4-Ethynylphenylacetonitrile

Base Information

• Chemical Name: 4-Ethynylphenylacetonitrile
• CAS No.: 351002-90-9
• Molecular Formula: C10H7N
• Molecular Weight: 141.17
• Hs Code.: 2926909090
• European Community (EC) Number: 624-199-4
• DSSTox Substance ID: DTXSID10581739
• Nikkaji Number: J2.100.260G
• Wikidata: Q72477840
• Mol file: 351002-90-9.mol

Synonyms:4-Ethynylphenylacetonitrile;351002-90-9;2-(4-ethynylphenyl)acetonitrile;(4-ethynylphenyl)acetonitrile;C10H7N;4-Ethynylbenzeneacetonitrile;MFCD05664204;Benzeneacetonitrile, 4-ethynyl-;SCHEMBL350733;DTXSID10581739;4-Ethynylphenylacetonitrile, 97%;CZUBOLAETAAHLA-UHFFFAOYSA-N;AKOS015836153;CS-W016438;DS-13894;SY021680;EN300-1844486;J-019896;F0001-1017

Chemical Property of 4-Ethynylphenylacetonitrile

Chemical Property:

• Refractive Index: n20/D 1.5630(lit.)
• Boiling Point: 259℃
• Flash Point: >230 °F
• PSA: 23.79000
• Density: 1.037 g/mL at 25 °C(lit.)
• LogP: 1.73398
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 141.057849228
• Heavy Atom Count: 11
• Complexity: 204

Purity/Quality:

98%min ^*data from raw suppliers

4-Ethynylphenylacetonitrile 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)CC#N

Technology Process of 4-Ethynylphenylacetonitrile

There total 2 articles about 4-Ethynylphenylacetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.3%

C13H15NSi → 2-(4-ethynylphenyl)acetonitrile (351002-90-9)

Guidance literature:

With methanol; potassium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1039/c7nj04292b

Reference yield:

4-Bromophenylacetonitrile (16532-79-9) → 2-(4-ethynylphenyl)acetonitrile (351002-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 12 h / Inert atmosphere

2: potassium carbonate / methanol / 3 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In methanol;

DOI:10.1002/ejoc.201600438

Reference yield: 80.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + 2-(4-ethynylphenyl)acetonitrile (351002-90-9) → (Z)-2-(4-ethynylphenyl)-3-(1H-pyrrol-2-yl)acrylonitrile (1630828-63-5)

Guidance literature:

With piperidine; In water; at 50 ℃; for 5h; Solvent; Ionic liquid; Sealed tube;

DOI:10.1039/c3ra47418f

upstream raw materials:

4-Bromophenylacetonitrile

Downstream raw materials:

(Z)-2-(4-ethynylphenyl)-3-(1H-pyrrol-2-yl)acrylonitrile

C₁₆H₈Br₂N₂

Refernces

• 1、 Lin, Yuanguang,Song, Qiuling. "Cleavage of the Carbon–Carbon Triple Bonds of Arylacetylenes for the Synthesis of Arylnitriles without a Metal Catalyst". . p. 3056 - 3059. Retrieved 2016/07/12.