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3-Aminophenylacetylene

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Name

3-Aminophenylacetylene

EINECS 258-944-6
CAS No. 54060-30-9 Density 1.05 g/cm3
PSA 26.02000 LogP 1.83130
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 Molecular Structure of 54060-30-9 (3-Aminophenylacetylene) Hazard Symbols IrritantXi,FlammableF
Synonyms

Benzenamine, 3-ethynyl-;3-Ethynyl aniline;3-Ethynylbenzenamine;M-aminophenylacetylene;

Article Data 30

3-Aminophenylacetylene Synthetic route

69088-96-6

2-methyl-4-(3-aminophenyl)-3-butyn-2-ol

54060-30-9

3-acetylenephenylamine

Conditions
ConditionsYield
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
ConditionsYield
With water; sodium hydroxide In ethanol at 70 - 75℃; for 2.5h;95%
3034-94-4

3-nitrophenylacetylene

54060-30-9

3-acetylenephenylamine

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

C18H17NO2

54060-30-9

3-acetylenephenylamine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In isopropyl alcohol82%
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
ConditionsYield
A 75%
B n/a
3034-94-4

3-nitrophenylacetylene

A

871895-82-8

1,2-bis(3-ethynylphenyl)diazene oxide

B

54060-30-9

3-acetylenephenylamine

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

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: IrritantXi,FlammableF
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.

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