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592609

Sigma-Aldrich

4-Ethynyl-N,N-dimethylaniline

97%

Synonym(s):

1-Ethynyl-4-dimethylaniline, 4-Dimethylaminophenylacetylene

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About This Item

Linear Formula:
CH≡CC6H4N(CH3)2
CAS Number:
17573-94-3
Molecular Weight:
145.20
MDL number:
MFCD00168816
UNSPSC Code:
12352100
PubChem Substance ID:
24881401

assay

97%

form

solid

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

Related Categories

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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