Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 97% |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 95% |
2,2-dimethyl-3-butyne
A
but-1-yne
B
N-benzyl 4,4-dimethyl-pent-2-ynylamine
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 95% |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 87% |
4-Phenyl-1-butyne
A
but-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 87% |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 80% |
triphenylphosphoranylidene-2-butanone
but-1-yne
Conditions | Yield |
---|---|
at 750℃; under 0.01 Torr; | 78% |
at 750℃; | 78% |
phenylacetylene
A
but-1-yne
B
N-(3-phenylprop-2-ynyl)benzenemethanamine
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 75% |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A n/a B 70% |
Conditions | Yield |
---|---|
at 20℃; under 50 Torr; Kinetics; radical cross-combination reaction; Photolysis; | A 60% B 40% |
but-1-yne
Conditions | Yield |
---|---|
at 750℃; Formation of xenobiotics; | 0.012% |
Conditions | Yield |
---|---|
With nickel Hydrogenation; |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With ammonia | |
With diphenylether at 130 - 190℃; | |
With xylene | |
With tetrahydrofuran; N,N-dimethyl-formamide; benzene at 0℃; | |
In 5,5-dimethyl-1,3-cyclohexadiene at 90℃; |
Conditions | Yield |
---|---|
at 280℃; |
Conditions | Yield |
---|---|
With sodium Zers. der gebildeten Natrium-Verbindung mit Wasser; |
2-bromobutene
but-1-yne
Conditions | Yield |
---|---|
With potassium carbonate at 100℃; | |
With potassium hydroxide at 120 - 125℃; |
Conditions | Yield |
---|---|
With sodium amide |
Conditions | Yield |
---|---|
With potassium hydroxide; diethylene glycol at 180℃; |
(E)/(Z)-1-bromo-1-butene
but-1-yne
Conditions | Yield |
---|---|
With potassium hydroxide; ethanol at 180℃; |
Conditions | Yield |
---|---|
at 330℃; |
Conditions | Yield |
---|---|
With diethyl ether; sodium Zers. der gebildeten Natrium-Verbindung mit Wasser; |
Conditions | Yield |
---|---|
With sodium at 60℃; |
Conditions | Yield |
---|---|
With potassium hydroxide at 130 - 135℃; unter Druck, Erwaermen des Destillates mit Natrium unter Druck auf 100grad; | |
With vaseline oil; sodium amide at 170 - 219℃; |
1,2-dichlorobutane
but-1-yne
Conditions | Yield |
---|---|
With potassium hydroxide at 130 - 135℃; unter Druck, Erwaermen des Destillates mit Natrium unter Druck auf 100grad; |
N-(2-hydroxy-butyl)-N-nitroso-benzamide
but-1-yne
Conditions | Yield |
---|---|
With ammonia at -40℃; |
Conditions | Yield |
---|---|
With phosphorus pentachloride; potassium carbonate |
Conditions | Yield |
---|---|
With iron sulfide at 300 - 310℃; |
Conditions | Yield |
---|---|
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.)-20 deg C, 30 min., 2.)R.T.; | 100% |
46% |
but-1-yne
triphenylstannane
crotyltriphenylstannane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tetrahydrofuran 70°C, 3 h, 5:1;; | 100% |
With azobisisobutyronitrile In tetrahydrofuran 70°C, 3 h, 5:1;; | 100% |
With azo-bis-isobutyric acid dinitrile In tetrahydrofuran reaction for 3 h at 70°C in presence of azoisobutyric acid dinitrile;; |
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; | 100% |
but-1-yne
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
2-[(1E)-but-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With zirconocene dichloride; lithium triethylborohydride; triethylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 100% |
Stage #1: but-1-yne; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at -78℃; for 0.5h; Inert atmosphere; Stage #2: With bis(pentamethylcyclopentadienyl)zirconium(IV) dichloride; lithium triethylborohydride; triethylamine In tetrahydrofuran at -78 - 20℃; for 20h; | 65% |
With bis(cyclohexanyl)borane In neat (no solvent) at -78 - 0℃; for 6h; Glovebox; Inert atmosphere; enantioselective reaction; |
but-1-yne
N-(1-ethylpropyl)-2-iodo-4-nitroaniline
(2-But-1-ynyl-4-nitro-phenyl)-(1-ethyl-propyl)-amine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide for 20h; Ambient temperature; | 99% |
Conditions | Yield |
---|---|
With paraformaldehyde In tetrahydrofuran; hexane | 99% |
but-1-yne
(S)-2-[(4-methoxybenzyloxy)methyl]oxirane
(S)-1-(4-methoxybenzyloxy)hept-4-yn-2-ol
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere; Stage #2: (S)-2-[(4-methoxybenzyloxy)methyl]oxirane With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere; | 99% |
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - -30℃; for 0.5h; Inert atmosphere; Stage #2: With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -30℃; for 0.166667h; Inert atmosphere; Stage #3: (S)-2-[(4-methoxybenzyloxy)methyl]oxirane In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; regioselective reaction; | 95% |
but-1-yne
methyl 6-bromo-5-fluoropyridine-2-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl 6-bromo-5-fluoropyridine-2-carboxylate With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In 1,4-dioxane at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: but-1-yne In 1,4-dioxane at 60℃; for 3h; Sonogashira Cross-Coupling; | 99% |
Conditions | Yield |
---|---|
Stage #1: but-1-yne With Bromoform In dichloromethane at -78 - 20℃; Inert atmosphere; Schlenk technique; Stage #2: 2,3-dimethyl-2,3-butane diol In dichloromethane at -78 - 20℃; Inert atmosphere; Schlenk technique; | 99% |
but-1-yne
sec-Butyl-(2-iodo-4-nitro-phenyl)-amine
sec-Butyl-(2-but-1-ynyl-4-nitro-phenyl)-amine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide for 20h; Ambient temperature; | 98% |
but-1-yne
N-benzyl-6-chloro-5-iodo-2-(methylthio)-pyrimidin-4-amine
N-benzyl-5-(but-1-ynyl)-6-chloro-2-(methylthio)-pyrimidin-4-amine
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 55℃; for 1.5h; Sonogashira coupling; Inert atmosphere; | 98% |
but-1-yne
4β-azido-4-deoxy-4′-demethylepipodophyllotoxin
4'-O-demethyl-4β-[4-(ethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; L-ascorbic acid sodium salt In water; tert-butyl alcohol at 0 - 20℃; | 98% |
Conditions | Yield |
---|---|
In toluene at 0℃; for 6h; Inert atmosphere; | 98% |
With copper(I) thiophene-2-carboxylate In 1,2-dichloro-ethane at 20℃; for 6h; Glovebox; |
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether 1.) -80 deg C, 30 min, 2.) warm to room temperature; | 97% |
Stage #1: but-1-yne With n-butyllithium Stage #2: methyl chloroformate | |
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: methyl chloroformate In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; Stage #2: N-methoxy-N-methyl-hex-5-enamide In tetrahydrofuran; hexane at -78 - -10℃; | 97% |
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -50 - 0℃; for 0.5h; Inert atmosphere; Stage #2: (S)-Propylene oxide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane at -20 - 20℃; for 16.5h; | 96% |
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.)-20 deg C, 30 min., 2.)R.T.; | 87% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium 1) THF, -40 to 0 deg C, 2) -20 to 0 deg C; Yield given. Multistep reaction; | |
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -50 - 0℃; for 16h; Inert atmosphere; | |
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran at -78 - 20℃; for 16h; Inert atmosphere; |
but-1-yne
phenyldimethylsilyl chloride
1-dimethyl(phenyl)silylbut-1-yne
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane 1.) -45 deg C, 1 h, 2.) -45 to 20 deg C, 1 h; | 96% |
With n-butyllithium 1.) hexane, THF, 0 deg C, 30 min, 2.) reflux, 18 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With copper(l) iodide; tris(dibenzylideneacetone)dipalladium (0); triphenylphosphine; triethylamine at 80℃; for 24h; Sonogashira cross-coupling reaction; | 96% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid diethyl ether; dodecacarbonyl-triangulo-triruthenium In benzene at 95℃; for 24h; | 96% |
but-1-yne
4β-azido-4-deoxypodophyllotoxin
4β-[4-(ethyl)-1,2,3-triazol-1-yl]-4-desoxypodophyllotoxin
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; L-ascorbic acid sodium salt In water; tert-butyl alcohol at 0 - 20℃; | 96% |
but-1-yne
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - -30℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-5-((tert-butyldimethylsilyl)oxy)cyclopent-1-ene-1-carbaldehyde In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 1h; Stage #2: (R)-propylene oxide With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -20 - 20℃; for 17h; | 95% |
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran at -78 - 20℃; for 12h; | 95% |
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: (R)-propylene oxide With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran; hexane at -30 - 20℃; for 18h; Inert atmosphere; | 85% |
With n-butyllithium In N,N,N,N,N,N-hexamethylphosphoric triamide 1.)-20 deg C, 30 min., 2.)R.T.; | 81% |
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -50 - 0℃; for 16h; Inert atmosphere; |
Conditions | Yield |
---|---|
With In(OSO2CF3)3 at 110℃; | 95% |
but-1-yne
12-bromo-1-(2-tetrahydropyranyloxy)-(Z)-11-dodecene
A
octa-3,5-diyne
B
2-[((Z)-Hexadec-11-en-13-ynyl)oxy]-tetrahydro-pyran
Conditions | Yield |
---|---|
With propylamine; copper(l) iodide; diisobutylaluminium hydride; bis-triphenylphosphine-palladium(II) chloride In toluene 1.) room temperature, 12 h, 2.) 50 deg C, 4 h; | A n/a B 94% |
Conditions | Yield |
---|---|
Stage #1: but-1-yne With ethyl bromide; magnesium In tetrahydrofuran at -5 - 30℃; Inert atmosphere; Stage #2: paraformaldehyde-d2 In tetrahydrofuran for 3h; Reflux; Stage #3: With sulfuric acid In tetrahydrofuran; water Cooling with ice; | 94% |
Stage #1: but-1-yne With ethylmagnesium bromide In tetrahydrofuran at -5 - 30℃; for 1.25h; Stage #2: paraformaldehyde-d2 In tetrahydrofuran for 3h; Reflux; |
but-1-yne
tert-butyldimethylsilyl (S)-glycidyl ether
C13H26O2Si
Conditions | Yield |
---|---|
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl (S)-glycidyl ether With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; | 94% |
Stage #1: but-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Stage #2: tert-butyldimethylsilyl (S)-glycidyl ether With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 3h; | 94% |
With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; | 84% |
but-1-yne
4,4-diethyl-1,2-dithiolane
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol under 760 Torr; for 48h; Ambient temperature; | 93% |
Chemical Name: 1-Butyne
IUPAC NAME: But-1-yne
CAS No.: 107-00-6
EINECS: 203-451-3
Molecular Formula: C4H6
Molecular Weight: 54.09 g/mol
Melting Point: -126°C
Density: 0.69 g/cm3
Boiling Point: 7.8 °C at 760 mmHg
Following is the structure of Ethyl acetylene (107-00-6):
The chemical synonymous of Ethyl acetylene (107-00-6) are Ethylacetylene ; 1-Butyne ; But-1-Yne ; Butyne-1 ; Ethylacetylene,inhibited ; Ethylethyne
Reported in EPA TSCA Inventory.
Probably an asphyxiant. A very dangerous fire hazard when exposed to heat, open flame, or powerful oxidizers. A dangerous explosion hazard. To fight fire, stop flow of gas. See also ACETYLENE and ACETYLENE COMPOUNDS and ALKYNES.
Hazard Codes:
F: Flammable
Risk Statements about Ethyl acetylene (107-00-6):
R11 Highly flammable.
Safety Statements about Ethyl acetylene (107-00-6):
S9 Keep container in a well-ventilated place.
S16 Keep away from sources of ignition.
S23 Do not breathe vapour.
S33 Take precautionary measures against static discharges.
Ethyl acetylene (107-00-6), also known as 1-butyne, but-1-yne, ethylethyne, and UN 2452, is an extremely flammable and reactive alkyne with chemical formula C4H6 and CAS number 107-00-6 that is used in the synthesis of organic compounds. It occurs as a colorless gas.
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