphenol In toluene at 120℃; for 24h; | 91% |
carbon disulfide
vinyl isopropyl ether
diethylamine
Diethyl-dithiocarbamic acid 1-isopropoxy-ethyl ester
Conditions | Yield |
---|---|
89% |
Conditions | Yield |
---|---|
With Fe(PMe3)4 at 50℃; for 40h; Inert atmosphere; regioselective reaction; | 89% |
Conditions | Yield |
---|---|
With triphenylphosphine gold(I)chloride; silver(I) triflimide In 1,2-dichloro-ethane at 80℃; for 6h; Inert atmosphere; Schlenk technique; regioselective reaction; | 88% |
vinyl isopropyl ether
diethyl 2-oxo-3-butenylphosphonate
Conditions | Yield |
---|---|
zinc(II) chloride In dichloromethane for 3h; Ambient temperature; | 87% |
vinyl isopropyl ether
hexafluorothioacetone
A
C8H10F6OS
B
C8H10F6OS2
Conditions | Yield |
---|---|
With cesium fluoride In N,N-dimethyl-formamide at 25℃; for 48h; Inert atmosphere; | A 85% B n/a |
With sulfur; cesium fluoride In N,N-dimethyl-formamide at 25 - 35℃; Inert atmosphere; | A n/a B 20% |
vinyl isopropyl ether
N,N,N’,N’-tetrabenzylmethanediamine
isopropyl alcohol
N,N-dibenzyl-3,3-diisopropoxypropan-1-amine
Conditions | Yield |
---|---|
With Pd(xantphos)(CH3CN)2(OTf)2 In toluene at 110℃; for 12h; Inert atmosphere; Schlenk technique; | 84% |
With C39H32OP2*2C2H3N*2CF3O3S(1-)*Pd(2+) In toluene at 110℃; for 12h; Reagent/catalyst; Inert atmosphere; | 84% |
vinyl isopropyl ether
Conditions | Yield |
---|---|
With Ir(dF(CF3)ppy)2(dtbbpy)(PF6) In N,N-dimethyl-formamide at 20℃; for 1h; Schlenk technique; Inert atmosphere; Irradiation; | 83% |
Conditions | Yield |
---|---|
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid isopropylidenehydrazide; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
With potassium fluoride In N,N-dimethyl-formamide at 25℃; for 48h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With N-iodo-succinimide In dichloromethane | 79% |
vinyl isopropyl ether
(E)-4-phenyl-1-phenylsulfonyl-3-buten-2-one
(2R,4R)-6-Benzenesulfonylmethyl-2-isopropoxy-4-phenyl-3,4-dihydro-2H-pyran
Conditions | Yield |
---|---|
With diisopropoxytitanium(IV) dibromide; 4 A molecular sieve; (R,R)-TADDOL In dichloromethane at -70℃; for 20h; | 77% |
vinyl isopropyl ether
senecioyl cyanide
6-Isopropoxy-4,4-dimethyl-5,6-dihydro-4H-pyran-2-carbonitrile
Conditions | Yield |
---|---|
at 160℃; for 10h; | 76% |
vinyl isopropyl ether
Conditions | Yield |
---|---|
Stage #1: C16H17NO5 With nickel(II) tetrafluoroborate hexahydrate; C33H48N4O4 In dichloromethane at 30℃; for 0.5h; Stage #2: vinyl isopropyl ether In dichloromethane at 0℃; for 12h; Diels-Alder Cycloaddition; enantioselective reaction; | 75% |
chloroform
vinyl isopropyl ether
2,2-dichlorocyclopropyl isopropyl ether
Conditions | Yield |
---|---|
With potassium hydroxide; triethylamine; N-benzyl-N,N,N-triethylammonium chloride | 73.5% |
vinyl isopropyl ether
2-acetyl-1,4-naphthoquinone
1-(5-hydroxy-2-isobutoxy-2,3-dihydronaphtho[1,2-b]furan-4-yl)ethanone
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate In acetonitrile at 20℃; for 0.333333h; | 70% |
Conditions | Yield |
---|---|
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; toluene-4-sulfonic acid isopropylidenehydrazide; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere; | 67% |
tert.-butylhydroperoxide
vinyl isopropyl ether
2-((4-methoxyphenyl)amino)-1-phenylethanone
Conditions | Yield |
---|---|
With copper(l) chloride In hexane at 50℃; for 12h; Inert atmosphere; regioselective reaction; | 51% |
vinyl isopropyl ether
((1-butoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane
Conditions | Yield |
---|---|
With gallium(III) bromide In 1,2-dichloro-ethane at 80℃; for 2h; regioselective reaction; | 50% |
In 1,2-dichloro-ethane at 80℃; | 50 %Chromat. |
vinyl isopropyl ether
phosphonic acid diethyl ester
isopropyl diethylphosphonoacetate
Conditions | Yield |
---|---|
With pyridine; manganese(III) acetylacetonate In acetonitrile at 20℃; for 24h; | 50% |
pyridine-2-thione
vinyl isopropyl ether
A
2-<1-isopropoxy-2-(2-isopropoxyethylthio)ethyl>pyridine
B
bis<2-isopropoxy-2-(2-pyridyl)ethyl>disulfide
Conditions | Yield |
---|---|
In acetonitrile for 4h; Irradiation; | A 46% B 3% |
Conditions | Yield |
---|---|
In hydrogenchloride (C2H5)3Si(OH) and CH2CHOCH(CH3)2 in presence of 30% HCl soln. at 50-90°C;; | 42% |
vinyl isopropyl ether
orthoformic acid triethyl ester
A
malondialdehyde bis(diethyl acetal)
B
1,3,3-triethoxy-1-(isopropoxy)propane
Conditions | Yield |
---|---|
iron(III) chloride at -30℃; for 6h; Product distribution / selectivity; | A 6.5% B 42% |
iron(III) chloride at 0℃; for 6h; Product distribution / selectivity; | A 13.6% B 27% |
vinyl isopropyl ether
5-phenylfuran-2,3-dione
A
2-phenyl-4H-pyran-4-one
B
3-benzoyl-4-hydroxy-6-phenyl-2H-pyran-2-one
Conditions | Yield |
---|---|
In benzene for 3h; Heating; | A 30% B n/a |
IUPAC Name: 2-Ethenoxypropane
Synonyms of Isopropyl vinyl ether (CAS NO.926-65-8): 2-(Ethenyloxy)propane ; EINECS 213-142-5 ; 2-(Vinyloxy)propane ; Propane, 2-(ethenyloxy)- ; Vinyl isopropyl ether
CAS NO: 926-65-8
Molecular Formula of Isopropyl vinyl ether (CAS NO.926-65-8): C5H10O
Molecular Weight: 86.1323
Molecular Structure:
Polar Surface Area: 9.23 Å2
Index of Refraction: 1.388
Molar Refractivity: 26.64 cm3
Molar Volume: 112.9 cm3
Surface Tension: 19.4 dyne/cm
Density of Isopropyl vinyl ether (CAS NO.926-65-8): 0.762 g/cm3
Enthalpy of Vaporization: 28.78 kJ/mol
Boiling Point: 57.5 °C at 760 mmHg
Vapour Pressure: 230 mmHg at 25°C
RIDADR: 3271
HazardClass: 3.1
PackingGroup: II
A very dangerous fire hazard when exposed to heat, spark, or flame. When heated to decomposition it emits acrid smoke and fumes. See also ETHERS.
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