4-ETHYNYLANILINE

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CAS:14235-81-5
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CAS:14235-81-5
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4-ETHYNYLANILINE Basic information
Reaction Uses
Product Name:4-ETHYNYLANILINE
Synonyms:4-Ethynylaniline ,98%;4-Ethynylaniline,1-Amino-4-ethynylbenzene;p-Ethnylaniline;4-ethenylbenzenamine;4-Ethynyl aniline (4-aminophenylacetylene);4-ETHYNYLANILINE 97%;Benzenamine, 4-ethynyl- (9CI);4-Ethynyl-benzenaMine
CAS:14235-81-5
MF:C8H7N
MW:117.15
EINECS:
Product Categories:Acetylenes;Building Blocks for Liquid Crystals;Chalcones, etc. (Building Blocks for Liquid Crystals);Functional Materials;Functionalized Acetylenes
Mol File:14235-81-5.mol
4-ETHYNYLANILINE Structure
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
pka3.11±0.10(Predicted)
form Crystalline Powder
color Yellow to brown
BRN 2205181
InChIKeyJXYITCJMBRETQX-UHFFFAOYSA-N
CAS DataBase Reference14235-81-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-36/37
WGK Germany 3
8-10-23
HS Code 29214990
MSDS Information
ProviderLanguage
SigmaAldrich English
4-ETHYNYLANILINE Usage And Synthesis
Reaction4-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.
Uses4-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 PropertiesWhite or light yellow solid
Uses4-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).
DefinitionChEBI: 4-ethynylaniline is a substituted aniline.
Synthesis Reference(s)The Journal of Organic Chemistry, 59, p. 5818, 1994 DOI: 10.1021/jo00098a051
General Description4-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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