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592609 Sigma-Aldrich

4-Ethynyl-N,N-dimethylaniline

97%

Synonym: 1-Ethynyl-4-dimethylaniline, 4-Dimethylaminophenylacetylene

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
assay   97%
mp   49-53 °C (lit.)
SMILES string   CN(C)c1ccc(cc1)C#C
InChI   1S/C10H11N/c1-4-9-5-7-10(8-6-9)11(2)3/h1,5-8H,2-3H3
InChI key   ZWMAYLMVFSCMMS-UHFFFAOYSA-N

Description

General description

4-Ethynyl-N,N-dimethylaniline can be prepared via hydrolysis of 4-(3-methyl-3-hydroxy-1-butynyl)-N,N-dimethylaniline using potassium hydroxide in toluene.

Application

4-Ethynyl-N,N-dimethylaniline may be used to synthesize the following:
• copper(I) arylacetylide via reaction with copper(II)acetate
• N,N-dimethyl-4-(3-pyridinylethynyl)aniline via Sonogashira–Hagihara coupling with 3-iodopyridine
• [[5,15-bis[(40-dimethylamino)phenyl]ethynyl]-10,20-bis[(triisopropylsilyl)ethynyl]porphyrinato]magnesium(II) via reaction with dibromo magnesium porphyrin

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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