4-Ethylbenzonitrile

Base Information

• Chemical Name: 4-Ethylbenzonitrile
• CAS No.: 25309-65-3
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• European Community (EC) Number: 246-811-5
• DSSTox Substance ID: DTXSID30179955
• Nikkaji Number: J236.130B
• Wikidata: Q72472856
• ChEMBL ID: CHEMBL3358230
• Mol file: 25309-65-3.mol

Synonyms:4-Ethylbenzonitrile;25309-65-3;Benzonitrile, 4-ethyl-;p-Ethylbenzonitrile;MFCD00016383;CHEMBL3358230;EINECS 246-811-5;4-ethyl-benzonitrile;4-Ethylbenzonitrile, 98%;SCHEMBL91062;DTXSID30179955;HMS1732O08;AMY28230;BDBM50037810;AKOS001115602;SY027537;CS-0152514;FT-0618405;EN300-13328;I11479;A817778;J-015926;Z57900361

Chemical Property of 4-Ethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0824mmHg at 25°C
• Melting Point: 51.75°C (estimate)
• Refractive Index: n20/D 1.527(lit.)
• Boiling Point: 226.3 °C at 760 mmHg
• Flash Point: 90.5 °C
• PSA: 23.79000
• Density: 0.98 g/cm³
• LogP: 2.12068
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Ethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC1=CC=C(C=C1)C#N
• Uses: 4-Ethylbenzonitrile is a nickel oxide catalyst, used in preparation method and its application in synthesis of pyrimidine derivatives. 4-Ethylbenzonitrile may be used in the preparation of:2-(3-bromo-phenyl)-4,6-bis-(4-ethyl-phenyl)-[1,3,5]-triazinemixture of 1-benzyl-2-methylbenzene and 1-benzyl-4-methylbenzene

Technology Process of 4-Ethylbenzonitrile

There total 32 articles about 4-Ethylbenzonitrile 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: 99.0%

4-ethylbenzylaldehyde (4748-78-1) → 4-ethylbenzonitrile (25309-65-3)

Guidance literature:

With ammonium hydroxide; oxygen; In acetonitrile; at 80 ℃; for 10h; under 3750.38 Torr; Sealed tube;

DOI:10.1002/anie.202107996

Reference yield: 93.0%

4-ethenylbenzonitrile (3435-51-6) → 4-ethylbenzonitrile (25309-65-3)

Guidance literature:

With Ru[o-(SiMe₂)₂(C₆H₄)]₂(H)₂[CN-2,4,6-Me₃(C₆H₂)]₂; hydrogen; In toluene; at 25 ℃; for 6h; under 760.051 Torr; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.8b00812

Reference yield: 88.0%

C13H9N3O4S2 + triethyl borane (97-94-9) → 4-ethylbenzonitrile (25309-65-3)

Guidance literature:

Pd(Cl₂)dppf; In tetrahydrofuran; at 20 ℃; for 30h;

DOI:10.1055/s-2008-1032027

upstream raw materials:

4-ethylbenzamide

terephthalonitrile

triethylamine

copper(I) cyanide

Downstream raw materials:

4-ethenylbenzonitrile

p-ethylbenzoic acid

4-(1-bromoethyl)-benzonitrile

4-ethyl-β-amino-cinnamonitrile

Refernces

• 1、 Hua, Manli,Song, Jinliang,Huang, Xin,Liu, Huizhen,Fan, Honglei,Wang, Weitao,He, Zhenhong,Liu, Zhaotie,Han, Buxing. "Highly Efficient Oxidative Cyanation of Aldehydes to Nitriles over Se,S,N-tri-Doped Hierarchically Porous Carbon Nanosheets". supporting information. p. 21479 - 21485. Retrieved 2021/08/23.
• 2、 Dong, Yanan,Li, Yuehui,Yang, Peiju,Zhao, Shizhen. "Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos–Ni(I) species". . . Retrieved 2020/08/19.