Benzonitrile, 4-(1-oxopentyl)-

Base Information

• Chemical Name: Benzonitrile, 4-(1-oxopentyl)-
• CAS No.: 30611-20-2
• Molecular Formula: C12H13 N O
• Molecular Weight: 187.241
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60184678
• Nikkaji Number: J1.732.521C
• Wikidata: Q83055596
• Mol file: 30611-20-2.mol

Synonyms:Benzonitrile, 4-(1-oxopentyl)-;30611-20-2;4-PENTANOYL-BENZONITRILE;4-pentanoylbenzonitrile;Benzonitrile,4-(1-oxopentyl)-;SCHEMBL8466864;DTXSID60184678;AKOS006290851

Chemical Property of Benzonitrile, 4-(1-oxopentyl)-

Chemical Property:

• Vapor Pressure: 0.000152mmHg at 25°C
• Boiling Point: 331.8°C at 760 mmHg
• Flash Point: 154.5°C
• PSA: 40.86000
• Density: 1.04g/cm³
• LogP: 2.93118
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

4-pentanoylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzonitrile, 4-(1-oxopentyl)-

There total 11 articles about Benzonitrile, 4-(1-oxopentyl)- 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-(1-Hydroxy-pentyl)-benzonitrile (78348-96-6) → 1-(4-cyanophenyl)-1-pentanone (30611-20-2)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; dimethylsulfide; oxygen; copper(I) bromide dimethylsulfide complex; 6,6'-bis(C₈F₁₇(CH₂)4)-2,2'-bipyridine; In chlorobenzene; at 90 ℃;

DOI:10.1016/S0040-4020(02)00250-8

Reference yield: 91.0%

4-cyanobenzoyl chlorIde (6068-72-0) + tri-n-butylindium (15676-66-1) → 1-(4-cyanophenyl)-1-pentanone (30611-20-2)

Guidance literature:

With mesoporous MCM-41-immobilized phosphine-free heterogeneous palladium⁽⁰⁾-schiff base complex; In tetrahydrofuran; at 68 ℃; for 2h; Inert atmosphere; Green chemistry;

DOI:10.1039/c7ra08355f

Reference yield: 88.0%

pentanal (110-62-3) + 4-iodobenzonitrile (3058-39-7) → 1-(4-cyanophenyl)-1-pentanone (30611-20-2)

Guidance literature:

With C₂₀H₁₉Cl₂PPdS; caesium carbonate; In 1,4-dioxane; dichloromethane; at 100 ℃; for 16h; Reagent/catalyst;

DOI:10.1016/j.molcata.2015.07.007

upstream raw materials:

1-(4-fluorophenyl)-1-pentanone

sodium cyanide

4-bromobenzenecarbonitrile

n-valeryl chloride

Downstream raw materials:

4-(2-phenylpentanoyl)benzonitrile

ethyl 4-cyanobenzoate

1,1,1-trifluoro-2-hexanone

benzoic acid 4-(1-oxopentyl)methyl ester

Refernces

• 1、 Miao, Jiankang,Huang, Bin,Liu, Haiyi,Cai, Mingzhong. "A phosphine-free, atom-efficient cross-coupling reaction of triorganoindiums with acyl chlorides catalyzed by immobilization of palladium(0) in MCM-41". . p. 42570 - 42578. Retrieved 2017/09/11.
• 2、 Huang, Pei-Qiang,Wang, Yu,Xiao, Kai-Jiong,Huang, Ying-Hong. "A general method for the direct transformation of common tertiary amides into ketones and amines by addition of Grignard reagents". . p. 4248 - 4254. Retrieved 2015/06/02.