4-ETHYNYLBENZONITRILE 97

Base Information

• Chemical Name: 4-ETHYNYLBENZONITRILE 97
• CAS No.: 3032-92-6
• Molecular Formula: C9H5 N
• Molecular Weight: 127.145
• Hs Code.: 2926909090
• European Community (EC) Number: 628-502-0
• DSSTox Substance ID: DTXSID20404122
• Nikkaji Number: J839.559D
• Wikidata: Q72477720
• Mol file: 3032-92-6.mol

Synonyms:Benzonitrile,p-ethynyl- (7CI,8CI); (4-Cyanophenyl)acetylene; (4-Cyanophenyl)ethyne;1-Cyano-4-ethynylbenzene; 4-Ethynylbenzonitrile; 4-Ethynylcyanobenzene;p-Cyanoethynylbenzene; p-Cyanophenylacetylene; p-Cyanophenylethyne

Chemical Property of 4-ETHYNYLBENZONITRILE 97

Chemical Property:

• Vapor Pressure: 0.0666mmHg at 25°C
• Melting Point: 156-160 °C(lit.)
• Refractive Index: 1.566
• Boiling Point: 230.2°C at 760 mmHg
• Flash Point: 92.9°C
• PSA: 23.79000
• Density: 1.08g/cm³
• LogP: 1.53958
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 127.042199164
• Heavy Atom Count: 10
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

4-Ethynylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)C#N
• Uses: 4-Ethynylbenzonitrile is used as a synthetic fragment and as a test compound for cross-coupling reactions. It is used in the study of hydrogen bond formation in multifunctional molecules due to the presence of four hydrogen bonding sites. It is also involved in the preparation of 4-[(trimethylsilyl)ethynyl]benzonitrile.

Technology Process of 4-ETHYNYLBENZONITRILE 97

There total 35 articles about 4-ETHYNYLBENZONITRILE 97 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: 100.0%

4-((triisopropylsilyl)ethynyl)benzonitrile → 4-cyanophenylacetylene (3032-92-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1039/c8cc03962c

Reference yield: 99.0%

4-[2-(trimethylsilyl)ethynyl]benzonitrile (75867-40-2) → 4-cyanophenylacetylene (3032-92-6)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane;

DOI:10.1016/S0040-4020(02)01527-2

Reference yield: 99.0%

(4-ethynylphenyl)methanol (10602-04-7) → 4-cyanophenylacetylene (3032-92-6)

Guidance literature:

With ammonia; oxygen; In tert-Amyl alcohol; water; at 100 ℃; for 5h; under 3750.38 Torr; Autoclave; High pressure;

DOI:10.1021/acscatal.0c00485

upstream raw materials:

3-(4-cyanophenyl)-2-propyne-1-ol

4-[2-(trimethylsilyl)ethynyl]benzonitrile

(Z)-4-(2-bromovinyl)benzonitrile

3-methyl-1-(4'-cyanophenyl)-1-butyn-3-ol

Downstream raw materials:

4-[4-(4-Methylsulfanyl-phenyl)-buta-1,3-diynyl]-benzonitrile

[6-(4-Cyano-phenylethynyl)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester

1-trimethylsilylethynyl-4-((4-cyanophenyl)-ethynyl)benzene

7-[[4-cyanophenyl]ethynyl]-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione-4-propanoic acid ethyl ester

Refernces

• 1、 Bumagin,Ponomaryov,Beletskaya. "A convenient synthesis of substituted propargyl alcohols and terminal acetylenes". . p. 728 - 729. Retrieved 1984.
• 2、 Juvenal, Frank,Fortin, Daniel,Harvey, Pierre D.. "A "flexible" Rigid Rod, trans-Pt(PMe3)2(C-CC6H4CN)2 (L1), to Form 2D [{Cu2(μ2-X)2}2(μ4-L1)]n Polymers (X = Br, I) Exhibiting the Large". . p. 7208 - 7221. Retrieved 2018.
• 3、 Sattler, Lars E.,Hilt, Gerhard. "Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles". supporting information. p. 605 - 608. Retrieved 2020/12/07.
• 4、 Rao, Maddali L.N.,Shamim Islam, Sk. "Synthesis of alkynes under dry reaction conditions". supporting information. . Retrieved 2021/04/19.