4-(4-Fluorophenyl)butanenitrile

Base Information

• Chemical Name: 4-(4-Fluorophenyl)butanenitrile
• CAS No.: 412961-38-7
• Molecular Formula: C₁₀H₁₀FN
• Molecular Weight: 163.195
• DSSTox Substance ID: DTXSID80600885
• Nikkaji Number: J3.625.470J
• Wikidata: Q82497197
• Mol file: 412961-38-7.mol

Synonyms:4-(4-FLUOROPHENYL)BUTANENITRILE;412961-38-7;BENZENEBUTANENITRILE, 4-FLUORO-;SCHEMBL4714657;DTXSID80600885;4-(4-Fluorophenyl)-butyronitrile;JEZGIAVMNVLFAC-UHFFFAOYSA-N;AKOS006332264;DB-273986;EN300-1850730

Chemical Property of 4-(4-Fluorophenyl)butanenitrile

Chemical Property:

• PSA: 23.79000
• LogP: 2.67198
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 163.079727485
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

4-(4-FLUORO-PHENYL)BUTYRONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCCC#N)F

Technology Process of 4-(4-Fluorophenyl)butanenitrile

There total 13 articles about 4-(4-Fluorophenyl)butanenitrile 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: 91.0%

4-iodobutyronitrile (6727-73-7) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-(4-fluorophenyl)butanenitrile (412961-38-7)

Guidance literature:

1-Bromo-4-fluorobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

4-iodobutyronitrile; With copper(l) iodide; lithium chloride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02022

Reference yield: 84.0%

1-(4-fluorobenzyl)-2,4,6-trimethylpyridin-1-ium bromide + acrylonitrile (107-13-1,25014-41-9) → 4-(4-fluorophenyl)butanenitrile (412961-38-7)

Guidance literature:

With [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 26 ℃; for 12h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.1c00173

Reference yield: 63.0%

4-fluorobenzylic alcohol (459-56-3) + acrylonitrile (107-13-1,25014-41-9) → 4-(4-fluorophenyl)butanenitrile (412961-38-7)

Guidance literature:

With 2,4,6-trimethyl-pyridine; manganese; TiCl₄(2,4,6-collidine); In tetrahydrofuran; at 70 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02305

upstream raw materials:

4-iodobutyronitrile

1-Bromo-4-fluorobenzene

4-fluorobenzaldehyde

4-fluorobenzylic alcohol

Refernces

• 1、 Kumar, Yogesh,Jaiswal, Yogesh,Kumar, Amit. "Visible-Light-Mediated Remote γ-C(sp3)-H Functionalization of Alkylimidates: Synthesis of 4-Iodo-3,4-dihydropyrrole Derivatives". supporting information. p. 4964 - 4969. Retrieved 2018/08/24.
• 2、 -. "7-oxabicycloheptyl substituted heterocyclic amide or ester prostaglandin analogs useful in the treatment of thrombotic and vasospastic disease". . . Retrieved 2008/06/13.