4-ETHYNYLANILINE Chemical Properties

Melting point:

98-102 °C (dec.) (lit.)

Boiling point:

99-101 °C(Press: 13 Torr)

Density 

1.05±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

3.11±0.10(Predicted)

form 

Crystalline Powder

color 

Yellow to brown

BRN 

2205181

InChIKey

JXYITCJMBRETQX-UHFFFAOYSA-N

CAS DataBase Reference

14235-81-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-36/37

WGK Germany 

3

F 

8-10-23

HS Code 

29214990

MSDS

• Language:English Provider:SigmaAldrich

4-ETHYNYLANILINE Usage And Synthesis

Reaction

4-Ethynylaniline, also known as p-ethynylaniline, is a terminal alkyne. Its synthesis using 2-methyl-3-butyn-2-ol (MEBYNOL) has been reported. The transition metal catalyzed polymerization of 4-ethynylaniline to afford poly(4-ethynylaniline) has been reported.[3]The impact of the surface functionalization with 4-ethynylaniline on the thermal behavior of multi-walled carbon nanotubes (MWNTs) and graphene has been investigated.

Uses

4-Ethynylaniline may be used in the synthesis of N-methyliminodiethyl 4-(4-ethynylphenyliminomethyl) benzeneboronate. It can also be used to prepare an acetylene ligand, HC2-NDI (NDI= 1,4,5,8-naphthalenediimide).It can be used as an alkyne component in a synthesis of indoles from nitroarenes in the presence of a palladium-phenantroline catalyst.

Chemical Properties

White or light yellow solid

Uses

4-Ethynylaniline may be used in the synthesis of N-methyliminodiethyl 4-(4-ethynylphenyliminomethyl)benzeneboronate. It can also be used to prepare an acetylene ligand, HC₂-NDI (NDI= 1,4,5,8-naphthalenediimide).

Definition

ChEBI: 4-ethynylaniline is a substituted aniline.

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 5818, 1994 DOI: 10.1021/jo00098a051

General Description

4-Ethynylaniline, also known as p-ethynylaniline, is a terminal alkyne. Its synthesis using 2-methyl-3-butyn-2-ol (MEBYNOL) has been reported. The transition metal catalyzed polymerization of 4-ethynylaniline to afford poly(4-ethynylaniline) has been reported. The impact of the surface functionalization with 4-ethynylaniline on the thermal behavior of multi-walled carbon nanotubes (MWNTs) and graphene has been investigated.

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