3-Aminophenylacetylene supplier

Name
3-Aminophenylacetylene
EINECS 258-944-6
CAS No. 54060-30-9
Article Data30
CAS DataBase
Density 1.05 g/cm³
Solubility Insoluble in water.
Melting Point 27 ºC
Formula C₈H₇N
Boiling Point 240.5 ºC at 760 mmHg
Molecular Weight 117.15
Flash Point 59 ºC
Transport Information UN 1993 3/PG 3
Appearance clear yellowish to brown liquid
Safety 26-36-37/39-36/37
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi,F
Synonyms Benzenamine, 3-ethynyl-;3-Ethynyl aniline;3-Ethynylbenzenamine;M-aminophenylacetylene;
PSA 26.02000
LogP 1.83130

Synthetic route

: 69088-96-6
2-methyl-4-(3-aminophenyl)-3-butyn-2-ol

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With sodium hydroxide In toluene at 105 - 110℃; for 4h; Inert atmosphere;	100%
With sodium hydroxide In toluene at 105 - 110℃; for 4h; Inert atmosphere;	100%
With sodium hydroxide; ascorbic acid In water; toluene at 90℃; for 1h; Product distribution / selectivity;	97.9%

: 1364394-80-8
N‐(3‐ethynylphenyl)formamide

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol at 70 - 75℃; for 2.5h;	95%

: 3034-94-4
3-nitrophenylacetylene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With hydrogenchloride; iron In methanol; water Reflux;	93.5%
With iron; ammonium chloride In ethanol; water at 85℃; for 3h; Solvent; Reagent/catalyst; Concentration;	92.8%
With ammonium hydroxide; zinc for 24h; Ambient temperature;	36%

: 70933-58-3
N-(3-ethynylphenyl)acetamide

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol at 70℃; for 2h;	90%

: C18H17NO2

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With water; potassium hydroxide In ethanol at 75℃; for 3.5h;	89%

: 69088-96-6
2-methyl-4-(3-aminophenyl)-3-butyn-2-ol

A: 54060-30-9
3-acetylenephenylamine

B: 31661-59-3
3-(4-(3-aminophenyl)buta-1,3-diynyl)benzeneamine

Conditions

Conditions	Yield
With sodium hydroxide In water; toluene at 90℃; for 1h; Product distribution / selectivity;	A 87.6% B 7.3%

: 115-19-5
2-methyl-but-3-yn-2-ol

: 591-19-5
3-bromoaniline

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; N,N,N',N'-tetramethylguanidine at 60℃; for 3h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Green chemistry;	86%

cobalt polysulfide: cobalt polysulfide

: 3034-94-4
3-nitrophenylacetylene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
In isopropyl alcohol	82%

: 208459-84-1
7-Benzenesulfonyl-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

: 5720-07-0
4-methoxyphenylboronic acid

A: (3-Ethynyl-phenyl)-[5-(4-methoxy-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-amine

B: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
	A 75% B n/a

...Expand

: 3034-94-4
3-nitrophenylacetylene

A: 871895-82-8
1,2-bis(3-ethynylphenyl)diazene oxide

B: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With Ru/C; sodium hydroxide In tetrahydrofuran; ethanol at 60℃; for 18h; Microwave irradiation;	A 50% B 15%

: 110598-30-6
1-amino,3-trimethylsilylethynylbenzene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With potassium hydroxide In methanol; dichloromethane at 20℃; for 3h;	43.1%
With potassium carbonate In tetrahydrofuran; methanol Inert atmosphere;

: 3034-94-4
3-nitrophenylacetylene

A: 137024-35-2
1,2-bis(3-ethynylphenyl)diazene

B: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
With Ru/C; sodium hydroxide In tetrahydrofuran; ethanol at 100℃; for 24h; Microwave irradiation;	A 37% B 14%

: 208459-84-1
7-Benzenesulfonyl-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

: 1679-18-1
4-Chlorophenylboronic acid

A: [5-(4-Chloro-phenyl)-7H-pyrrolo[2,3-d]pyrimidin4-yl]-(3-ethynyl-phenyl)-amine

B: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
	A 33% B n/a

...Expand

: 208459-84-1
7-Benzenesulfonyl-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

: 13331-27-6
m-nitrobenzene boronic acid

A: (3-Ethynyl-phenyl)-[5-(3-nitro-phenyl)-7H-pyrrolo[2,3-d]pyrimidin4-yl]-amine

B: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
	A 15% B n/a

...Expand

: 626-01-7
3-Iodoaniline

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 72 percent / bis(triphenylphosphine)palladium(II) chloride, CuI, Et3N / 2 h / 40 °C 2: 56 percent / NaOH / toluene / 2 h View Scheme
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) iodide / tetrahydrofuran / 20 °C 2: potassium hydroxide / methanol; dichloromethane / 3 h / 20 °C View Scheme

: 108-42-9
3-chloro-aniline

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tetrahydrofuran / 48 h / 80 °C / Inert atmosphere 2: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere View Scheme

: 591-19-5
3-bromoaniline

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / palladium diacetate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tetrahydrofuran / 80 °C / Inert atmosphere 2: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere View Scheme

: 585-79-5
3-Bromonitrobenzene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrabutyl ammonium fluoride / palladium diacetate; XPhos / tetrahydrofuran / 80 °C / Inert atmosphere 2: hydrogen / cobalt polysulfide / isopropyl alcohol / 1.25 h / 110 °C / 52476.2 Torr / Autoclave 3: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere View Scheme

: 33432-52-9
2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / cobalt polysulfide / isopropyl alcohol / 1.25 h / 110 °C / 52476.2 Torr / Autoclave 2: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: hydrogen / cobalt polysulfide / isopropyl alcohol / 1.25 h / 110 °C / 51716.2 Torr / Inert atmosphere 2: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere View Scheme

: 98-86-2
acetophenone

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid; nitric acid / 0.17 h / -10 °C 2: pyridine; trichlorophosphate / toluene / 20 - 115 °C 3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / 55 °C 4: iron; ammonium chloride / water; ethanol / 3 h / 85 °C View Scheme

: 121-89-1
3-Nitroacetophenone

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine; trichlorophosphate / toluene / 20 - 115 °C 2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / 55 °C 3: iron; ammonium chloride / water; ethanol / 3 h / 85 °C View Scheme

: 99419-61-1
1-chloro-1-(3-nitrophenyl)ethylene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 h / 55 °C 2: iron; ammonium chloride / water; ethanol / 3 h / 85 °C View Scheme

: C9H8O3S

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: palladium diacetate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; barium carbonate / water; tert-butyl alcohol / 7 h / 110 °C / Inert atmosphere 2: sodium hydroxide; water / ethanol / 2.5 h / 70 - 75 °C View Scheme

: 766-81-4
3-bromophenylacetylene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium phosphate; palladium diacetate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine / water; tert-butyl alcohol / 4.5 h / 110 °C / Inert atmosphere 2: sodium hydroxide; water / ethanol / 2 h / 70 °C View Scheme

: 2-methyl-4-(3-chlorophenyl)-3-butyn-2-ol

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene / water / 6.5 h / 110 °C / Inert atmosphere 2: water; potassium hydroxide / ethanol / 3.5 h / 75 °C View Scheme

: 98-95-3
nitrobenzene

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; copper(l) chloride / methanol; acetonitrile / 18 h / 20 °C / Inert atmosphere; Irradiation 2: sodium tetrahydroborate; water / 20 h / pH 9 / Irradiation View Scheme

: 99-61-6
3-nitro-benzaldehyde

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: pyridine; piperidine / isopropyl alcohol / Heating 2: bromine; acetic acid / dichloromethane / 20 °C 3: triethylamine / N,N-dimethyl-formamide / 0.03 h / 35 °C / Microwave irradiation 4: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.17 h / 35 °C / Microwave irradiation 5: hydrazine hydrate; palladium 10% on activated carbon / ethanol / Heating View Scheme

: 555-68-0
m-Nitrocinnamic Acid

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: bromine; acetic acid / dichloromethane / 20 °C 2: triethylamine / N,N-dimethyl-formamide / 0.03 h / 35 °C / Microwave irradiation 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.17 h / 35 °C / Microwave irradiation 4: hydrazine hydrate; palladium 10% on activated carbon / ethanol / Heating View Scheme

: 18193-72-1
2,3-dibromo-3-(3-nitro-phenyl)-propionic acid

: 54060-30-9
3-acetylenephenylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine / N,N-dimethyl-formamide / 0.03 h / 35 °C / Microwave irradiation 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 0.17 h / 35 °C / Microwave irradiation 3: hydrazine hydrate; palladium 10% on activated carbon / ethanol / Heating View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 54060-30-9
3-acetylenephenylamine

: 185619-66-3
(3-ethynyl-phenyl)-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	100%
Stage #1: di-tert-butyl dicarbonate; 3-acetylenephenylamine In tetrahydrofuran at 70℃; Stage #2: With 1-amino-3-(dimethylamino)propane at 20℃; for 1h;	97%
In tetrahydrofuran for 48h;	92%

: 54060-30-9
3-acetylenephenylamine

: 31661-59-3
3-(4-(3-aminophenyl)buta-1,3-diynyl)benzeneamine

Conditions

Conditions	Yield
With potassium carbonate; triphenylphosphine; 5,7-diphenyl-3-iodopyrazolo[1,5-a]pyrimidine; palladium on activated charcoal; copper(l) iodide In 1,2-dimethoxyethane at 80℃; for 24h;	100%
With copper(I) oxide; tetrabutylammomium bromide; oxygen; sodium hydroxide In water at 80℃; for 14h; Glaser Coupling; Green chemistry;	93%
With copper(II) nitrate In dimethyl sulfoxide at 100℃; for 4h; Schlenk technique; Sealed tube;	92%

: 54060-30-9
3-acetylenephenylamine

: 124-63-0
methanesulfonyl chloride

: 1025055-55-3
N-(3-ethynylphenyl)methanesulfonamide

Conditions

Conditions	Yield
With pyridine at 0 - 20℃;	100%

: 54060-30-9
3-acetylenephenylamine

: 79-03-8
propionyl chloride

: N-(3-ethynylphenyl)propionamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃; for 17h;	100%
With triethylamine In dichloromethane at 0 - 20℃; for 17h;	100%

: 1816-92-8
Methyl azidoacetate

: 54060-30-9
3-acetylenephenylamine

: methyl 2-(4-(3-aminophenyl)-1H-1,2,3-triazol-1-yl)acetate

Conditions

Conditions	Yield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;	100%
With copper(l) iodide; sodium L-ascorbate In water; tert-butyl alcohol at 20℃; Reagent/catalyst; Solvent;	100 %Chromat.

: 54060-30-9
3-acetylenephenylamine

: 501-53-1
benzyl chloroformate

: 371153-69-4
3-benzyloxycarbonylaminophenylacetylene

Conditions

Conditions	Yield
With sodium carbonate In diethyl ether; water at 20℃; for 1h;	99.6%
With sodium carbonate In tetrahydrofuran; water at 20℃; for 2h;	97.9%

: 108-55-4
glutaric anhydride,

: 54060-30-9
3-acetylenephenylamine

: 817638-75-8
4-(3-ethynylphenylcarbamoyl)butyric acid

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 6h;	99%

: 54060-30-9
3-acetylenephenylamine

: 75-36-5
acetyl chloride

: 70933-58-3
N-(3-ethynylphenyl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃;	99%
With triethylamine In diethyl ether at 0 - 20℃; for 1.5h; Inert atmosphere;	97%
With triethylamine In diethyl ether at 0 - 20℃;	94%

: 54060-30-9
3-acetylenephenylamine

: 175357-98-9
4-chloro-6-fluoro-pyrido[3,4-d]pyrimidine

: 1245555-86-5
N-(3-ethynylphenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amine

Conditions

Conditions	Yield
Stage #1: 3-acetylenephenylamine; 4-chloro-6-fluoro-pyrido[3,4-d]pyrimidine In ISOPROPYLAMIDE at 20℃; for 0.666667h; Stage #2: With sodium hydrogencarbonate In ISOPROPYLAMIDE at 20℃; for 0.25h;	99%

: 645-00-1
m-iodonitrobenzene

: 54060-30-9
3-acetylenephenylamine

: 1263386-21-5
C14H10N2O2

Conditions

Conditions	Yield
With triethylamine at 80℃; for 12h; Sonogashira coupling; Ionic liquid;	99%
With triethylamine In ethanol at 75℃; for 5h; Sonogashira Cross-Coupling;	65%

: 1547160-88-2
C10H7Cl2N3O3

: 54060-30-9
3-acetylenephenylamine

: 1547160-91-7
C18H13ClN4O3

Conditions

Conditions	Yield
In isopropyl alcohol at 50℃; for 2h;	99%

: 1547160-90-6
C11H9Cl2N3O3

: 54060-30-9
3-acetylenephenylamine

: 1547160-93-9
C19H15ClN4O3

Conditions

Conditions	Yield
In isopropyl alcohol at 50℃; for 2h;	99%

: 54060-30-9
3-acetylenephenylamine

: 13790-39-1
6,7-dimethoxy-4-chloroquinazoline

: 6,7-dimethoxyquinazolin-4-yl-(3-ethynylphenyl)amine hydrochloride

Conditions

Conditions	Yield
In isopropyl alcohol for 0.5h; Reflux;	99%

: 54060-30-9
3-acetylenephenylamine

: C16H14N2

Conditions

Conditions	Yield
With C17H37FeN3P2 In tetrahydrofuran; benzene-d6 at 20℃; for 0.5h; Inert atmosphere; Glovebox; stereoselective reaction;	99%

: 54060-30-9
3-acetylenephenylamine

: 65-85-0
benzoic acid

: N-(3-ethynylphenyl)benzamide

Conditions

Conditions	Yield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;	99%

: 54060-30-9
3-acetylenephenylamine

: C10H18N4O4S

: C19H23N5O5S

Conditions

Conditions	Yield
Stage #1: 3-acetylenephenylamine With bis(trichloromethyl) carbonate In dichloromethane at -40℃; for 1h; Stage #2: C10H18N4O4S With pyridine; triethylamine In dichloromethane at 45℃; for 1h;	98.24%

: 54060-30-9
3-acetylenephenylamine

: 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

: 183319-69-9
erlotinib hydrochloride

Conditions

Conditions	Yield
In isopropyl alcohol for 18h; Heating;	98%
In iso-propanol (IPA) for 0.5h; Product distribution / selectivity; Heating / reflux;	97%
Stage #1: 3-acetylenephenylamine; 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline In N,N-dimethyl-formamide; acetonitrile at 90℃; for 7h; Darkness; Stage #2: With hydrogenchloride In water at 15 - 30℃; Temperature; Solvent;	97.6%

: 54060-30-9
3-acetylenephenylamine

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: 186519-85-7
(3-ethynyl-phenyl)-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

Conditions

Conditions	Yield
With silver trifluoromethanesulfonate In N,N-dimethyl-formamide at 90℃;	98%

: 54060-30-9
3-acetylenephenylamine

: 39478-78-9
5-bromo-2-methylaniline

: 5-{4-(3-aminophenyl)-[1,2,3]triazol-1-yl}-2-methylphenylamine

Conditions

Conditions	Yield
With sodium azide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium L-ascorbate; copper(l) iodide In dimethyl sulfoxide at 70℃; for 12h;	98%

: 1217-89-6
1-benzylisatin

: 54060-30-9
3-acetylenephenylamine

: 1292358-55-4
1-benzyl-3-hydroxy-3-((3-aminophenyl)ethynyl)indolin-2-one

Conditions

Conditions	Yield
With 1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene silver chloride; water; N-ethyl-N,N-diisopropylamine at 40℃; for 16h;	98%

: 110-78-1
Propyl isocyanate

: 54060-30-9
3-acetylenephenylamine

: 1-(3-ethynylphenyl)-3-propylurea

Conditions

Conditions	Yield
In dichloromethane Cooling with ice; Reflux;	98%
In dichloromethane Cooling with ice; Reflux;

: 54060-30-9
3-acetylenephenylamine

: 2-iodo-4-methyl-1-[(2-methylprop-2-enyl)oxy]benzene

: 3-[3-(3,5-dimethyl-2,3-dihydro-1-benzofuran-3-yl)prop-1-ynyl]aniline

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); N-benzyl-N,N,N-triethylammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In water at 100℃; for 0.25h; Sealed tube; Inert atmosphere; Microwave irradiation; Green chemistry;	98%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate In N,N-dimethyl-formamide at 100℃; for 0.25h; Microwave irradiation; Inert atmosphere; Sealed tube; Green chemistry;	92%

: 677704-58-4
4-(morpholin-4-yl)-3-(trifluoromethyl)benzoic acid

: 54060-30-9
3-acetylenephenylamine

: N-(3-ethynylphenyl)-4-morpholino-3-(trifluoromethyl)benzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 18h; Schlenk technique; Inert atmosphere;	97.2%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	97.2%

: 75-15-0
carbon disulfide

: 54060-30-9
3-acetylenephenylamine

: 121-44-8
triethylamine

: 3-ethynylphenyl dithiocarbamic acid triethylammonium

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 10h;	97.1%
In ethyl acetate; Petroleum ether at 20℃;

...Expand

: 54060-30-9
3-acetylenephenylamine

: 99-03-6
1-(3-aminophenyl)ethanone

Conditions

Conditions	Yield
With silver hexafluoroantimonate In methanol; water at 120℃; for 24h; Sealed tube;	97%
With C22H20AuN3O2P(1+)*CF3O3S(1-); water; silver trifluoromethanesulfonate; acetic acid at 100℃; for 10h;	91%
With water at 200℃; for 0.333333h; microwave irradiation;	90%

: 54060-30-9
3-acetylenephenylamine

: 622-79-7
benzyl azide

: 1151920-00-1
1-benzyl-4-(3-aminophenyl)-1H-1,2,3-triazole

Conditions

Conditions	Yield
With carbon dioxide; copper at 50℃; under 75007.5 Torr; for 10h; Green chemistry;	97%
With copper(ll) sulfate pentahydrate; betaine; sodium L-ascorbate In water at 30℃; for 24h;	96%
With Cu(OAc)2-anchored mesoporous SBA-15 catalyst (CuSBA-15-PTAA) In water at 50℃; for 6h;	96%

: 54060-30-9
3-acetylenephenylamine

: 4755-77-5
Ethyl oxalyl chloride

: 1178671-79-8
3-ethynylphenylamino oxoacetate ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran; triethylamine at 50℃; for 1.5h; Inert atmosphere;	97%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.5h; Sealed tube;

: 13329-40-3
4-Iodoacetophenone

: 54060-30-9
3-acetylenephenylamine

: 1263386-20-4
1-(4-((3-aminophenyl)ethynyl)phenyl)ethanone

Conditions

Conditions	Yield
With triethylamine at 80℃; for 12h; Kinetics; Reagent/catalyst; Sonogashira coupling; Ionic liquid;	97%
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate tribasic heptahydrate In ethanol; water at 80℃; for 0.166667h; Sonogashira coupling; Under air;	93%

3-Aminophenylacetylene Chemical Properties

IUPAC Name: 3-Ethynylaniline
Molecular Formula: C₈H₇N
Molecular Weight: 117.15 g/mol
SMILES: C(c1cccc(N)c1)#C
InChI: InChI=1/C8H7N/c1-2-7-4-3-5-8(9)6-7/h1,3-6H,9H2
EINECS: 258-944-6
Product Categories: Amines and Anilines; Acid Anhydrides, etc. (Reagents for Conducting Polymer Research); Functionalized Acetylenes; Acetylenes; Fluorenes, etc. (reagent for high-performance polymer research); Functional Materials; Reagent for High-Performance Polymer Research; Reagents for Conducting Polymer Research; Intermediate of erlotinib hydrochloride; Alkynes; Organic Building Blocks; Terminal
Index of Refraction: 1.589
Molar Refractivity: 37.43 cm³
Molar Volume: 110.9 cm³
Polarizability: 14.83×10^-24 cm³
Surface Tension: 47.3 dyne/cm
Density: 1.05 g/cm³
Flash Point: 111 °C
Enthalpy of Vaporization: 47.74 kJ/mol
Boiling Point: 240.5 °C at 760 mmHg
Melting Point: 27 °C
Vapour Pressure of 3-Aminophenylacetylene (CAS NO.54060-30-9): 0.0379 mmHg at 25 °C

3-Aminophenylacetylene Safety Profile

Hazard Codes: Irritant Xi, Flammable F
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
S36/37:Wear suitable protective clothing and gloves.
RIDADR: UN 1993 3/PG 3
WGK Germany of 3-Aminophenylacetylene (CAS NO.54060-30-9): 3

3-Aminophenylacetylene Specification

3-Aminophenylacetylene (CAS NO.54060-30-9), its Synonyms are 3-Ethynylaniline ; Benzenamine, 3-ethynyl- ; m-Aminophenylacetylene . It is clear yellowish to brown liquid.

Product Name

3-Aminophenylacetylene

Synthetic route

3-Aminophenylacetylene Chemical Properties

3-Aminophenylacetylene Safety Profile

3-Aminophenylacetylene Specification

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