592609
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:
Molecular Weight:
145.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
49-53 °C (lit.)
functional group
amine
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
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.[1]
Application
4-Ethynyl-N,N-dimethylaniline may be used to synthesize the following:
- copper(I) arylacetylide via reaction with copper(II)acetate[2]
- N,N-dimethyl-4-(3-pyridinylethynyl)aniline via Sonogashira–Hagihara coupling with 3-iodopyridine[3]
- [[5,15-bis[(40-dimethylamino)phenyl]ethynyl]-10,20-bis[(triisopropylsilyl)ethynyl]porphyrinato]magnesium(II) via reaction with dibromo magnesium porphyrin[4]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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