3-Phenylpropiolonitrile

Base Information

• Chemical Name: 3-Phenylpropiolonitrile
• CAS No.: 935-02-4
• Molecular Formula: C9H5 N
• Molecular Weight: 127.145
• Hs Code.: 2926909090
• European Community (EC) Number: 624-372-4
• NSC Number: 71547
• DSSTox Substance ID: DTXSID90239443
• Nikkaji Number: J828.295A
• Wikidata: Q72498449
• Mol file: 935-02-4.mol

Synonyms:3-phenyl-2-propynenitrile

Chemical Property of 3-Phenylpropiolonitrile

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Melting Point: 37-42℃
• Refractive Index: 1.4804 (estimate)
• Boiling Point: 215.8°Cat760mmHg
• Flash Point: 87.6°C
• PSA: 23.79000
• Density: 1.09g/cm³
• LogP: 1.56168
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 127.042199164
• Heavy Atom Count: 10
• Complexity: 201

Purity/Quality:

97% ^*data from raw suppliers

3-Phenylpropiolonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-Phenylpropiolonitrile

There total 71 articles about 3-Phenylpropiolonitrile 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: 96.0%

2,2'-azobis(isobutyronitrile) (78-67-1) + phenylacetylene (536-74-3) → 3-Phenyl-2-propynonitrile (935-02-4)

Guidance literature:

With Cu-MOF; In acetonitrile; at 90 ℃; for 9h;

Reference yield: 95.0%

2,2'-azobis(isobutyronitrile) (78-67-1) + phenylacetylene (536-74-3) → (E)-2,2-dimethyl-4-phenylbut-3-enenitrile (98405-79-9) + 3-Phenyl-2-propynonitrile (935-02-4)

Guidance literature:

With copper(II) nitrate trihydrate; In acetonitrile; at 90 ℃; for 8h; Reagent/catalyst; Solvent;

DOI:10.1002/chem.201901118

Reference yield: 94.0%

N-cyanoimidazole (36289-36-8) + phenylacetylene (536-74-3) → 3-Phenyl-2-propynonitrile (935-02-4)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃;

N-cyanoimidazole; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/ol0055263

upstream raw materials:

methyl magnesium iodide

diethyl ether

3-phenyl-propynoic acid amide

ethanedinitrile

Downstream raw materials:

β-methoxy-cinnamonitrile

(E)-3-phenoxy-3-phenylacrylonitrile

β-(phenylamino)-cinnamic acid nitrile

1,3-diphenyl-1H-pyrazol-5-amine

Refernces

• 1、 Gorbunova, Yelizaveta,Ryabukhin, Dmitry S.,Vasilyev, Aleksander V.. "AlBr3-Promoted stereoselective anti-hydroarylation of the acetylene bond in 3-arylpropynenitriles by electron-rich arenes: Synthesis of 3,3-diarylpropenenitriles". supporting information. p. 2663 - 2667. Retrieved 2021/11/30.
• 2、 Baek, Seung-Yeol,Baik, Mu-Hyun,Choe, Wonyoung,Hong, Sung You,Jeon, Ji Hwan,Jeong, Seo Yeong,Kim, Woo Gyum,Nam, Dongsik. "Chemo- And regioselective click reactions through nickel-catalyzed azide-alkyne cycloaddition". supporting information. p. 3374 - 3381. Retrieved 2020/05/14.