1-(4-Fluorophenyl)cyclohexanecarbonitrile

Base Information

• Chemical Name: 1-(4-Fluorophenyl)cyclohexanecarbonitrile
• CAS No.: 71486-43-6
• Molecular Formula: C13H14FN
• Molecular Weight: 203.259
• Hs Code.: 29269095
• European Community (EC) Number: 275-515-9
• DSSTox Substance ID: DTXSID00221697
• Nikkaji Number: J289.165D
• Wikidata: Q83099627
• Mol file: 71486-43-6.mol

Synonyms:1-(4-Fluorophenyl)cyclohexanecarbonitrile;71486-43-6;1-(4-fluorophenyl)cyclohexane-1-carbonitrile;C13H14FN;EINECS 275-515-9;SCHEMBL1021622;AMY4622;DTXSID00221697;C13-H14-F-N;MFCD00800617;AKOS009158353;AS-36484;CS-0207113;FT-0641351;EN300-205342;A837201;Z361884256

Chemical Property of 1-(4-Fluorophenyl)cyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.000315mmHg at 25°C
• Melting Point: 33-38 °C
• Refractive Index: 1.529
• Boiling Point: 320.6 °C at 760 mmHg
• Flash Point: 138 °C
• PSA: 23.79000
• Density: 1.09 g/cm³
• LogP: 3.55118
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.111027613
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

97% ^*data from raw suppliers

1-(4-Fluorophenyl)cyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(C#N)C2=CC=C(C=C2)F

Technology Process of 1-(4-Fluorophenyl)cyclohexanecarbonitrile

There total 2 articles about 1-(4-Fluorophenyl)cyclohexanecarbonitrile 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: 73.0%

1,5-dibromo-pentane (111-24-0) + 4-fluorophenylacetonitrile (459-22-3) → 1-(4-fluorophenyl)cyclohexanecarbonitrile (71486-43-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 3h; Cooling with ice;

DOI:10.1016/j.bmc.2011.07.030

Reference yield:

4-fluorophenylacetonitrile (459-22-3) → 1-(4-fluorophenyl)cyclohexanecarbonitrile (71486-43-6)

Guidance literature:

With sodium hexamethyldisilazane; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja4068707

Reference yield: 100.0%

1-(4-fluorophenyl)cyclohexanecarbonitrile (71486-43-6) → 1-(4-fluorophenyl)cyclohexane-1-carbaldehyde (351343-80-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at 0 - 20 ℃; for 3h;

upstream raw materials:

1,5-dibromo-pentane

4-fluorophenylacetonitrile

Downstream raw materials:

1-[1-(4-fluorophenyl)cyclohexyl]methylamine

1-((3-(2-(1-(4-fluorophenyl)cyclohexyl)ethyl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)methyl)azetidine-3-carboxylic acid

3-(2-(1-(4-fluorophenyl)cyclohexyl)ethyl)-7-vinyl-4,5-dihydronaphtho[1,2-c]isoxazole

1-(3-(2-(1-(4-fluorophenyl)cyclohexyl)ethyl)-4,5-dihydronaphtho[1,2-c]isoxazol-7-yl)ethane-1,2-diol

Refernces

• 1、 Gutierrez-Bonet, Alvaro,Flores-Gaspar, Areli,Martin, Ruben. "Fe-catalyzed regiodivergent [1,2]-shift of α-aryl aldehydes". supporting information. p. 12576 - 12579. Retrieved 2013/09/23.
• 2、 Shao, Liming,Hewitt, Michael C.,Wang, Fengjiang,Malcolm, Scott C.,Ma, Jianguo,Campbell, John E.,Campbell, Una C.,Engel, Sharon R.,Spicer, Nancy A.,Hardy, Larry W.,Schreiber, Rudy,Spear, Kerry L.,Varney, Mark A.. "Discovery of N-methyl-1-(1-phenylcyclohexyl)methanamine, a novel triple serotonin, norepinephrine, and dopamine reuptake inhibitor". scheme or table. p. 1438 - 1441. Retrieved 2011/04/16.