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Stock products, own laboratory Product number 35655 English Name Propyne CAS Number 74-99-7 Purity 98% Molecular formula C13H8
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Propyne propyne CAS No.: 74-99-7 Synonyms: View More prop-1-yne; Propyne; Propine; CH3CequivCH; ALLYLENE; Methylacetylene; 1-Propyne; 1-PROPYNE; propargyl acid; Formula: C3H4 Exact Mass: 40.03130 Molecular Weight: 40.06390 PSA: 0.
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Propyne Basic information Product Name: Propyne Synonyms: ALLYLENE;PROPYNE;Acetylene, methyl-;CH3CequivCH;methyl-acetylen;Propine;Propyne 96%;PROPYNE, 99+% CAS: 74-99-7 MF: C3H4 MW: 40.06 EINECS: 200-828-4 Product Categories: M
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Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 95% B n/a |
Conditions | Yield |
---|---|
In pentane at 20℃; | A 91% B n/a |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 90% B n/a |
benzyl(but-2-yn-1-yl)amine
4-n-methylphenylacetylene
A
N-benzyl-3-(4-methylphenyl)-2-propynylamine
B
prop-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 87% B n/a |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 87% B n/a |
benzyl(but-2-yn-1-yl)amine
hex-1-yne
A
N-benzylhept-2-yn-1-amine
B
prop-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 120℃; for 12h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 87% B n/a |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 86% B n/a |
benzyl(but-2-yn-1-yl)amine
phenylacetylene
A
N-(3-phenylprop-2-ynyl)benzenemethanamine
B
prop-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 85% B n/a |
Conditions | Yield |
---|---|
In ammonia | 84% |
With ammonia |
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 80% B n/a |
2,2-dimethyl-3-butyne
benzyl(but-2-yn-1-yl)amine
A
N-benzyl 4,4-dimethyl-pent-2-ynylamine
B
prop-1-yne
Conditions | Yield |
---|---|
With Lu(N(SiMe3)2)3 In toluene at 130℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube; | A 80% B n/a |
Conditions | Yield |
---|---|
at 650℃; under 0.01 - 0.1 Torr; for 2h; | A 79% B n/a |
triphenylprop-2-ynylarsonium bromide
A
1,2-propanediene
B
triphenylarsineoxide
C
prop-1-yne
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 25℃; for 1h; | A n/a B 71.51% C n/a |
Conditions | Yield |
---|---|
With potassium hydroxide In water for 1h; Hydrolysis; Heating; | A 66% B 70% |
Conditions | Yield |
---|---|
at 1100℃; | A 10% B 60% C 25% |
3-(triphenylphosphoranylidene)octane-2,6-dione
A
4-penten-3-one
B
oct-6-yn-3-one
C
prop-1-yne
Conditions | Yield |
---|---|
at 650℃; under 0.01 - 0.1 Torr; for 2h; | A 49% B 39% C n/a |
dimethylglyoxal
A
dimethylketene
B
propene
C
carbon dioxide
D
methyl vinyl ketone
E
prop-1-yne
F
acetylene
Conditions | Yield |
---|---|
With pyrographite at -196℃; Mechanism; | A 2% B 22.4% C 9.4% D 19% E 2.3% F 40.7% |
(p-fluorophenyl)dimethyl(1-propynyl)stannane
4-ethynyl-N,N-dimethylaniline
A
{(p-(dimethylamino)phenyl)ethynyl}(p-fluorophenyl)dimethylstannane
B
prop-1-yne
Conditions | Yield |
---|---|
In neat (no solvent) (vac.); mixing Sn-compd. with org. compd. in stream of Ar, heating (150°C), keeping (160-175°C, 10 h); distn. (vac.), collection (155°C and higher, 0.08 mm), recrystn. (hexane/CCl4); elem. anal.; | A 36% B n/a |
In neat (no solvent) (vac.); mixing Sn-compd. with org. compd. in stream of Ar, heating (150°C), keeping (160-175°C, 5 h),; distn. (vac.), collection (155°C and higher, 0.08 mm), recrystn. (hexane/CCl4); elem. anal.; | A 33% B n/a |
3-(triphenylphosphoranylidene)heptane-2,6-dione
A
5-heptyne-2-one
B
methyl vinyl ketone
C
prop-1-yne
Conditions | Yield |
---|---|
at 750℃; under 0.01 - 0.1 Torr; for 2h; | A 33% B 28% C n/a |
at 650℃; under 0.01 - 0.1 Torr; for 2h; | A 26% B 32% C n/a |
1-Methyl-1-ethenylsilacyclobutane
A
propene
B
ethene
C
1,2-propanediene
D
buta-1,3-diene
E
prop-1-yne
F
1,3-dimethyl-1,3-divinyl-1,3-disilacyclobutane
Conditions | Yield |
---|---|
at 775℃; under 0.008 - 0.08 Torr; Product distribution; Mechanism; other temperature; | A 1.4% B 8% C 3.6% D n/a E 1.7% F 28% |
1-Methyl-1-ethenylsilacyclobutane
A
ethene
B
1,2-propanediene
C
prop-1-yne
D
1,3-dimethyl-1,3-divinyl-1,3-disilacyclobutane
Conditions | Yield |
---|---|
at 775℃; under 0.008 - 0.08 Torr; Further byproducts given; | A 8% B 3.6% C 1.7% D 28% |
Kinetics; Thermodynamic data; low pressure pyrolysis; also co-pyrolysis with 1,1-dimethyl-1-silacyclobutane; var. temp.; |
2,3-dimethyl-buta-1,3-diene
1,1-Divinyl-1-silacyclobutane
A
propene
B
ethene
E
prop-1-yne
F
acetylene
Conditions | Yield |
---|---|
at 820℃; under 0.008 - 0.08 Torr; Product distribution; Mechanism; | A 3% B 21% C 8% D 14% E 4% F 18% G n/a |
Conditions | Yield |
---|---|
at 700℃; Pyrolysis; |
Conditions | Yield |
---|---|
Reaktion des Kupfersalzes; |
Conditions | Yield |
---|---|
With tetrahydrofuran; N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With potassium carbonate | |
With sodium ethanolate |
Conditions | Yield |
---|---|
With sodium |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 0.833333h; | 100% |
(i) EtMgBr, Et2O, (ii) /BRN= 1209254/; Multistep reaction; |
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride for 6h; Ambient temperature; | 100% |
N-methoxy-N-methyl-3,3-dimethylacrylamide
prop-1-yne
2-Methyl-2-hepten-5-yn-4-one
Conditions | Yield |
---|---|
With n-butyllithium; triphenylmethane 1.) -78 deg C, 15 min, 2.) r.t., 3 h; | 100% |
prop-1-yne
4-methyl-1,3,2-dithiazolium hexafluoroarsenate(V)
Conditions | Yield |
---|---|
With dichlorodithionitronium hexafluoroarsenate In liquid sulphur dioxide | 100% |
With dithionitronium hexafluoroarsenate In liquid sulphur dioxide Yield given; | |
With dithionitronium hexafluoroarsenate In liquid sulphur dioxide for 6h; Ambient temperature; |
1-(Methoxymethoxy)-2-butanone
prop-1-yne
3-<(Methoxymethoxy)methyl>-4-hexyn-3-ol
Conditions | Yield |
---|---|
With ethylmagnesium bromide In tetrahydrofuran 1.) -78 deg C to r.t.; r.t., 1 h, 2.) 0 deg C to r.t., 1 h; | 100% |
Conditions | Yield |
---|---|
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In triethylamine at 20℃; for 27h; Arylation; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine Condensation; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at -78 - 20℃; for 13h; Sonogashira coupling; | 90% |
(3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester
prop-1-yne
(3-prop-1-ynyl-pyridin-4-yl)-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 20℃; | 100% |
Stage #1: (3-iodo-pyridin-4-yl)-carbamic acid tert-butyl ester; prop-1-yne; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In DMF (N,N-dimethyl-formamide); triethylamine at -78 - 20℃; Stage #2: With ammonium chloride In DMF (N,N-dimethyl-formamide); water; ethyl acetate; triethylamine | 98% |
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide at -78 - 20℃; for 5 - 6h; | 97% |
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at -78 - 20℃; for 1h; |
prop-1-yne
2,4-dibromo-6-pentyl-pyrimidine
4-pentyl-2,6-di-prop-1-ynyl-pyrimidine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
2,4-dibromo-5-methyl-pyrimidine
prop-1-yne
5-methyl-2,4-di-prop-1-ynyl-pyrimidine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 3h; | 99% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 3h; |
2,4-dibromo-5,6-dimethyl-pyrimidine
prop-1-yne
4,5-dimethyl-2,6-di-prop-1-ynyl-pyrinidine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine at 50℃; for 3h; Sonogashira coupling; | 100% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃; for 3h; |
4-(tert-butyldiphenylsilanyloxy)-2-butyn-1-al
prop-1-yne
1-(tert-butyldiphenylsilanyloxy)hepta-2,5-diyn-4-ol
Conditions | Yield |
---|---|
Stage #1: prop-1-yne With n-butyllithium; lithium bromide In tetrahydrofuran; hexane at -20℃; for 2h; Stage #2: 4-(tert-butyldiphenylsilanyloxy)-2-butyn-1-al In tetrahydrofuran; hexane at -20 - 20℃; | 100% |
Conditions | Yield |
---|---|
(Me2SiCp''2UBu)2O*2THF In tetrahydrofuran at 66℃; for 44h; | 100% |
2-bromo-6-fluorobenzaldehyde
prop-1-yne
2-fluoro-6-prop-1-ynylbenzaldehyde
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride In DMF (N,N-dimethyl-formamide) at -78 - 20℃; for 4h; | 100% |
Conditions | Yield |
---|---|
In pentane byproducts: CO; Irradiation (UV/VIS); passing a faint stream of methylacetylene through Nb complex soln. under N2; irradiation (Hg medium pressure burner, 450 W), -20°C, 8-20 min; filtration; evapn. to dryness; | 100% |
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In N,N-dimethyl-formamide Sonogashira coupling; | 100% |
(R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane
prop-1-yne
(S)-1-((tert-butyldimethylsilyl)oxy)hept-5-yn-3-ol
Conditions | Yield |
---|---|
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere; Stage #2: (R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78 - 0℃; Inert atmosphere; | 100% |
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: (R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78 - 0℃; for 2h; | 85% |
Stage #1: prop-1-yne With n-butyllithium In hexane at -78℃; for 0.0833333h; Stage #2: With potassium hexamethylsilazane In hexane; toluene at -78℃; for 0.5h; Stage #3: (R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane With boron trifluoride diethyl etherate In tetrahydrofuran; hexane; toluene at -78℃; for 2h; | 83% |
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: (R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane With boron trifluoride diethyl etherate In tetrahydrofuran at -78 - 0℃; for 2h; Stage #3: With ammonium chloride In tetrahydrofuran; water | 80% |
5-chloro-3-iodo-2-aminopyridine
prop-1-yne
5-chloro-3-prop-1-ynyl-pyridin-2-ylamine
Conditions | Yield |
---|---|
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 0 - 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
Stage #1: prop-1-yne With n-butyllithium In hexane; toluene at 0℃; for 1.5h; Stage #2: With diethylaluminium chloride In hexane; toluene at 0℃; for 2h; Stage #3: (R)-benzyl glycidol In hexane; toluene for 0.166667h; | 100% |
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran at -78 - -40℃; for 0.666667h; Inert atmosphere; Stage #2: (R)-benzyl glycidol With boron trifluoride diethyl etherate In tetrahydrofuran; toluene at -78 - 0℃; Inert atmosphere; | 98% |
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran; 1,2-dimethoxyethane at -78 - -40℃; for 0.666667h; Inert atmosphere; Stage #2: (R)-benzyl glycidol With boron trifluoride diethyl etherate In tetrahydrofuran; 1,2-dimethoxyethane at 0 - 20℃; for 1.16667h; Inert atmosphere; | 98% |
tert-butyl 4-azidopiperidine-1-carboxylate
prop-1-yne
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In water; tert-butyl alcohol at 20 - 40℃; for 5h; Sealed tube; | 100% |
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; for 18h; | 100% |
prop-1-yne
tert-butyl (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoate
Conditions | Yield |
---|---|
With copper diacetate; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; | 100% |
Conditions | Yield |
---|---|
With methylaluminoxane In benzene-d6 at 20℃; under 1E-05 Torr; for 48h; Dimerization; | 99.4% |
With formaldehyd; palladium(II) acetylacetonate; triethylaluminum; triphenylphosphine In toluene at 100℃; for 6h; | 44% |
[(Et2N)3U][BPh4] In tetrahydrofuran-d8 at 110℃; for 24h; Dimerization; | 94 % Chromat. |
methanol
carbon monoxide
prop-1-yne
methacrylic acid methyl ester
Conditions | Yield |
---|---|
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃; | 99% |
With methanesulfonic acid; N,N-dimethyl-aniline; palladium complex with bis(3,5-dimethyl-4-methoxyphenyl) (6-methyl-2-pyridyl)phosphine at 65℃; for 7h; Product distribution / selectivity; Cooling with ethanol-dry ice; Autoclave; | 73% |
With methanesulfonic acid; 2-(diphenylphosphino)pyridine; palladium diacetate at 45℃; Mechanism; var. reagents and reaction conditions; |
N-Methoxy-N-methyl-3-propyl-2-hexenamide
prop-1-yne
6-Propyl-5-nonen-2-yn-4-one
Conditions | Yield |
---|---|
With n-butyllithium; triphenylmethane 1.) -78 deg C, 15 min, 2.) r.t., 3 h; | 99% |
1,4-dihexyl-2,5-diiodobenzene
prop-1-yne
2,5-dihexyl-1,4-diprop-1-ynylbenzene
Conditions | Yield |
---|---|
With piperidine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride for 3h; | 99% |
With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide under 760 Torr; for 4h; | 82% |
Conditions | Yield |
---|---|
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride 24 deg C, then 65 deg C; | 99% |
prop-1-yne
(1R,2S,5R)-2-Methyl-5-((S)-(S)-3-oxiranyl-butyl)-6,8-dioxa-bicyclo[3.2.1]octane
(3S,4R)-3-Methyl-1-((1R,2S,5S)-2-methyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-oct-6-yn-4-ol
Conditions | Yield |
---|---|
With n-butyllithium; boron trifluoride diethyl etherate In tetrahydrofuran at -78 - 20℃; | 99% |
Conditions | Yield |
---|---|
With ammonium hexafluorophosphate; dodecacarbonyl-triangulo-triruthenium In benzene at 95℃; for 12h; | 99% |
With [(PCy3)2(CO)(CH3CN)2RuCCPh][BF4] In benzene-d6 at 80℃; | 83 % Spectr. |
(2R,3S,5Z,8R,9S)-[8-benzyloxy-9-benzyloxymethyl-3-(tret-butyldimethylsilyloxy)-2,3,4,7,8,9-hexahydrooxonin-2-yl]methyl trifluoromethanesulfonate
prop-1-yne
(2R,3S,5Z,8R,9S)-3-benzyloxy-2-benzyloxymethyl-8-(tret-butyldimethylsilyloxy)-9-(but-2'-ynyl)-2,3,4,7,8,9-hexahydrooxonin
Conditions | Yield |
---|---|
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: (2R,3S,5Z,8R,9S)-[8-benzyloxy-9-benzyloxymethyl-3-(tret-butyldimethylsilyloxy)-2,3,4,7,8,9-hexahydrooxonin-2-yl]methyl trifluoromethanesulfonate In tetrahydrofuran at -78 - 24℃; for 3h; | 99% |
Stage #1: prop-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Stage #2: (2R,3S,5Z,8R,9S)-[8-benzyloxy-9-benzyloxymethyl-3-(tret-butyldimethylsilyloxy)-2,3,4,7,8,9-hexahydrooxonin-2-yl]methyl trifluoromethanesulfonate In tetrahydrofuran at -78 - 25℃; for 3h; | 97% |
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