4-(Oxiran-2-yl)benzonitrile

Base Information

• Chemical Name: 4-(Oxiran-2-yl)benzonitrile
• CAS No.: 52695-39-3
• Molecular Formula: C9H7 N O
• Molecular Weight: 145.161
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90967138
• Nikkaji Number: J1.013.378E
• Mol file: 52695-39-3.mol

Synonyms:4-(oxiran-2-yl)benzonitrile;52695-39-3;p-Cyanostyrene oxide;4-Oxiranylbenzonitrile;4-oxiran-2-ylbenzonitrile;BRN 1307303;BENZONITRILE, 4-OXIRANYL-;5-18-06-00371 (Beilstein Handbook Reference);4-(2-oxiranyl)benzonitrile;p-(epoxyethyl)benzonitrile;4-(2-Oxiranyl)-benzonitrile;SCHEMBL1225841;DTXSID90967138;CCA69539;AKOS000139110;AKOS022188721;LS-38771;CS-0248512;FT-0750977;FT-0770529;FT-0774035;EN300-40071;F79875;A914402;Z278165196

Chemical Property of 4-(Oxiran-2-yl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.00276mmHg at 25°C
• Melting Point: 38 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 285.7°Cat760mmHg
• Flash Point: 120.1°C
• PSA: 36.32000
• Density: 1.2g/cm³
• LogP: 1.62958
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

4-(oxiran-2-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)C2=CC=C(C=C2)C#N

Technology Process of 4-(Oxiran-2-yl)benzonitrile

There total 7 articles about 4-(Oxiran-2-yl)benzonitrile 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: 97.0%

4-ethenylbenzonitrile (3435-51-6) → 4-oxiran-2-ylbenzonitrile (52695-39-3)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; for 5h; Reagent/catalyst; Catalytic behavior;

DOI:10.1016/j.apcata.2015.12.002

Reference yield: 90.0%

4-Cyanophenacyl bromide (20099-89-2) → 4-oxiran-2-ylbenzonitrile (52695-39-3)

Guidance literature:

With sodium tetrahydroborate; potassium carbonate; In tetrahydrofuran; acetonitrile;

Reference yield: 77.0%

Chloroiodomethane (593-71-5) + 4-cyanobenzaldehyde (105-07-7) → 4-oxiran-2-ylbenzonitrile (52695-39-3)

Guidance literature:

Chloroiodomethane; With TurboGrignard; In tetrahydrofuran; at -20 ℃; for 0.000277778h; Flow reactor;

4-cyanobenzaldehyde; In tetrahydrofuran; at -20 ℃; for 0.000444444h; Flow reactor;

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.0c02725

upstream raw materials:

4-ethenylbenzonitrile

4-Cyanophenacyl bromide

trimethylsulfoxonium iodide

4-cyanobenzaldehyde

Downstream raw materials:

1-(4-cyanophenyl)-2-(1H-indol-3-yl)ethanol

(R)-4-(oxiran-2-yl)benzonitrile

(R)-1-(4-cyanophenyl)-1,2-ethanediol

4-(1-hydroxyethyl)benzonitrile

Refernces

• 1、 Li, Fu-Long,Qiu, Yan-Yan,Zheng, Yu-Cong,Chen, Fei-Fei,Kong, Xu–Dong,Xu, Jian-He,Yu, Hui-Lei. "Reprogramming Epoxide Hydrolase to Improve Enantioconvergence in Hydrolysis of Styrene Oxide Scaffolds". supporting information. p. 4699 - 4706. Retrieved 2020/09/21.
• 2、 Von Keutz, Timo,Cantillo, David,Kappe, C. Oliver. "Organomagnesium Based Flash Chemistry: Continuous Flow Generation and Utilization of Halomethylmagnesium Intermediates". supporting information. p. 7537 - 7541. Retrieved 2020/10/12.