1-(Cyclohex-1-en-1-yl)-4-fluorobenzene

Base Information

• Chemical Name: 1-(Cyclohex-1-en-1-yl)-4-fluorobenzene
• CAS No.: 1546-11-8
• Molecular Formula: C12H13 F
• Molecular Weight: 176.234
• NSC Number: 96913
• DSSTox Substance ID: DTXSID20935022
• Nikkaji Number: J914.225H
• Wikidata: Q82911024
• Mol file: 1546-11-8.mol

Synonyms:1546-11-8;1-CYCLOHEXENYL-4-FLUOROBENZENE;1-(4-Fluorophenyl)cyclohexene;1-(cyclohex-1-en-1-yl)-4-fluorobenzene;NSC96913;4'-Fluoro-2,3,4,5-tetrahydro-1,1'-biphenyl;SCHEMBL3243443;DTXSID20935022;ICCB1_000081;NSC-96913;EN300-1586326

Chemical Property of 1-(Cyclohex-1-en-1-yl)-4-fluorobenzene

Chemical Property:

• Vapor Pressure: 0.052mmHg at 25°C
• Boiling Point: 242.7°C at 760 mmHg
• Flash Point: 93.7°C
• Density: 1.06g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 176.100128577
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(Cyclohex-1-en-1-yl)-4-fluorobenzene

There total 9 articles about 1-(Cyclohex-1-en-1-yl)-4-fluorobenzene 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: 75.0%

4-fluoroboronic acid (1765-93-1) + phosphoric acid cyclohex-1-enyl ester diphenyl ester (109467-74-5) → 4'-fluoro-2,3,4,5-tetrahydro-1,1'-biphenyl (1546-11-8)

Guidance literature:

With potassium phosphate; n-butyllithium; cis-[dppf]NiCl₂; In toluene; at 90 ℃; for 24h;

DOI:10.1016/S0040-4039(99)00517-1

Reference yield: 65.0%

cyclohexyl phenyl sulphide (7570-92-5) + 4-flourophenylmagnesium bromide (352-13-6) → 4'-fluoro-2,3,4,5-tetrahydro-1,1'-biphenyl (1546-11-8)

Guidance literature:

4-flourophenylmagnesium bromide; With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

cyclohexyl phenyl sulphide; In tetrahydrofuran; at 0 - 60 ℃; for 6.16667h;

DOI:10.1021/ja104155f

Reference yield: 43.0%

C24H21BF3(1-)*K(1+) → 4'-fluoro-2,3,4,5-tetrahydro-1,1'-biphenyl (1546-11-8)

Guidance literature:

With dipotassium hydrogenphosphate; 10-methyl-9-(2,4,6-trimethylphenyl) acridinium tetrafluoroborate; In tetrahydrofuran; at 50 ℃; for 16h; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202005282

upstream raw materials:

1-(4-fluorophenyl)cyclohexan-1-ol

cyclohexanone

4-flourophenylmagnesium bromide

4-fluoroboronic acid

Downstream raw materials:

1-cyclohexyl-4-fluorobenzene

2-bromo-1-(4-fluorophenyl)cyclohexanol

(1R,2R)-1-(4-Fluoro-phenyl)-cyclohexane-1,2-diol

trans-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)cyclohexanol