Conditions | Yield |
---|---|
83% |
Conditions | Yield |
---|---|
With sodium hydroxide; cesium fluoride at 135 - 140℃; under 7600 - 10640 Torr; for 3h; | 82% |
With sodium butanolate at 100 - 150℃; | |
With potassium n-butoxide; paraffin oil at 180 - 190℃; |
(2-butoxy-ethanesulfinyl)-ethene
A
-butyl vinyl ether
B
ethenesulfenic acid
Conditions | Yield |
---|---|
With potassium hydroxide at 280 - 290℃; | A 68% B n/a |
vinyltriethylsilane
butan-1-ol
A
-butyl vinyl ether
B
hexaethyl disiloxane
Conditions | Yield |
---|---|
With bromine for 4h; | A 65% B 20% |
Conditions | Yield |
---|---|
phosphoric acid at 200℃; Product distribution; various catalysts; | A 12.5% B 16.7% |
butane, 1-(1-ethoxyethoxy)-
-butyl vinyl ether
Conditions | Yield |
---|---|
at 300℃; beim Leiten ueber Kaolin; |
Conditions | Yield |
---|---|
With sodium hydrogen sulfate | |
With phosphoric acid | |
With palladium asbestos at 300℃; | |
With boric acid asbestos at 380 - 410℃; |
1,1-dibutoxy-2-chloro-ethane
-butyl vinyl ether
Conditions | Yield |
---|---|
With sodium at 150℃; |
1-chloro-hexan-3-ol
A
-butyl vinyl ether
B
diethylene glycol dibutyl ether
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
With sodium hydroxide |
1-(2-bromoethoxy)butane
A
-butyl vinyl ether
B
diethylene glycol dibutyl ether
Conditions | Yield |
---|---|
With sodium hydroxide |
n-butyl 1-chloroethyl ether
N,N-dimethyl-aniline
A
-butyl vinyl ether
B
butan-1-ol
Conditions | Yield |
---|---|
at 320℃; beim Leiten ueber mit wss. Natronlauge vorbehandeltes Kieselgur; |
4-(vinyloxy)butan-1-ol
A
2-methyl-[1,3]dioxepane
B
-butyl vinyl ether
C
Butane-1,4-diol
Conditions | Yield |
---|---|
With potassium hydroxide at 180℃; Product distribution; |
aluminium trichloride
1-(2-chloroethoxy)butane
benzene
-butyl vinyl ether
Conditions | Yield |
---|---|
at 380 - 410℃; |
Conditions | Yield |
---|---|
at 150℃; |
1-(2-bromoethoxy)butane
A
-butyl vinyl ether
B
diethylene glycol dibutyl ether
Conditions | Yield |
---|---|
at 389.6 - 420.5℃; Kinetics; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethylaniline; diethyl ether; PBr3 2: NaOH View Scheme | |
Multi-step reaction with 2 steps 1: dimethylaniline; diethyl ether; PBr3 2: NaOH View Scheme |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; palladium diacetate In acetonitrile at 60℃; for 6h; Reagent/catalyst; |
Conditions | Yield |
---|---|
With potassium fluoride; water; potassium hydroxide In neat (no solvent) at 150℃; for 13h; Autoclave; |
4-tert-butyl benzyl vinyl ether
butan-1-ol
A
-butyl vinyl ether
B
4-tert-Butylbenzyl alcohol
Conditions | Yield |
---|---|
With bathophenanthroline; copper diacetate at 120℃; for 24h; Schlenk technique; Inert atmosphere; |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 20 - 60℃; for 0.5h; | 100% |
With hydrogenchloride | 78% |
With hydrogenchloride | 50% |
-butyl vinyl ether
1-bromo-3-aza-4-oxo-5-thiaheptanoic acid
Conditions | Yield |
---|---|
In benzene at 50℃; for 1h; | 100% |
-butyl vinyl ether
N-(p-nitrophenyl)-5-methyl-2-methylsulfonyl-3-thiophenecarbohydrazonoyl chloride
5-Butoxy-3-(2-methanesulfonyl-5-methyl-thiophen-3-yl)-1-(4-nitro-phenyl)-4,5-dihydro-1H-pyrazole
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 4.5h; | 100% |
-butyl vinyl ether
Methyl 8-(phenylmethoxy)-4-<<(trifluoromethyl)sulfonyl>oxy>-2-naphthalenecarboxylate
Conditions | Yield |
---|---|
With triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In N,N-dimethyl-formamide at 60℃; for 24h; | 100% |
-butyl vinyl ether
methyl [(diphenylmethyl)imino] acetate N-oxide
Conditions | Yield |
---|---|
With Eu(fod)3 In 1,2-dichloro-ethane at 20℃; for 6h; | 100% |
With Eu(fod)3 In 1,2-dichloro-ethane for 6h; Ambient temperature; Yield given; |
Conditions | Yield |
---|---|
Grubbs catalyst first generation In benzene at 60℃; for 24h; cross-metathesis; Title compound not separated from byproducts; | A n/a B 100% |
-butyl vinyl ether
7-trifluoromethyl-3-methoxycarbonyl-4H-1,2-benzoxazine
Conditions | Yield |
---|---|
In toluene at 120℃; for 8h; Diels-Alder reaction; | 100% |
Conditions | Yield |
---|---|
In toluene at 120℃; for 8h; Diels-Alder reaction; | 100% |
1,1,1-trifluoromethanesulfonic acid 2-methoxyquinolin-8-yl ester
-butyl vinyl ether
8-(1-butoxy-vinyl)-2-methoxy-quinoline
Conditions | Yield |
---|---|
Stage #1: 1,1,1-trifluoromethanesulfonic acid 2-methoxyquinolin-8-yl ester; -butyl vinyl ether With N-ethyl-N,N-diisopropylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In DMF (N,N-dimethyl-formamide) at 60℃; for 18h; Stage #2: With N-Bromosuccinimide In tetrahydrofuran; water for 1h; | 100% |
-butyl vinyl ether
2-[3-(2-hydroxy-2-phenylethyl)trisulfanyl]-1-phenyl-1-ethanol
2-{3-[2-(1-butoxyethoxy)-2-phenylethyl]trisulfanyl}-1-phenylethyl 1-butoxyethyl ether
Conditions | Yield |
---|---|
Stage #1: -butyl vinyl ether; 2-[3-(2-hydroxy-2-phenylethyl)trisulfanyl]-1-phenyl-1-ethanol With trifluoroacetic acid In 1,2-dimethoxyethane at 20℃; for 12h; Stage #2: With potassium carbonate In 1,2-dimethoxyethane at 20℃; for 1h; | 100% |
-butyl vinyl ether
bis(2-bromo-2-butoxyethyl) selenide
Conditions | Yield |
---|---|
With selenium dibromide In tetrachloromethane at -20 - 20℃; regioselective reaction; | 100% |
With selenium dibromide In tetrachloromethane at -20 - 20℃; regioselective reaction; | 98% |
-butyl vinyl ether
((1-butoxy-2-methylprop-1-en-1-yl)oxy)trimethylsilane
Conditions | Yield |
---|---|
With indium tribromide In 1,2-dichloro-ethane at -20℃; for 2h; regioselective reaction; | 100% |
With gallium(III) bromide In 1,2-dichloro-ethane at 80℃; for 2h; Catalytic behavior; Kinetics; Reagent/catalyst; Solvent; Temperature; | 93% |
8-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]quinolin-2(1H)-one
-butyl vinyl ether
C24H28BrNO4
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran; toluene at 20 - 25℃; for 0.5h; Molecular sieve; | 100% |
With toluene-4-sulfonic acid In tetrahydrofuran; toluene at 20 - 25℃; for 0.5h; Molecular sieve; | 100% |
-butyl vinyl ether
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 4h; Cooling; Large scale; | 100% |
-butyl vinyl ether
6-chloro-2,2'-bipyridine-4,4'-dicarboxylic acid dimethyl ester
palladium diacetate
Conditions | Yield |
---|---|
Stage #1: -butyl vinyl ether; 6-chloro-2,2'-bipyridine-4,4'-dicarboxylic acid dimethyl ester; palladium diacetate With 1,3-bis-(diphenylphosphino)propane; sodium hydrogencarbonate In butan-1-ol Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In methanol; water at 20℃; for 0.166667h; | 100% |
-butyl vinyl ether
3-methyl-phenol
1-(n-butoxy)-1-(3-methylphenoxy)ethane
Conditions | Yield |
---|---|
With trifluoroacetic acid at 60 - 65℃; | 99% |
With phosphoric acid at 20℃; |
-butyl vinyl ether
2-bromo-1-phenyl-ethanone oxime
6-butoxy-3-phenyl-1,2-oxazine
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane for 15h; Ambient temperature; | 99% |
-butyl vinyl ether
2-hexen-1-ol
1-butoxy-1-(hex-2-enyl)oxy-2-iodoethane
Conditions | Yield |
---|---|
With N-iodo-succinimide In dichloromethane at -78 - 0℃; | 99% |
Stage #1: -butyl vinyl ether; 2-hexen-1-ol In dichloromethane at 20℃; for 0.0833333h; Stage #2: With N-iodo-succinimide In dichloromethane at -78 - 0℃; Further stages.; | 99% |
With N-iodo-succinimide In dichloromethane Addition; |
Conditions | Yield |
---|---|
With poly(N-isopropylacerylamide)-SCS-PdCl; TEA In n-heptane; N,N-dimethyl acetamide; water at 95℃; for 10h; Heck coupling; | 99% |
-butyl vinyl ether
phosphonic acid diethyl ester
O,O-diethyl (2-butoxyethyl)phosphonate
Conditions | Yield |
---|---|
With triethyl borane; oxygen In cyclohexane at 20℃; for 54h; | 99% |
Conditions | Yield |
---|---|
With dicloroiodoisocyanuric acid at 20℃; for 0.0166667h; Darkness; regioselective reaction; | 99% |
With triiodoisocyanuric acid at 20℃; for 0.0333333h; | 83% |
-butyl vinyl ether
tri-n-butyl-tin hydride
<2-Butyloxy-ethyl>-triisobutyl-zinn
Conditions | Yield |
---|---|
In neat (no solvent) other Radiation; under Ar; (60)Co-irradiation; 1.5:1 molar ratio (olefine:Sn-compound) ;25°C; GLC; | 99% |
other Radiation; gamma-radiation;; | 99% |
other Radiation; gamma-radiation;; | 99% |
In not given other Radiation; γ-radiation;; |
-butyl vinyl ether
methyl 2-bromo-5-methoxybenzoate
methyl 2-acetyl-5-methoxy-benzoate
Conditions | Yield |
---|---|
With triethylamine; palladium diacetate; triphenylphosphine In acetonitrile at 99℃; for 16.5h; Inert atmosphere; | 99% |
-butyl vinyl ether
Conditions | Yield |
---|---|
With dirhodium tetraacetate; nickel(II) perchlorate hexahydrate; (R)-N,N'-bis(4-methyl-2-quinolylmethylene)-1,1'-binaphthyl-2,2'-diamine In dichloromethane at 55℃; for 1h; Inert atmosphere; Molecular sieve; optical yield given as %ee; enantioselective reaction; | 99% |
-butyl vinyl ether
N-tert-butoxycarbonyl-D-Phenylalaninol
(+)-(R)-tert-butyl [1-phenyl-3-(vinyloxy)propan-2-yl]carbamate
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; palladium (II) trifluoroacetate; triethylamine at 75℃; for 12h; Inert atmosphere; | 99% |
-butyl vinyl ether
dimethyl 2-(1,3-dioxoisoindolin-2-yl)-cyclopropane-1,1-dicarboxylate
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane at -78℃; for 1h; Inert atmosphere; optical yield given as %de; diastereoselective reaction; | 99% |
-butyl vinyl ether
ethyl (E)-4-((2-(3-methoxy-3-oxoprop-1-enyloxy)phenyl)ethynyl)benzoate
Conditions | Yield |
---|---|
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) In 1,2-dichloro-ethane at 50℃; for 6h; Inert atmosphere; diastereoselective reaction; | 99% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In toluene at 80℃; for 12h; Temperature; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With trifluoroacetic acid at 60 - 65℃; | 98% |
With hydrogenchloride In 1,4-dioxane at 25℃; Rate constant; Mechanism; other alcohols; | |
With sulfuric acid at 20℃; |
Conditions | Yield |
---|---|
In acetonitrile at 75℃; for 24h; Diels-Alder Cycloaddition; Sealed tube; | 98% |
In nitromethane at 70 - 80℃; Yield given; |
Structure of n-Butylvinylether (CAS NO.111-34-2):
IUPAC Name: 1-ethenoxybutane
Empirical Formula: C6H12O
Molecular Weight: 100.1589
EINECS: 203-860-7
Index of Refraction: 1.4
Molar Refractivity: 31.31 cm3
Molar Volume: 129 cm3
Polarizability: 12.41×10-24cm3
Surface Tension: 22 dyne/cm
Density: 0.776 g/cm3
Enthalpy of Vaporization: 31.58 kJ/mol
Melting Point: −92 °C(lit.)
Boiling Point: 93.6 °C at 760 mmHg
Vapour Pressure: 55.8 mmHg at 25°C
Water Solubility: 3 g/L (20 ºC)
Physical Appearance: clear liquid
Synonyms of n-Butylvinylether (CAS NO.111-34-2): Butane, 1-(ethenyloxy)- ; Butil vinil eter ; Butoxyethene ; Butoxyethylene ; Ethenyl n-butyl ether ; Ether butylvinylique ; Ether, butyl vinyl ; Vinyl butyl ether ; Vinyl n-butyl ether ; n-n-Butylvinylether
1. | skn-rbt 500 mg open MLD | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 6/28 ,1973. | ||
2. | eye-rbt 500 mg open | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61. | ||
3. | orl-rat LD50:10 g/kg | UCDS** Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 6/28 ,1972. | ||
4. | ihl-uns LC50:60 g/m3 | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 32 (10)(1988),25. | ||
5. | ihl-mus LC50:62 g/m3/2H | 85GMAT Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,119. | ||
6. | skn-rbt LD50:4240 mg/kg | AMIHBC AMA Archives of Industrial Hygiene and Occupational Medicine. 10 (1954),61. |
Reported in EPA TSCA Inventory.
Hazard Codes: F
Risk Statements: 11-19
R11:Highly flammable.
R19:May form explosive peroxides.
Safety Statements: 9-14-16-33
S9:Keep container in a well-ventilated place.
S14:Keep away from ... (a list of incompatible materials will follow).
S16:Keep away from sources of ignition.
S33:Take precautionary measures against static discharges.
RIDADR: UN 2352 3/PG 2
WGK Germany: 2
RTECS: KN5950000
HazardClass: 3
PackingGroup: II
Mildly toxic by ingestion, skin contact, and inhalation. A skin and eye irritant. A very dangerous fire hazard when exposed to HEAT or flame. To fight fire, use foam, CO2, dry chemical, alcohol foam. Moderately explosive by spontaneous chemical reaction. Can react with oxidizing materials. When HEATed to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.
DOT Classification: 3; Label: Flammable Liquid
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