Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) | 100% |
1,2-dibromoheptane
1-Heptyne
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 60℃; for 2h; | 98% |
With tetrabutyl-ammonium chloride; potassium hydroxide In water at 140℃; for 4h; | 86.4% |
With potassium hydroxide; 2,5-dimethyl-2,5-hexanediol; tetraoctyl ammonium bromide at 80 - 90℃; for 0.25h; | 85% |
With potassium hydroxide; mineral oil at 250℃; | |
With tetralin; anion-exchanger at 160℃; |
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate at 70℃; for 2h; | A 2% B 93% |
1,2-dichloro-heptane
1-Heptyne
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium tert-butylate In Petroleum ether at 80℃; for 8h; | 86% |
With potassium hydroxide; mineral oil at 250℃; |
Conditions | Yield |
---|---|
With ammonia; sodium at -40 - 20℃; | 80% |
1-(benzotriazol-1-yl)-2-heptanone p-tosylhydrazone
1-Heptyne
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether 1) -78 deg C, 0.5 h; 2) rt, 48 h; | 73% |
Conditions | Yield |
---|---|
With Nonafluorobutanesulfonyl fluoride; tert-butylimino-tri(pyrrolidino)phosphorane In N,N-dimethyl-formamide at -10 - 20℃; | 66% |
With phosphorus pentachloride | |
Multi-step reaction with 2 steps 1: PCl5 2: alcoholic potash / 150 °C View Scheme |
1-heptynyl chloride
butyl magnesium bromide
A
1-Heptyne
B
tetradeca-6,8-diyne
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; copper dichloride In tetrahydrofuran at 0℃; for 1.25h; Inert atmosphere; | A 55% B 35% |
chloroacetic acid
(Z)-1-methylthio-2-triphenylstannylhept-1-ene
A
methylthiol
B
diphenyltin di(monochloroacetate)
C
1-Heptyne
D
benzene
Conditions | Yield |
---|---|
In not given | A 0% B 30% C 5% D n/a |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With potassium carbonate at 150℃; | |
With potassium hydroxide; mineral oil at 250℃; | |
With soda lime at 420℃; Zersetzen der erhaltenen Produkte mit Wasser; |
Conditions | Yield |
---|---|
With sodium amide; xylene at 130℃; | |
With 1,2,4-Trimethylbenzene; sodium amide at 140℃; |
sulfuric acid dibutyl ester
propargyl magnesium bromide
A
1-Heptyne
B
1,2-Heptadiene
Conditions | Yield |
---|---|
mixture of cis-and trans-1-bromo-heptene-(1); |
Conditions | Yield |
---|---|
With sodium; xylene at 25℃; |
(E)/(Z)-1-bromo-1-heptene
1-Heptyne
Conditions | Yield |
---|---|
With potassium hydroxide; mineral oil at 250℃; |
Conditions | Yield |
---|---|
With ammonia | |
With tetrahydrofuran; N,N-dimethyl-formamide | |
In ammonia at -60℃; | |
With ammonia |
Conditions | Yield |
---|---|
With ammonia at 20℃; man verwandelt das Reaktionsprodukt mit Natriumammonium in die Natriumverbindung und zersetzt diese durch Wasser; |
Conditions | Yield |
---|---|
With 1,2,4-Trimethylbenzene; sodium amide at 170℃; |
Conditions | Yield |
---|---|
With sodium amide; paraffin oil at 140℃; |
Conditions | Yield |
---|---|
With potassium hydroxide; mineral oil at 250℃; | |
With sodium amide; paraffin oil at 150 - 155℃; und zersetzt man das Reaktionsprodukt mit Wasser; | |
With sodium amide; toluene at 100 - 130℃; und zersetzt man das Reaktionsprodukt mit Wasser; | |
With sodium amide; xylene at 100 - 130℃; und zersetzt man das Reaktionsprodukt mit Wasser; |
Conditions | Yield |
---|---|
With ethanol; coppered zinc | |
With lithium aluminium tetrahydride; diethyl ether | |
With amalgamated magnesium; diethyl ether anschliessend mit wss.Ammoniumchlorid; |
1,1,-dichloro-1-heptene
1-Heptyne
Conditions | Yield |
---|---|
With diethyl ether; sodium |
1,1-dibromohept-1-ene
1-Heptyne
Conditions | Yield |
---|---|
With potassium hydroxide; mineral oil at 250℃; | |
With sodium ethanolate |
1-Heptyne
Conditions | Yield |
---|---|
With ammonia; sodium amide anschliessendes Zersetzen mit Ammoniumnitrat; |
n-butyl magnesium bromide
diethyl ether
propargyl bromide
A
1-Heptyne
B
1,2-Heptadiene
Conditions | Yield |
---|---|
at -15℃; analoge Reaktionen mit Alkyl-, Alkenyl-, Alkinyl- und Arylmagnesiumbromiden und Einfluss von Temp. und Loesungsm. (Ae. oder Tetrahydrofuran); |
Conditions | Yield |
---|---|
mixture of cis-and trans-1-bromo-heptene-(1); |
Conditions | Yield |
---|---|
With copper(l) iodide; iodophenylbis(triphenylphosphine)palladium; triethylamine In chloroform at 60℃; for 1h; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tributyl-amine; potassium carbonate In water at 20℃; for 4h; | 95% |
With piperidine; 1,3-bis(5-ferrocenylisoxazoline-3-yl)benzene; tetrabutylammomium bromide; palladium diacetate In water; N,N-dimethyl-formamide at 40℃; for 3h; Sonogashira Cross-Coupling; | 94% |
Conditions | Yield |
---|---|
With copper(I) bromide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 90℃; for 0.166667h; | 100% |
With nickel(II) ferrite; potassium carbonate In water at 100℃; for 2.25h; Sonogashira Cross-Coupling; | 87% |
With copper(I) bromide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 20℃; Rate constant; |
1-Heptyne
tetradeca-6,8-diyne
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; air; palladium diacetate; copper(l) iodide In acetonitrile at 20℃; for 2h; | 100% |
With copper(l) iodide; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride In acetonitrile at 25℃; for 24h; | 96% |
With copper(I) oxide In dimethyl sulfoxide at 110℃; for 2h; | 96% |
1-Heptyne
carbon monoxide
bicyclo[2.2.1]hepta-2,5-diene
(3aR,4S,7R,7aR)-2-Pentyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one
Conditions | Yield |
---|---|
dodecacarbonyl tetracobalt In dichloromethane at 150℃; under 7600 Torr; for 6h; | 100% |
Co/C In tetrahydrofuran at 130℃; under 22800 Torr; for 18h; Pauson-Khand reaction; | 98% |
Pauson-Khand reaction; | 64% |
1-Heptyne
trans-1-heptenylboronic acid
Conditions | Yield |
---|---|
With benzo[1,3,2]dioxaborole In tetrahydrofuran Heating; | 100% |
Stage #1: 1-Heptyne With dibromoborane dimethylsulfide In dichloromethane at 0℃; Stage #2: With sodium hydroxide In dichloromethane Stage #3: With ammonium chloride In dichloromethane Further stages.; | 78% |
Stage #1: 1-Heptyne With dibromoborane-methyl sulfide complex In dichloromethane at 20℃; for 4h; Stage #2: With water In diethyl ether; dichloromethane at 20℃; for 0.25h; | 74% |
2-bromo-6-methylpyridine
1-Heptyne
2-(hept-1-yn-1-yl)-6-methylpyridine
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 60℃; for 1.5h; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 60℃; Inert atmosphere; | 100% |
1-Heptyne
bis(pinacol)diborane
Conditions | Yield |
---|---|
With tris(bicyclo[2.2.1]heptene)palladium; triphenylphosphine at 20℃; for 12h; | 100% |
With gold nanoparticles supported on titanium dioxide at 65℃; for 2h; chemoselective reaction; | 91% |
With methanol; potassium carbonate In diethyl ether at 40℃; for 12h; Inert atmosphere; chemoselective reaction; | 72% |
1-Heptyne
tert-butyl-(1-decyl-4-iodo-but-3-enyloxy)-dimethyl-silane
tert-butyl-(1-decyl-undec-3-en-5-ynyloxy)-dimethyl-silane
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; dichloro bis(acetonitrile) palladium(II) at 20℃; Sonogashira coupling; | 100% |
Conditions | Yield |
---|---|
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 3h; Inert atmosphere; | 100% |
Stage #1: 1-Heptyne With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium In tetrahydrofuran; hexane at -30℃; for 2h; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran; hexane at -10℃; Further stages.; | 96% |
With ethylmagnesium bromide |
1-Heptyne
4-methoxy-2-(trifluoro-methanesulfonyloxy)-benzoic acid methyl ester
methyl 2-(1-heptyn-1-yl)-4-(methyloxy)benzoate
Conditions | Yield |
---|---|
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride Sonogashira Coupling; | 100% |
{4-(4-iodobenzoyloxy)butyl}trimethylammonium bistrifluoromethanesulfonimidate
1-Heptyne
C2F6NO4S2(1-)*C21H32NO2(1+)
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In N,N-dimethyl-formamide at 40℃; for 1h; Product distribution / selectivity; Sonogashira Coupling; | 100% |
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In dichloromethane at 40℃; for 1h; Product distribution / selectivity; Sonogashira Coupling; | 100% |
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In 1,4-dioxane at 40℃; for 1h; Product distribution / selectivity; Sonogashira Coupling; | 100% |
1-Heptyne
(1R,2R,3S,4R)-4-azido-1-<((tert-butyldiphenylsilyl)oxy)methyl>-2,3-(isopropylidenedioxy)cyclopentane
(1R,2S,3R,4R)-4-[(tert-butyldiphenylsilyloxy)methyl]-2,3-isopropylidenedioxy-1-[4-pentyl-1H-1,2,3-triazol-1-yl]cyclopentane
Conditions | Yield |
---|---|
With copper; copper(II) sulfate In water; tert-butyl alcohol at 125℃; for 0.25h; Microwave irradiation; | 100% |
1-Heptyne
trifluoro-methanesulfonic acid 3-methoxy-2-methyl-6-nitro-phenyl ester
C15H19NO3
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetra-(n-butyl)ammonium iodide In triethylamine; acetonitrile Sonogashira-Hagihara coupling; Reflux; | 100% |
1-Heptyne
2-Methoxybenzoyl chloride
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 23℃; for 4h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran at -78 - 20℃; for 26h; | 99% |
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran; hexane at -78 - 20℃; for 5h; | 94% |
Stage #1: 1-Heptyne With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; hexane at -30℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran; hexane at -30℃; for 2h; Further stages.; | 90% |
Conditions | Yield |
---|---|
With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 75℃; for 12h; Inert atmosphere; | 99% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; Sonogashira Cross-Coupling; Inert atmosphere; | 92% |
With copper(I) bromide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 90℃; for 0.333333h; | 81% |
With palladium 10% on activated carbon; potassium carbonate; triphenylphosphine In ethanol for 48h; Reflux; Green chemistry; | 77% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane 0 deg C, 75 min then rt., 3.5 h; | 99% |
With sodium aluminum diethyl dihydride 1.) toluene, r.t., 3 h, 2.) toluene, 0 deg C, 1 h; Yield given. Multistep reaction; | |
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran Stage #2: cyclohexanone In water |
Conditions | Yield |
---|---|
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) for 15h; Ambient temperature; | 99% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Sonogashira Cross-Coupling; Sealed tube; Inert atmosphere; | 99% |
With copper(l) iodide; di-μ-chlorobis{hydrogen bis(diphenylphosphito)(1-)-P,P'}dipalladium; triethylamine In toluene at 80℃; for 18h; Inert atmosphere; | 93% |
1-Heptyne
9-(3-iodo-benzyl)-9H-purin-6-ylamine
9-<3-(1-heptynyl)benzyl>-9H-6-purinamine
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In various solvent(s) for 0.75h; Heating; | 99% |
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at 20℃; for 2h; Sonogashira coupling reaction; | 99% |
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In diethylamine at 30℃; for 24h; | 98% |
Stage #1: 2-iodophenylamine With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 30℃; for 0.166667h; Inert atmosphere; Stage #2: 1-Heptyne at 30℃; for 24h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 20℃; for 3h; | 99% |
Conditions | Yield |
---|---|
With [copper(I)]2[(2-picolyliminomethyl)pyrrole]2 In toluene at 110℃; for 2h; Inert atmosphere; | 99% |
With zinc diacetate In toluene for 7h; Heating; | 89% |
With [bmim]PF6 at 120℃; for 2h; | 83 % Chromat. |
With nano Co3O4 In toluene at 130℃; for 15h; Sealed tube; | 10 %Chromat. |
Conditions | Yield |
---|---|
With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium on activated charcoal In N,N-dimethyl-formamide at 100℃; for 16h; Sonogashira reaction; | 99% |
Conditions | Yield |
---|---|
With Cu98Mn2 nanoporous catalyst In toluene at 65℃; for 6h; Huisgen cycloaddition; regioselective reaction; | 99% |
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In dichloromethane; water at 20℃; for 24h; | 99% |
With copper-supported ionic liquid catalyst In ethanol; water at 20℃; for 1.5h; Huisgen cycloaddition; | 98% |
Conditions | Yield |
---|---|
With copper(l) iodide; bis(triphenylylphosphine)palladium(II) dichloride; triethylamine at 50℃; for 5h; | 99% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 4h; Sonogashira coupling; Inert atmosphere; | 91% |
Stage #1: 1-Heptyne; ortho-bromobenzaldehyde With bis-triphenylphosphine-palladium(II) chloride; triethylamine at 20℃; for 0.25h; Sonogashira coupling; Inert atmosphere; Stage #2: With copper(l) iodide at 50℃; for 4h; Sonogashira coupling; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With sodium azide In water at 20℃; for 1.5h; Huisgen Cycloaddition; Green chemistry; | 99% |
With sodium azide; sodium L-ascorbate In water; tert-butyl alcohol for 4h; Heating; Green chemistry; | 96% |
With sodium azide; sodium L-ascorbate In water; tert-butyl alcohol at 55℃; for 4h; Huisgen Cycloaddition; Green chemistry; regioselective reaction; | 95% |
Conditions | Yield |
---|---|
Stage #1: 1-Heptyne With ethyl bromide; magnesium In tetrahydrofuran Inert atmosphere; Stage #2: paraformaldehyde-d2 In tetrahydrofuran for 2h; Reflux; Stage #3: With sulfuric acid In tetrahydrofuran; water Cooling with ice; | 99% |
Stage #1: 1-Heptyne With ethylmagnesium bromide In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; Stage #2: paraformaldehyde-d2 In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 40% |
Stage #1: 1-Heptyne With ethylmagnesium bromide In tetrahydrofuran Inert atmosphere; Stage #2: paraformaldehyde-d2 In tetrahydrofuran for 2h; Inert atmosphere; Reflux; | |
Stage #1: 1-Heptyne With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 1h; Stage #2: paraformaldehyde-d2 In tetrahydrofuran; water at -20 - 20℃; for 18h; |
1-Heptyne
4β-azido-4-deoxy-4′-demethylepipodophyllotoxin
4'-O-demethyl-4β-[(4-pentyl)-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 20℃; for 8h; | 99% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran Sonogashira coupling; Inert atmosphere; Reflux; | 99% |
Product Name: 1-Heptyne
The MF of 1-Heptyne (628-71-7) is C7H12.
The MW of 1-Heptyne (628-71-7) is 96.17.
Synonyms of 1-Heptyne (628-71-7): 1-Heptyne ; Amylacetylene ; Hept-1-in ; Hept-1-yne
Product Categories: Alkynes;Acetylenes;Acetylenic Hydrocarbons;Organic Building Blocks;Terminal;Miscellaneous
Form: clear colorless to light yellow-green liquid
EINECS: 211-051-5
Index of Refraction: 1.419
Density: 0.752 g/cm3
Flash Point: °C
Boiling Point: 99.7 °C
Storage temp: Flammables area
BRN: 1733518
Safety information of 1-Heptyne (628-71-7):
Hazard Codes F,Xn
Risk Statements 11-36/37/38-65
R11: Highly Flammable
R36/37/38: Irritating to eyes, respiratory system and skin
R65: Harmful: May cause lung damage if swallowed
Safety Statements 16-26-36-62-9-33
S16: Keep away from sources of ignition - No smoking
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S62: If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label
S9: Keep container in a well-ventilated place
S33: Take precautionary measures against static discharges
RIDADR UN 3295 3/PG 2
WGK Germany 3
F 10-23
HazardClass 3
PackingGroup II
HS Code 29012980
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area.Wash thoroughly after handling. Use with adequate ventilation. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Avoid contact with heat, sparks and flame. Avoid ingestion and inhalation. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
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