592609

4-Ethynyl-N,N-dimethylaniline

97%

• Synonym(s): 1-Ethynyl-4-dimethylaniline, 4-Dimethylaminophenylacetylene
• 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
• NACRES: NA.22

Properties

• 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

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H317,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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