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Cas:628-71-7
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Product Name: 1-Heptyne Synonyms: Amylacetylene;hept-1-yne;n-C5H11CequivCH;N-AMYLACETYLENE;1-HEPTYNE;HEPTYNE(1-);1-Heptyne99%;1-Heptyne 99% CAS: 628-71-7 MF: C7H12 MW: 96.17 EINECS: 211-051-5 Product Categ
Cas:628-71-7
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Cas:628-71-7
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inquiryName: 1-Heptyne. Synonym:Amylacetylene;1-HEPTYNE,98%1-HEPTYNE,98%1-HEPTYNE,98%1-HEPTYNE,98%;hept-1-yne;n-C5H11CequivCH;N-AMYLACETYLENE;1-HEPTYNE;1-heptanone;n-pentylacetylene CAS No.: 628-71-7. Molecular formula: C7H12. Molecular weight: 96
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Product Description Description & Specification Category Pharmaceutical Raw Materials, Fine Chemicals, Bulk drug Standard Medical standard
Cas:628-71-7
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Cas:628-71-7
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inquiryMelting point - 81 ° C The boiling point of 99-100 ° C (lit.) Density of 0.733 g/mL at 25 ° C (lit.) 93.1 mm Hg vapour pressure (37.7 ° C) Refractive index n20/D 1.408(lit.) Flash point 28 ° F Storage conditions Li
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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% |
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